Yes, there actually is a "cool girl" way to style jeans and sandals right now, and, fresh from the streets of Los Angeles this week, Lucy Hale demonstrated exactly what it looks like. Forgoing slim-fitting denim and chunky caged sandals, she instead reached for slouchy wide-leg jeans and understated, '90s-inspired flip-flops—the chicest way to wear denim and get your toes out this summer.

The loose-leg jeans skim the frame for a comfortable and relaxed feel. Meanwhile, the barely-there flip-flops keep the look streamlined and balance the volume of the denim, whilst the slip-on design plays into the unfussy energy of the look

Styled with a simple strappy tank, a baseball cap and, with a smoothie in hand, Lucy delivered one of the coolest—and most L.A.—looks I've spotted all summer.

To get this chic styling formula right, let the jeans puddle slightly and hang loose, then offset their volume with sleek, minimal sandals. Taking Lucy's outfit as my blueprint, scroll on to shop the wide-leg jeans and '90s-inspired flip-flops I'd recommend buying—and wearing together—this season.

Shop Wide-Leg Jeans and Flip-Flops:

If you're planning on wearing jeans with heels this summer, I'd suggest skipping last season's slimmer stovepipe pairs and instead taking your cues from Charlize Theron, who this week stepped out in New York wearing a pair of swishy Chloé Wide-Leg Jeans (£1650) with towering platform heels, inspiring my summer jeans rotation in the process.

Creating a chic summer look, Charlize paired her ultra-wide-leg jeans with a black cropped top layered beneath a lightweight black jacket. Cut with a generous amount of fabric, her long, flowing jeans skimmed over the heels, creating one fluid, uninterrupted line that made her legs go on and on.

Beyond the flattering silhouette, the voluminous cut feels especially suited to this spell of warm weather. The extra movement through the leg allows air to circulate more freely, making these jeans a comfortable choice even on the hot summer days.

Whilst Charlize's outfit brought this pairing to mind, it's actually a jeans-and-heels combination I've admired on French women for summers now. Styled with simple tanks, tees or shirts, the flowing denim adds the right amount of drama that adds a little interest without dimming the classic French-girl effortless energy.

So, if you're keen to keep jeans in regular rotation throughout the warmer months, I'd recommend investing in a great pair of wide-leg styles. Read on to shop my edit of the best pairs to buy now.

Shop Wide-Leg Jeans:

Ballet flats and Mary Janes are like fraternal twins. They share a similar DNA in silhouette, but each has its own characteristics that set it apart. The main difference is the strap across the vamp of the foot. Like siblings vying for attention, Mary Janes and ballet flats compete for the spotlight. Currently, Mary Janes are dominating, as they've been seen on fashion people in their 50s, like Gwyneth Paltrow.

While leaving a meeting in L.A. this week, Paltrow was spotted in a casual yet elegant pant ensemble. She wore a white cardigan with high-waisted, wide-leg cargo pants. As mentioned, she chose Mary Janes, specifically a black minimalist pair, and finished the outfit with a blue canvas tote bag customized with her initials.

On Gwyneth Paltrow: Alex Mill The Perfect Weekday Tote ($175)

Paltrow is championing Mary Janes as the chic choice in 2026, and she's demonstrating the most stylish way to wear them: paired with high-waisted, wide-leg pants. And we're on board. The high waist fits snugly in all the right spots, while the wide-leg hem complements the slim, barely there shoe, creating a nice balance and dimension.

While Paltrow opted for high-waisted, wide-leg cargo pants, Mary Janes look polished with nearly all wide-leg styles—think jeans, drawstring pants, and pleated trousers. If you're inspired to re-create her look, keep scrolling. Ahead, we've rounded up the best pants and flats.

Shop Wide-Leg Pants and Mary Janes

I don’t think I’m alone in my belief that denim is the hardest-working category in our wardrobes. It goes with just about anything, from pretty blouses in spring to light linens of summer to cosy cashmere wares of winter. Whether you’re heading out for a casual coffee date or trying the next restaurant on your carefully curated list, jeans can rise to any occasion with a few simple styling tricks. As someone who depends on jeans for most of the year, I like to keep an eye on the new arrivals, seeking out the standouts before they sell out. Right now, my attention is focused on the Agolde Arc Jeans.

By now, many of us have secured our staple denim styles. We’ve hunted down the best wide-leg jeans and added the perfect straight-leg pair into our rotations, and whilst they can hold their own during the shifting seasons and moving trends, sometimes our favourites deserve a break. I’ve spent months switching between my most treasured pairs, and now I’m looking for a fresh pair to join the rotation. Something a little more contemporary, matching the ease of the spring months as well as feeling timeless enough to be a worthwhile investment. It didn’t take long to track down this pair, as so many of my most fashionable friends are wearing the Arc jeans right now.

Agolde is known for its denim mastery. Numerous best-selling styles are attributed to the brand, from the beloved ‘90s pinch waist jeans (a personal favourite of mine) to the criss-cross jeans that sparked a fresh trend. Now, it’s the Arc jeans that have fashion people’s attention. The cut is a subtle take on the barrel-leg jean, with a soft arc silhouette that is relaxed by a wide-leg form. The pair has become such a bestseller that it comes in both mid-rise and high-rise options, as well as long and criss-cross variations.

It’s not only perfecting silhouettes that has cemented Agolde as a fashion favourite, but also the focus on fabrics. This pair is crafted from a non-stretch regenerative cotton denim, which is exceedingly soft and surprisingly comfortable. These are the kind of jeans you can wear all day with ease, paired with a simple T-shirt and sandals, or take into the evening with a mule and an elegant top.

When trying them on, I was recommended to size down and they fit perfectly at the waist. While the 32” length I tried was a little too long for my 5’2” frame, they also come in a 29" length, which is great news if you're more petite like me. Honestly, the jeans impressed me so much that I’d happily wait the time needed for a touch of tailoring. Keep scrolling to shop the Agolde Arc Jeans, and shop more editor-approved denim for spring/summer 2026 and beyond.

Shop the Agolde Arc Jeans

Shop More Editor-Approved Jeans

While iconic, The Row's Margaux, Marlo, and 90's Bags don't appeal enough to me to buy at retail price. My hesitation isn't just the cost; it's also their widespread popularity. I prefer less common pieces, which is why I'm currently drawn to The Row's newest bag collection. It feels fresh and exclusive enough to excite an early adopter like myself.

The standout is the Ida, a sleek silhouette already catching the attention of celebrities. Elle Fanning, for example, was recently seen wearing the Ida. For a night out in L.A., the actress styled the bag with a chic denim ensemble that featured light-wash wide-leg jeans, a fitted black tank, a cropped double-breasted jacket, and patent-leather pumps.

Part of The Row's spring 2026 line—which also introduced the already-sold-out Terrasse To-Go Bag, Barn Tote, Faye Bag, and Loretta Bag—the Ida is crafted from 100% smooth calfskin leather. It features antique gold hardware that is intentionally discreet, catering to those who worry about matching their jewelry to the bag's hardware. The bag's structured silhouette allows it to stand upright, giving it a polished appearance. This elegance creates a perfect contrast when worn with a relaxed outfit, as demonstrated by Fanning's wide-leg jeans. The leather elevates the casual denim, and the classic black pumps complement the bag's sophisticated feel.

Inspired to shop? Browse the new The Row bag, the chicest wide-leg jeans, and patent-leather pumps to pair with it below.

On Elle Fanning: The Row Ida Bag ($3990); Stuart Weitzman shoes

Shop The Row's Ida Bag

Shop Wide-Leg Jeans and Patent-Leather Pumps

Paris Haute Couture Week is in full swing, and the already elegant city is now totally saturated with chic styling. Calling in the coolest from across the globe, this rarefied moment in the fashion calendar is among the very best for street style spotting, and naturally, the crowd has not disappointed.

Taking her front-row seat at the Christian Dior Spring/Summer 2026 Haute Couture show yesterday, Jennifer Lawrence stepped out in a denim-and-shoe combination that’s been on my mind ever since.

Whilst stove pipe jeans have dominated style circles in recent weeks, Jennifer took a decidedly cooler approach to front-row dressing, opting instead for a floor-sweeping pair of puddle jeans. Cascading all the way down to the tiling, her denim concealed most of her footwear, save for the sleek, pointed toe peeking out beneath the hem. The sharp silhouette offered a striking contrast to the slouchy, relaxed nature of the jeans, bringing structure and polish to the look without feeling forced or out of place.

A callback to the shoe trend that defined the ’90s, pointed-toe styles have been gently usurped by softer almond and chisel-toe silhouettes. Still, there’s no denying the poise a sharply pointed shoe delivers—it’s a level of sharpness that few other shapes can quite replicate.

Echoing the clean lines of her footwear, Jennifer completed the look with a neatly tailored black coat. Dramatic fur detailing spilt from the cuffs, while a sleek leather bag swung from her grasp, adding an element of glamour to the otherwise pared-back denim ensemble.

Ever inspired by Jennifer Lawrence’s inimitable styling, read on to discover and shop the best puddle jeans and pointed-toe shoes available now.

Shop Puddle Jeans and Pointed-Toe Shoes

Does it get any more classic than blue jeans paired with black boots? Quick answer: no. Individually and together, these pieces are reliable staples that will ground any outfit, even when experimenting with current trends. Therefore, when I suggest this next part, I am not implying that the combination of black boots and blue jeans is "dated"—it certainly is not. However, if you're looking to refresh denim outfits in 2026, consider pairing them with brown boots rather than black ones. For fashion inspiration, look no further than style icon Jennifer Lopez.

This week, while heading to a meeting in L.A., J.Lo was spotted in a business-chic ensemble: a tan tweed blazer, a white shirt, blue wide-leg jeans, and brown leather boots. She accessorized the look with a blue Hermès Kelly bag, oversize sunglasses, and a brown Gucci belt that tied in nicely with the shoes.

On Jennifer Lopez: Gucci belt; Ralph Lauren blazer; Hermès bag

Brown boots are a timeless staple, like black ones, and they look especially good with denim. Their popularity in 2026 is largely due to their versatility—a key trait for shoppers who want items that coordinate easily with their existing wardrobe. This flexibility is also evident in how well brown boots complement lighter shades. Unlike black, which can sometimes look stark, brown boots add a touch of elegance and warmth to a winter look, as shown by J.Lo's, without overwhelming it.

If you're inspired to switch up your denim outfits this winter, keep scrolling because we've rounded up the best pairs of wide-leg jeans and brown boots to pair with them.

Shop Wide-Leg Jeans

Shop Brown Boots

White trainers may be a wardrobe pillar, but after seasons of experimenting with colourful pairs, their gleaming appeal has softened slightly. Still undeniably classic, making them feel fresh for 2026 is all about the styling—pair them with the wrong trousers or skirt and suddenly your look is thrown back a decade. Thankfully, some timely inspiration has just landed, courtesy of my perennial style muse, Jennifer Aniston.

Stepping out this week, Jennifer reaffirmed the enduring relevance of the white trainer, styling a crisp pair with a decisively modern jean. Sidestepping skinny silhouettes that would have instantly dated the look—and resisting the trending bootcut that risks overwhelming a flat shoe—she opted instead for wide-leg, light-wash denim, creating a relaxed yet polished outfit that feels perfectly calibrated for spring 2026.

Lighter and more optimistic than the indigo shades that dominated winter, pale blue denim creates a harmonious pairing with bright white trainers. Rather than emphasising their starkness, it highlights their softness and luminosity, giving the entire outfit a fresher, more effortless feel.

To finish, Aniston layered up for the lingering chill with a longline khaki puffer coat. The muted, earthy tone grounded the look while sitting well alongside the lighter denim-and-white combination.

Officially inspired to give my white trainers a little more airtime, scroll on to discover and shop the light-wash jeans and crisp white trainers worth investing in now.

Shop Light-Wash Jeans and White Trainers:

If anyone knows how to look rich no matter what they're doing, whether it's post-workout or on the red carpet, it's Jennifer Lopez. Always with a Birkin in hand and an incredible Ralph Lauren Collection blazer or coat on, she's a walking example of rich energy, so when someone asks me how to look more elevated, I always point them in the direction of J.Lo's street style archive, a treasure trove of high-value outfit inspiration. Her best outfits, though, are the ones that involve denim, at least in my opinion. She has a knack for making jeans outfits look sophisticated and elegant, a skill in and of itself, and her latest look is no exception.

Earlier this week, the singer-actress was seen in Beverly Hills outside of Nerano, where she had lunch with her longtime manager Benny Medina. For the daytime occasion, Lopez donned a pair of mid-wash, wide-leg jeans with the perfect subtle fading down the front, styling them with black ankle boots and a very academic combination of a striped button-down shirt layered underneath a brown V-neck sweater and plaid blazer. She finished off the outfit with her signature oversize sunglasses and hoop earrings as well as a Dior Large D-Journey Bag in black.

On Jennifer Lopez: Dior bag

The reason why this denim wash and cut are so effective in making jeans outfits look pricier is the casual yet polished finish. Unlike tailored dark-wash jeans, J.Lo's combination has an effortless appearance that feels more thrown on than perfectly ironed out. The subtle distressing on her pair only adds to this air of leisure and nonchalant opulence.

Convinced to invest in a pair? You're in luck. Keep scrolling to re-create Lopez's lunchtime denim look and shop mid-wash, wide-leg jeans for 2026.

Get J.Lo's Look

Shop Mid-Wash, Wide-Leg Jeans

Shop Black Ankle Boots

I don’t know what this says about me, but stumbling upon a new Jennifer Lawrence outfit photo genuinely feels like receiving a small gift. Honestly, every appearance sparks inspiration, and more often than not, my favourite of her looks somehow find their way into my wardrobe not long after.

This week delivered one such moment. While scrolling, I spotted Jennifer wearing a three-piece winter outfit I’ve been clocking on Londoners and Parisians all season. Gliding through her New York neighbourhood on a bike, she started with a pair of wide-leg jeans, of which she styled with a rounded-toe boot by The Row. The softer shape grounded the outfit, giving it that lived-in, considered feel that the best off-duty looks always have.

And then, my favourite part: the leopard-print jacket. Adding colour, texture and visual interest in one easy layer, this piece pulled the entire outfit together in an instant.

Reminding me of several outfits I saved at the very start of the season. Jennifer’s pared-back three-piece ensemble mirrors the uniform I’ve been spotting repeatedly on the streets of Paris and London over the past few months: jeans, practical boots and a leopard-print layer that makes the whole look sing.

As for the print itself, leopard remains the fashion set’s most dependable motif. While zebra and fawn prints have certainly had their moment this winter, leopard’s timeless appeal ensures it will always hold a secure place in my daily rotation.

Uncomplicated, chic and endlessly wearable, this is exactly the kind of outfit I’ll be emulating in the coming weeks. If you’re feeling the same, read on to shop Jennifer's look as well as discover and shop the chicest leopard-print jackets, straight-leg jeans and rounded-toe boots below.

Shop Jennifer's Outfit:

Shop Jennifer's Look:

Shop Leopard Print Jackets:

Shop Wide-Leg Jeans:

Shop Round-Toe Boots:

Tate McRae is once again sparking dating rumors, this time with NHL star Jack Hughes. On Sunday, she was spotted at his New Jersey Devils game, and just a day later, they were seen walking together in New York City, fueling speculation. The new sighting has fans buzzing, not only for their potential relationship but also for McRae's chic winter outfit. On their stroll today, she sported wide-leg jeans with an elegant sneaker trend: suede-and-leather sneakers.

Before we discuss the shoes, let's delve into the specifics of her winter look. As mentioned, McRae wore white-and-tan suede-and-leather sneakers with light-wash, wide-leg jeans. She grounded the look with a black trench coat layered over a simple black crewneck sweater, keeping the palette clean and understated. For accessories, she mixed the casualness of a baseball cap with the elegance of her chestnut-colored Chloé Paddington bag. Overall, the look felt on-brand for McRae, whose off-duty style this winter so far has been pared-back yet stylish and attainable.

The suede-and-leather sneaker trend, as the name suggests, doesn't rely on just one material. Instead, it blends both in a way that feels intentional and refined. The contrast between the smooth leather and soft suede adds depth and texture, instantly elevating even the simplest outfit. Whether you opt for a designer pair or an affordable style, this mix delivers a polished appearance.

Scroll down to shop similar leather-and-suede sneakers and the pieces needed to re-create the singer's elevated winter outfit.

On Tate McRae: Chloé Paddington Bag ($2750), sneakers; Frame x the Society Archive Vintage Cap ($148)

Get Tate McRae's Look

Shop Suede-and-Leather Sneakers

If you're a frequent Who What Wear reader, then you'll know our shopping team lives for a stellar under-$100 Nordstrom find. This week, I decided to round up the chicest affordable Nordstrom finds. With over 114500 items, I thought it best to enlist some help: my 56-year-old stylish mother. Together, we blew through the Nordstrom under-$100 selection to find you the top 31 items, both mom- and shopping-editor approved.

Below, shop 2026 trends like collarless blazers, Fair Isle knits, suede car coats, cuffed wide-leg jeans, polo sweaters, slim profile sneakers (ahem, Adidas Tokyo Shoes), and more. You'll find elevated basics from editor-favorite brands like Levi's, Reformation, Mango, and Open Edit. Scroll on to see the 31 chic under-$100 Nordstrom finds to add to your winter wardrobe.

Shop Chic Under-$100 Nordstrom Finds for Winter 2026

Sneaker trends come and go. Slim, low-profile pairs and sporty retro styles are currently vying for the number one spot in the popularity charts, and chunky silhouettes, which were once all anyone wanted, are officially on the outs with fashion people. But there's one sneaker style that's immune to the trend cycle, making it a foolproof buy if you want to avoid the possibility that the comfortable shoes you wear multiple times a week will suddenly get moved to the "dated" pile one day. I'm, of course, talking about white sneakers, the timeless, versatile, and sleek-looking trainers that celebrities, athletes, models, and more have been wearing regularly for decades.

One such A-lister is Jennifer Aniston, who was spotted in New York City over the holiday weekend wearing a pair of white sneakers in a classic way. She styled the anti-trend sneakers with wide-leg jeans, a black tailored coat, and a leather flap bag from The Row. (Specifically, she was carrying the Nuance Hobo Bag, $2990.)

On Jennifer Aniston: The Row Nuance Hobo Bag ($2990)

Though I can't confirm which sneakers Aniston wore, photos of the actress show her in an all-white pair with a subtle platform. The lifted style allowed her to wear looser jeans without risking them dragging on the streets of Manhattan. Similar styles include Converse's Chuck Taylor All Star Move Canvas Platforms ($70) and Common Projects' Tournament Super Classic Sneakers ($470), a sneaker style she's been spotted in previously. Both are great choices if you, like Aniston, want your sneakers to provide an extra inch of height. If that's not a concern, you're still in luck. There's genuinely an endless supply of white sneakers for you to choose from, all of which have successfully beaten the trend cycle, ensuring that they'll never be considered "out."

Find your perfect pair of white sneakers below.

Get the Look

Shop White Sneakers

It's officially puffer jacket season in New York, and I have mixed emotions. On the one hand, I love the cloud-like warmth and instant coziness that the outerwear provides, but on the other hand, I always struggle to figure out how to style a puffer without leggings and sneakers. Luckily, Olivia Munn is giving me some style inspiration, showing that the puffer jacket can feel polished and elevated when paired with jeans and boots.

Yesterday, while leaving the Today show in NYC, Munn was spotted wearing a chic winter outfit that included a short gray puffer jacket, wide-leg jeans, and black ankle boots. Yes, it may sound and look simple, but what made it noteworthy were a few things: the color of the jacket, which felt fresher and different from classic black; the almost funnel-neck design, which is very 2025; the wide-leg jeans, a dressier alternative to leggings; and shiny pointed-toe leather boots, which created an overall sleek and sophisticated appearance.

Puffer jackets aren't what they used to be—sporty, casual, and "basic"—and that's why they're having a moment. Designers are leaning into the style, introducing elevated details like funnel necks, built-in scarves, sleek hardware, and high-quality fabrics that make them feel more fashion-forward than ever before. With these upgrades, we can expect the style set, which may once have been apprehensive about wearing a puffer anywhere other than the gym, to fully embrace them for dressier moments and pair them with wide-leg jeans and boots like Munn.

Keep scrolling to see Munn's outfit for yourself and to shop the best puffer jackets, wide-leg jeans, and ankle boots to re-create her look.

On Olivia Munn: Athelta Halo Puffer Jacket ($125)

Shop Puffer Jackets, Wide-Leg Jeans, and Ankle Boots

I’ve never really thought of jeans as an elegant item. Chic? Certainly. Cool and effortless? Always. But refined and polished? Not quite.

This week, however, I spotted denim outfits on Jennifer Lopez and Victoria Beckham that have shifted my perspective. After seasons of low-rise, slouchy and oversized silhouettes dominating the street-style crowd, high-rise flares feel like a fresh offering. Channelling '70s energy, both J.Lo and VB reminded me that denim can, in fact, give you an elegant edge—provided you get the proportions and the shoe pairing just right.

With their structured, leg-lengthening fit and subtly exaggerated hems, these jeans carry a sense of intention that their baggier counterparts often lack. Rising high on the waist and flowing smoothly past the ankle, they create a sleek, sculptural line that instantly elevates whatever they're paired with. Styling her flared jeans with tall platform heels, Jennifer allowed the denim to cascade uninterrupted to the floor, creating a statuesque silhouette that, paired with her romantic ruffled blouse and beige blazer, felt impossibly polished.

Victoria took a similarly chic approach to her denim styling this week, wearing a pair of her favourite Alina jeans with a white T-shirt and heeled brown boots. This sleek jeans and shoe pairing lays the foundation for an elegant ensemble.

Below, I’ve rounded up the best flared, high-waisted jeans to shop right now.

Shop Flared, High-Waisted Jeans:

Move over, ballet flats. In Paris and NYC, fashion insiders have already decided on the chicest way to style boots in fall 2025: with jeans and a jacket. This no-fail formula is the fashion set’s secret to creating low-lift looks that still feel polished—not repetitive. Shop the season’s biggest boot trends—Western styles, block heels, and more—or reach for a favorite pair from your closet, because chances are you already have everything you need to re-create these effortlessly chic fall outfits.

The best thing about an easy outfit formula like this is how customizable it is. Experiment with fall 2025 denim trends—from dark-rinse jeans to balloon silhouettes. For jackets, look to the top outerwear trends of fall/winter 2025 (hint: think ’90s suede and checkered plaids). While the boots-and–jean-jacket combination may be simple, it’s anything but boring. Ahead, discover the coolest ways to style the trio, plus all the essentials to achieve each look.

Stiletto Boots + Light-Wash Jeans + Black Jacket

Get the look: Black stiletto boots + baggy light-wash jeans + black belt + white crewneck + collared jacket + blazer

Shop the Look

Studded Western Boots + Baggy Jeans + Oversized Trench

Get the look: Black studded Western boots + baggy black denim + turtleneck + oversize trench coat

Shop the Look

Low-Heeled Boots + Barrel-Leg Jeans + Leather Jacket

Get the look: Slim black boots + distressed black barrel-leg jeans + cropped lack leather jacket with collar + small shoulder bag

Shop the Look

Suede Boots + Baggy Jeans + Long Suede Coat

Get the look: Suede brown Chelsea boots + light-wash baggy jeans + brown belt +white tank + long suede coat + burgundy shoulder bag

Shop the Look

Pointed-Toe Boots + Dark-Rinse Jeans + Trench Coat

Get the look: Pointed-toe heeled boots + dark rinse jeans + denim Button-down + camel trench coat + light beige suede tote

Shop the Look

Low-Heeled Boot + Flared Jeans + Suede Long Coat

Get the look: Black heeled boots + black flared jeans + long burnt orange suede coat

Shop the Look

Block-Heeled Booties + Low-Rise Jeans + Moto Jacket

Get the look: Black pointed-toe heeled boots + low-rise jeans + white tank + beige moto jacket + burgundy tote + bag charms

Shop the Look

Pointed-Toe Cowboy Boots + Light-Wash Jeans + Oversize Blazer

Get the look: Pointed-toe cowboy boots + low-rise pale jeans + white tank +oversize blazer + shoulder bag

Shop the Look

Western Boots + Baggy Jeans + Funnel-Neck Jacket

Get the look: Patent leather heeled boots + baggy jeans + black tank + funnel-neck leather jacket

Shop the Look

Heeled Boots + Balloon Jeans + Long Red Jacket

Get the look: Black leather heeled boots + dark-rinse balloon jeans + black tank + long red jacket + woven tote + corded necklace

Shop the Look

If you’re a denim devotee, then you know exactly which brand we’re talking about. Levi's has dominated celebrity street style for decades. Its A-List fan base includes stars like Jennifer Aniston, Cindy Crawford, Hailey Bieber, and Kendall Jenner.

Lately, denim trends have favored ’90s styles (think baggy and slim-wide fits), confirming Levi 501s as the cult favorite once again. The Cinch Barrel, 94 Baggy, and Ribcage Straight Full Length Jeans styles also achieve that effortlessly cool, celeb off-duty look that fashion people love.

Luckily, for us, we can shop Hollywood’s favorite Levi’s at a massive discount this week during Amazon’s October Prime Day. Today is the last day Prime members can shop the best denim during Amazon Prime Big Deal Days 2025.

Hailey Bieber–Approved Levi's

Hailey Bieber goes ’90s with her vintage light-wash Levi 501s, striped polo sweater (a top sweater trend of fall 2025), and oversize leather bomber. The relaxed denim and preppy polo perfectly capture Bieber’s effortlessly cool style. Scroll on for the best on-sale Levi’s from Amazon Prime Big Deal Days 2025 to channel your inner Bieber.

What Do You Need to Know About Amazon Prime Big Deal Days 2025?

Prime members can start shopping for deals today. The two-day savings event ends today, October 8. Don’t have a Prime account? You can sign up for a 30-day trial before the sales begin.

While our editors are shopping the best beauty, home, and fashion steals of the season, I’m shopping the best denim deals. Here are the celebrity-loved Levi jeans starting at just $33.

The Best Levi's on Sale for Amazon Prime Big Deal Days 2025

Style Notes: Dakota Johnson pairs her Levi’s 501 ’90s with a red button-down shirt and leather loafers. She finished the look with circle-rimmed sunglasses—a great use of basics.

Style Notes: While out in L.A., Jenner paired her dark-rinse straight-leg Levi's with a cropped red tee, flip-flops, and an oversize tote. Shop a similar pair on Amazon.

Style Notes: Actress and model Kaia Gerber wears her high-waisted jeans with a black square-neck top, an open green button-down, pointed-toe heels, and orange sunglasses.

Shop More Jeans on Sale During Amazon Prime Big Deal Days Day 2025

This story was published at an earlier date and has since been updated.

The denim style set to dominate autumn wardrobes is here, and it's not for the faint of heart. Every cool girl I follow just swapped out her slim and straight-leg jeans for one very specific silhouette: extra-long, baggy denim. The slouchy shape drapes to the floor and hides nearly every trace of the shoes beneath. It's a low-key flex that says, "I'm not trying too hard," yet it's instantly striking—exactly the kind of effortless statement the fashion crowd gravitates toward season after season.

Unlike cropped cuts and tailored flares that highlight footwear, this autumn's oversize denim is all about proportion play. The jeans pool just enough at the ankles, grazing the tops of trainers, boots, and pointy heels, but the real impact is in the longline silhouette itself. Paired with fitted tees, leather bombers, and oversize blazers, the look feels undone in the best possible way. It's giving grunge energy filtered through a cool-girl lens that keeps it elevated.

The appeal of baggy denim goes beyond aesthetics. It's also refreshingly comfortable. There's a looseness to the cut that makes it practical for everyday wear while still carrying that subtle sense of rebellion. Instead of polished and pristine, these jeans feel lived-in and vintage, which makes them the perfect foundation for autumn's relaxed mood. Whether styled with a sporty jacket or layered with a knit and sleek belt, they strike the balance of chic yet approachable.

Perhaps the most telling sign that this shape is set to dominate? It's already all over the feeds of the industry's best dressers. Fashion content creators and street style regulars are styling their baggy jeans in several fresh ways, proving their versatility. Expect to see them everywhere this season—from coffee runs to fashion-week sidewalks—because nothing says autumn 2025 quite like denim so long and oversize you barely catch a glimpse of what's on your feet.

See the baggy-denim outfit inspiration below and shop the key essentials along the way.

Shop Chic 6 Baggy Jeans Outfits:

1. Oversize Sweater + Long Black Shirt + Long, Baggy Jeans

Style Notes: This look leans into the layered proportions that make the long, baggy jeans feel considered instead of sloppy—the oversized sweater softens the silhouette, while the long black shirt peeks out beneath to add vertical intrigue. The contrast in lengths plays beautifully with the volume down below, grounding the outfit. It also nods to the trend of "longlines" and layering rich modern basics—perfect for UK weather when you want interest without fuss.

Shop the Look:

2. Cropped Jacket + Long, Baggy Jeans + Printed Bag

Style Notes: This pairing works because the cropped jacket hits at just the right point to frame the jeans, avoiding the "ski-pants" effect that long jackets can create. The shorter outer layer gives definition to your waist, while the baggy jeans bring in the roomy ease that's trending. Introducing a printed bag adds a focal point and breaks up the denim silhouette, injecting personality and texture into what might otherwise read as too heavy.

Shop the Look:

3. Long Knit Jacket + Long, Baggy Jeans + Red Bag

Style Notes: Here, the long knit jacket mirrors the length of the jeans, creating a continuous vertical line that elongates the frame. The soft structure of the knit offsets the rigidity of denim, giving the look a relaxed, editorial energy. The red bag is a clever styling move—it becomes the visual anchor, giving the outfit a directional, high-impact finish.

Shop the Look:

4. Black Tank + Long, Baggy Jeans + Sleek Handbag

Style Notes: This combination is so effective because the simplicity of the black tank acts as a neutral base that lets the jeans take centre stage. The sleek handbag adds a polished counterpoint to the relaxed denim silhouette—the contrast in texture and precision keeps the outfit sharp instead of too casual. In short: it's proof that even relaxed, voluminous jeans can feel elegant when paired with deliberate, minimalist pieces.

Shop the Look:

5. Short-Sleeve Button-Down Shirt + Long, Baggy Jeans + Oversize Bag

Style Notes: This is a masterclass in balancing proportions: the shorter sleeves and cropped-ish length of the shirt lighten the top half, while the jeans deliver the trend's full effect below. The oversize bag echoes the relaxed energy, anchoring the outfit without feeling too structured. It also injects that fashion-editor signature note—because in a sea of denim, the bag becomes your statement.

Shop the Look:

6. Sporty Jacket + Long, Baggy Jeans + Large Leather Bag

Style Notes: Blending sporty structure with baggy denim is a directional move—it keeps the outfit dynamic and streetwise. The jacket provides shape and contrast, while the large leather bag introduces a luxe, tactile element that elevates the whole look. Together, they stop the baggy jeans from feeling too casual or disjointed. It's a clever styling trick for the transitional UK months when you want warmth, movement, and polish in one frame.

Shop the Look:

Straight-leg jeans may have a permanent place in the wardrobes of New Yorkers, but that doesn’t mean they’re the only silhouette in rotation right now. In fact, New York’s fashion set seems to be loosening up—literally. Over the past few weeks, I’ve noticed another retro denim style gaining momentum: the ultra-baggy jean.

First to put me onto the trend was Lily Allen, who took her wide-leg pair of jeans out in the city this September. She grounded the exaggerated proportions with a slim-fitting tank; a clever choice that balances out the volume, then layered on a lightweight cardigan and finished with chunky white trainers.

Shortly after, Solange Knowles stepped out in her own take, styling an indigo pair with a minimalist top. The streamlined silhouette up top kept the focus on the jeans while ensuring her look didn’t get lost in all that fabric, while the dark wash of the indigo denim gave the casual silhouette a sleeker, evening-ready feel.

What makes this throwback shape so compelling is its built-in ease and casual energy—it feels perfectly at home on New York streets. But don’t be fooled into thinking baggy jeans only work for casual moments. As Allen demonstrated, they can slide seamlessly into an everyday uniform, while Knowles offered a blueprint for transitioning them into evening territory.

Inspired by the way New York’s best-dressed are styling them, I’ve pulled together an edit of the chicest baggy jeans to buy now.

Shop Baggy Jeans:

Like so many others, I’ve spent plenty of time curating a capsule wardrobe, a tight edit of pieces and outfit formulas I can rely on season after season.

For most of us, this kind of tight edit feels necessary to pull together chic outfits in a rush. Celebrities, however, with stylists on speed dial and wardrobes that rotate at speed, rarely repeat looks like we do. Except, that is, for Margot Robbie.

Despite having access to a far more expansive wardrobe than my own, the actor appreciates the ease of a go-to formula. In fact, I've come to realise that she seems to lean on the very same three-piece combination whenever she visits New York: a chic, slightly oversized blazer, mid-wash blue jeans (often high-waisted), and a pointed-toe shoe, alternating between boots and heels.

A simple trio with a polished effect, the blazer brings structure and sleekness, the jeans add an effortless energy and the pointed-toe footwear elongates her frame whilst adding an element of sharpness. These are always super-stylish yet wearable looks that feel perfectly in step with New York’s smart-casual styling rhythm.

During multiple trips to the city, Robbie has repeated this combination with only the slightest tweaks—sometimes a crisp shirt, sometimes a slouchy tee; sometimes a classic black blazer, sometimes a check print. But the simple formula always remains the same.

Inspired by the versatility, ease and elegance of Margot's New York styling formula, read on to discover my edit of the best blazers, jeans and pointed-toe shoes.

Shop Blazers, Jeans and Pointed-Toe Shoes:

The denim style set to dominate fall wardrobes is here, and it's not for the faint of heart. Every cool girl I follow just swapped out her slim and straight-leg jeans for one very specific silhouette: extra-long, baggy denim. The slouchy shape drapes to the floor and hides nearly every trace of the shoes beneath. It's a low-key flex that says, "I'm not trying too hard," yet it's instantly striking—exactly the kind of effortless statement the fashion crowd gravitates toward season after season.

Unlike cropped cuts and tailored flares that highlight footwear, this fall's oversize denim is all about proportion play. The jeans pool just enough at the ankles, grazing the tops of sneakers, boots, and pointy heels, but the real impact is in the longline silhouette itself. Paired with fitted tees, leather bombers, and oversize blazers, the look feels undone in the best possible way. It's giving grunge energy filtered through a cool-girl lens that keeps it elevated.

The appeal of baggy denim goes beyond aesthetics. It's also refreshingly comfortable. There's a looseness to the cut that makes it practical for everyday wear while still carrying that subtle sense of rebellion. Instead of polished and pristine, these jeans feel lived-in and vintage, which makes them the perfect foundation for fall's relaxed mood. Whether styled with a sporty jacket or layered with a knit and sleek belt, they strike the balance of chic yet approachable.

Perhaps the most telling sign that this shape is set to dominate? It's already all over the feeds of the industry's best dressers. Fashion content creators and street style regulars are styling their baggy jeans in several fresh ways, proving their versatility. Expect to see them everywhere this season—from coffee runs to fashion-week sidewalks—because nothing says fall 2025 quite like denim so long and oversize you barely catch a glimpse of what's on your feet.

See the baggy-denim outfit inspiration below and shop the key essentials along the way.

Get the look: Oversize sweater + Long black shirt + Long, baggy jeans

Get the look: Cropped coat + Long, baggy jeans + Printed bag

Get the look: Long knit jacket + Long, baggy jeans + Red bag

Get the look: Black tank + Long, baggy jeans + Sleek handbag

Get the look: Short-sleeve button-down shirt + Long, baggy jeans + Oversize bag

Get the look: Sporty jacket + Long, baggy jeans + Large leather bag

Get the look: Fitted tanks + Long, baggy jeans + Oversize leather bag

Get the look: Brown jacket + White T-shirt + Long, baggy jeans

Get the look: Mock-turtleneck sweater + Long, baggy jeans + Black sunglasses

Get the look: Crisp white button-down shirt + Long, baggy jeans + Fringe crossbody bag

Get the look: Oversize hoodie + Long, baggy jeans + Baseball hat

Get the look: Fitted long-sleeve shirt + Long, baggy jeans + Polished leather bag

Get the look: Brown leather coat + Long, baggy jeans + Brown leather bag

Get the look: White button-down shirt + Long, baggy jeans + Tie or neck scarf

When it comes to the width of jeans, it almost feels like we’re spoiled to a point where decision fatigue sets in.

In saying that, the best wide-leg jeans are the styles that run straight like a column down the leg, before gradually billowing into a slight protrusion at the hem, leaving plenty of room for trendy footwear styles and breathing space for your ankle by consequence.

Still, this shape is one that has been erroneously overlooked, with the style set opting for more trendy alternatives like arch jeans, barrel legs or even novel colours like khaki. But like the workhorse that they are, the best wide-leg jeans will never feel dated or draw emphasis. Instead, they will silently plod along doing what they do best and providing a foundational starting point upon which an impactful outfit can be built.

You need only look to the off-duty wardrobes of style icons like Zendaya, Margot Robbie or Kendall Jenner to realise that, irrespective of your personal taste, wide-leg jeans are a complement to almost every sartorial basic you already own—classic white t-shirts, gorgeous knits, sleek gathered loafers, satin ballet flats, chic sleeveless tops.

The spaciousness that defines wide-leg jeans, however, is subjective to the wearer. For petites, extremely protruding cuts might puddle too much on the ground, prompting those amongst us with shorter statures to experiment with innovative styling techniques like cuffing jeans to reveal a contrasting lining.

Others, myself included, might prefer their wide-leg jeans to adhere closer to the figure, with the trim ever so gracefully gliding along the floor, making them the perfect pair of trousers to wear with knee-high boots or sturdy winter flats while concealing everything but a glimpse of your chosen shoe.

From the denim that’s just as comfortable as your preferred choice of tailored trousers to the expensive-looking high-street pieces that earn fashion editor’s tick of approval, keep scrolling below for the best wide-leg jeans, as tested, vetted and endorsed by Who What Wear’s editorial team.

The Best Wide-Leg Jeans, as Tested By Who What Wear Editors

• The Best Overall Wide-Leg Jeans: Arket Cloud Loose Wide Jeans, £95
• The Best High-Street Wide-Leg Jeans: COS Volume Wide-Leg Jeans, £95
• The Best Designer Wide-Leg Jeans: Khaite Benson High-Rise Wide-Leg Jeans, £450
• The Best Wide-Leg Jeans for Petites: M&S Collection The Wide-Leg Jeans, £35
• The Best Curve Wide-Leg Jeans: Abercrombie Curve Love High Rise Wide Leg Jean, £75

1. Arket Cloud Jeans

Style Notes: Arket, for the uninitiated, is a Scandi fashion brand that's become a mainstream haunt thanks to the way the brand bridges affordability with the sleek minimalism and considered craftsmanship that really defines these labels. It should come as no surprise then, these the Arket Cloud jeans focus on marrying the soft cotton touch of sumptuous denim with a discreetly editorial-forward shape. The cut, at first glance, is very unassuming. However, the longer you wear them, the more you realise there's so many thoughtful elements embedded into the fit. For instance, the leg gradually expands from the waist, which provides a really natural broadening silhouette. Still, they sit right on the sweet spot between the dip in your waist and hip bones, making them a true mid-rise. As Who What Wear UK contributor Emily Dawes said after reviewing them, "the soon-to-be cult jeans are a wardrobe investment that will continue to get better with age".

Shop the Look:

2. H&M Wide High Jeans

Style Notes: If you were to stop any ardent fashion editor and ask them where they'd get the best value for money when investing in denim, you'd probably be surprised to learn that the main store they'd recommend is H&M. Another Swedish brand—though its universality might have you thinking otherwise—you can always rely on this juggernaut to fit any sartorial gap that's arisen. That's why we turned to the high-street titan when it came to carefully and critically examining the best wide-leg jeans on the market. And while there are many genuinely great options to choose from, it's the Wide High jeans that win out every time. Owned by no less than three Who What Wear editors, shopping editor Florrie Alexander revealed that the bold leg shape merges well with an array of structured footwear styles, including pointed-toe boots and chunky loafers.

Shop the Look:

3. Citizens Of Humanity Ayla Jeans

Style Notes: When it comes to denim, American and Japanese markets really lead the charge. Of this variety, Los Angeles is a location that's really cementing itself as a trendsetter and pioneer in crafting the perfect jeans. Perhaps the proximity to the celebrity style set is also what is making these local brands garner global interest, but when countless stars suddenly start wearing one label, we here at Who What Wear stop and pay attention. This was the case for Citizens of Humanity and its Ayla jeans. A little closer to home, this wide-leg pair earned endorsement from local tastemakers like Monikh Dale, Jessica Skye and Marianne Smyth. But to junior branded content editor Humaa Hussain, it's not the fact that so many style insiders own this pair that makes them a worthy addition to your wardrobe, but the "graceful cascade down the leg" that occurs when you wear them. Non-stiff but structured, these are worth every cent.

Shop the Look:

4. Zara Cross-Over Jeans

Style Notes: Whenever I'm stumped with sartorial woes, I always turn to the knowledge of the wider Who What Wear team—we are experts in this category and have come up against every styling challenge imaginable. So, as someone who adores charting the latest trend shifts in but rarely wears denim themselves, I sought the advice of senior shopping editor, Marina Avraam. She immediately pointed me in the direction of Zara's High-Waist Wide-Leg Crossover jeans. "This designer passing pair has replaced every other pair I earned." High praise, yes, but one that's undoubtedly warranted thanks to their snug fit and best-seller status.

Shop the Look:

5. Levi's Superwide Jeans

Style Notes: Whenever I spot something that's been worn in high rotation by sleek dressers I see on my feed, I can always count on Social Media Editor Megan Storey to have already secretly road tested it first. (That's the perks of being chronically online!) So, when it came to collating recommendations for the best wide-leg jeans, she referred me to her go-to Levi's. "Will you ever see me in skinny jeans again? Well, never say never, but I am a wide-leg jean convert," Storey said. Honestly, the wider the better, which is why I love this pair of Levi’s. Not great for a rainy day, as I’ve learnt the hard way. But for maximum impact, I think the floor-skimming look is so chic, especially with a pointed-toe flat or a kitten heel."

Shop the Look:

6. Aligne Loose Wide-Leg Jeans

Style Notes: As it turns out, I'm not the only member of the Who What Wear team that's been made a wide-leg jean adherent after succumbing to the comfort and all-purpose characteristics innate to this shape. "I usually go for a straight wide leg jean, it's just a bit more true to the classic silhouette you saw in the early 2000s (I'll never not be thinking of those photos of Jamie Dornan and Keira Knightley), but I've been swayed by these Aligne ones with a slightly flared cut," says Rebecca Rhys-Evans, Senior Fashion & Beauty Editor of Branded Content. "I've sized up so they're extra baggy, but with my 5"3' height, it does mean I need to wear a heel of some sort. I love their 'in-between' waist, they're low, but not too low, and the mid-wash powder blue hue goes perfectly with suede and leather."

Shop the Look:

7. M&S Wide-Leg Jeans

Style Notes: I know I speak for the entire Who What Wear staff when I say you'd be hard pressed to find denim, knitwear, outerwear or underwear—really any fashion foundation—that doesn't pique our interest at M&S. Denim is just one category that the high-street favourite really excels at, with the combination of designer-inspired shapes and inexpensive price point just so appealing for both aesthetics and affordability. Who What Wear contributor coined the retailer's pair of wide-leg jeans as one of the top five pairs of jeans for women in 2025. This critical recognition assures its worthiness in your wardrobes, but if you're not convinced, you will be after wearing these out.

Shop the Look:

8. COS Volume Wide-Leg Jeans

Style Notes: While COS's Arch jeans are the London-based retailer's denim crown jewel, special mention must be awarded to these Volume High-Wide jeans. As shopping editor Florrie Alexander says, this pair takes a more nostalgic form with a lower cut along the waist and flared finish. But as someone who wears jeans six out of seven days of the week, it was the distressed wash and casual ground-skimming length that really caught her eye. "They're just so easy to wear."

Shop the Look:

Shop More Wide-Leg Jeans

Are Wide-Leg Jeans Trending in 2025?

Wide-leg jeans are certainly trending in 2025. Of course, there's recent outings from fashion icons like Hailey Bieber and Sienna Miller that prove that wide-leg jeans have well-earned a place in covetable wardrobes. The former recently wore an affordable GAP pair with a simple tank top and humble flip-flops in back-to-back outings, making a case for loose and lax shapes to merit a celebrity favour. The London-based actress paired hers with a more autumnal ensemble consisting of the new Gucci Giglio bag, suede button down and apple red glossy clogs from Miu Miu.

What to Look Out for When Buying Wide-Leg Jeans?

Fabric is an essential part of determining the quality of wide-leg jeans, as this is what dictates the weight and structure of the pair. When purchasing, you should look for a composition that is predominantly cotton, organic or regenerative if possible. Not only is this the more sustainable option, but this make-up will ensure your wide-leg jeans keep their shape and have a bit more of a firmer form. (Even though you might compromise on elasticity and stretch.)

Another thing to factor is length. It's often the case that the longer the leg, the wider the jeans, which might not be the intended silhouette. I always recommend trying on jeans with shoes to really assess if the pair you're considering buying is best for you. Not only will this give you a more accurate height, but it will also help you notice any obvious tailoring requirements before you bite the bullet and buy.

How We Tested

Who What Wear editors are meticulous about every single fashion item they endorse, so when it came to testing the best wide-leg jeans, we were rigorous and comprehensive to ensure we were delivering only the most curated of insights. Looking at sales data, industry approval and virality, we whittled down a select edit of styles that warranted a try on. From there, we road tested each for weeks at a time to really determine the best wide-leg jeans. Ranking by comfort, price, silhouette, popularity and shape, we've pulled together a list we can firmly stand behind.

Why Trust Us

At Who What Wear UK, fashion is our speciality. Our editors have years of industry experience, from reporting on seasonal fashion trends seen at international fashion weeks to working with some of the most recognisable names in fashion. Every item we recommend is carefully selected based on current trends, quality and real-world wearability.

We regularly try on pieces ourselves—everything from best-selling jeans to designer shoes—and speak to external experts and fashion insiders, staying closely connected to what our readers are searching for. Our advice is grounded in expertise, and each and every buy we feature has to meet our exceptional taste standards—so you can feel confident in every recommendation.

By now, if you follow our stories on Who What Wear, you’ll know we are in full fall fashion mode. Personally, I couldn’t be happier—autumn in NYC is my favorite. If you’re prepping for fall and your taste is expensive but your budget is not, then look no further. I’ve put together a list of the chicest, rich-looking fall finds for under $250.

Staying true to our fall fashion faves—Nordstrom, Zara, and H&M—here are the best luxe-like finds to shop this season. I’m embracing every chic fall trend so far, including the Parisian-coded trench coat, the barn coat that every wealthy fashion person owns, the slim-profile loafer you'd find in a French woman's closet, the chunky clog, and the sporty funnel-neck jacket that is already fashion-people approved. Of course, I couldn’t forget the straight-leg jeans you see on every stylish ’90s icon. Not to mention the love affair our editors are having with suede right now, from a slouchy brown tote to an oversize jacket, ballet flats, and more. Wrap that all into one and you get this list of star-studded, rich-looking fall finds from Nordstrom, Zara, and H&M. Shop the 31 styles below.

Shop Rich-Looking Finds From Nordstrom, Zara, and H&M

I like to think of myself as something of a jeans connoisseur. They’re the backbone of my capsule wardrobe, the piece I reach for almost daily, whether I’m dressing for a relaxed weekend brunch or a more polished evening out. Over time, I’ve built up a handful of styling formulas that allow me to make denim work for almost any occasion.

Still, there’s one silhouette that consistently challenges me: wide-leg jeans. Perhaps it’s the sheer volume of fabric or the weight of the denim itself, but I often feel they can overwhelm my frame, leaving me tempted to overlook them. Yet, as with every style of jeans, there is a way to unlock their potential and it often comes down to the right pairings. Thanks to Jennifer Lopez, I now know the formula that always makes wide-leg jeans look chic.

Spotted heading to a meeting in L.A., Lopez wore floor-skimming wide-leg jeans in a timeless mid-blue wash. Rather than opting for flats or low heels, which can disappear under the sweep of denim, she grounded her look with platform heels. The added height not only balanced the weight of the trousers but also gave the whole silhouette a cleaner, elongated line.

Her next styling choice was equally clever: a billowy boho blouse. With its light, airy feel, the blouse offset the structure of the jeans, softening the look while adding a touch of romance and leaving me inspired in the process.

As such, I’ve rounded up the best wide-leg jeans, boho blouses and platform heels to recreate this chic styling formula below. Read on to discover my picks.

Shop Boho Blouses, Wide-Leg Jeans and Platform Heels:

As the days grow cooler and hemlines begin to drop, I’ve found myself moving away from the cropped jeans I relied on through summer and now, I'm leaning into autumn’s cosier, more covered wide-leg pairs. With their sweeping silhouettes and generous cuts, these cold-weather-ready styles are perfect for days when comfort is key. The only challenge? With so much volume happening below the waist, choosing a shoe that doesn’t add unnecessary bulk, or ever disappear altogether, can be surprisingly tricky.

Eager to find the perfect pairing, I turned to social media (where else?) for inspiration, and the answer revealed itself almost instantly. Time and again, fashion insiders were styling their wide-leg jeans with one particular shoe: the pointed-toe heel.

It makes sense. The sharp, angular line of a pointed-toe shoe offsets the fluid, swishy denim beautifully, bringing structure and definition to a silhouette that can otherwise feel a little shapeless. Opt for a sleek heeled version, and you’ll also gain a boost in height, ensuring the jeans don’t overwhelm your frame while creating a longer, sharper outline.

What I love most is how that little glimpse of a pointed toe peeking out from beneath the hem transforms wide-leg denim. Suddenly, the jeans feel less casual and more versatile, ready to slot into polished evening outfits, as well as relaxed, daily looks. Pair the duo with a breezy blouse for a pretty daytime feel, or add a tailored blazer to lean into something sleeker and smarter.

It’s a timeless formula that continues to work. Below, I’ve rounded up the best wide-leg jeans and pointed-toe heels to inspire your autumn styling.

Shop Wide-Leg Jeans and Pointed-Toe Shoes:

If you've been shopping for designer denim lately, you probably know that prices have gotten pretty astronomical. It's not unusual to see celebrities like Hailey Bieber wearing jeans that retail for around $400. So, when celebs like Bieber wear a pair that is less than $100, it's worth reporting on. In fact, the pair she wore is one that she's been photographed in on multiple occasions over the past couple of weeks.

The jeans in question are an $80 inky dark-wash pair from Gap, named the Low Rise '90s Loose Jeans. The jeans sit low on the hips and are more of a wide-leg shape than baggy, which I think is far sleeker than pairs that pool around the ankles. And as is the case with most Gap jeans, they're available in regular, tall, and petite fits, and short, regular, and long inseams. Bieber has been pairing the jeans with basic tanks and flip-flops, in keeping with her signature style as of late.

Somehow, the Bieber-approved Gap jeans are still in stock in most size combinations, but that could change at a moment's notice, so keep scrolling to shop them while you can.

On Hailey Bieber: Gap Low Rise '90s Loose Jeans in Dark Blue Indigo ($80); The Row N/S Park Small Woven Leather Tote Bag ($4400) and City Flip Flops ($890)

Shop Hailey's Jeans

Shop More Chic Gap Jeans

There's no denying that I am a fall girl at heart and I couldn't be more excited that it is now just around the corner. To prep for the upcoming end-of-summer moments, I set out to find some fresh transitional outfit inspiration to help guide my wardrobe for the upcoming season, with a special focus on denim. I turned to some of my favorite Instagram fashion follows to start informing my next shopping trip.

Below, you can peruse and shop five chic outfits with jeans that are perfect for wearing now straight into fall. These inspiring ensembles span from stylish muses in Stockholm, Paris, and London. Each look incorporates cool denim styles like straight-legs and baggy options alongside some classic basics and trendy accessories—think standout necklaces and flip-flop sandals.

Outfit #1

Get the Look

Outfit #2

Get the Look

Outfit #3

Get the Look

Outfit #4

Get the Look

Outfit #5

Get the Look

When I'm asked about what jeans to buy, one of the first brands that comes to mind is Madewell. The collections never miss the mark and always have a chic mix of classic and of-the-moment options—some often meld the two together. Not to mention, the brand offers standout basics, chic shoes, stellar belts, and covetable bags that pair perfectly with the jeans to make incredibly cool denim outfits.

Now until August 18, you can get 20% off all full-priced jeans at Madewell, making it the best time of the year to scoop up your favorites at a discount. I rounded up my top picks of the season, which span from baggy to straight to wide leg, cuffed, relaxed, cropped, and more. Keep scrolling to shop 21 stellar jeans from the latest Madewell jeans sale.

Shop the Best Picks From the Madewell Jeans Sale

If there’s one person's denim collection I’d love to raid, it’s Jennifer Lopez’s. Stepping out in a pair of blue jeans more often than not, there's almost no outfit Lopez won't complete with a chic wash of denim. With a knack for choosing silhouettes I'm drawn to myself, naturally, I’ll always investigate a new Lopez look—especially the ones that might inspire a refresh of my own jean line-up.

After months of spotting the singer defaulting to ripped jeans, I recently spotted Lopez in a pair that feels decidedly more refined. Trading in her distressed denim for something sleeker, she recently wore a pair of wide-leg jeans in a classic mid-wash blue—longline, voluminous and, in my opinion, distinctly elegant.

With their flowing cut and generous fit, these jeans offered a polish that her usual ripped pairs simply can’t match. While Lopez styled her floor-grazing pair with a sharp black top, the beauty of this silhouette lies in its versatility. Wear with a billowy blouse for a ‘70s twist, or a pretty lace cami for a glossy, evening-ready finish.

Of all the denim trends Lopez has championed, this is the one I’m most tempted to borrow. Read on to see the wide-leg jeans I’ve been eyeing ever since.

Shop Wide-Leg Jeans:

Temperatures may still be in the 80s on the East Coast, but that’s not stopping fashion insiders from reaching for their fall staples. Case in point: Katie Holmes, who’s already bringing out her trusty leather boots.

While filming Happy Hours in NYC this week, Holmes was spotted twice in a pair of Western-inspired brown leather boots. On the first occasion, she paired them with a red plaid shirt, a gray tee, and navy trousers. The second time around, she styled them with a crisp white button-down, a tailored black vest, and wide-leg jeans.

Despite the summer heat, we’re hardly surprised to see her boots make an early appearance. Celebrities like Dua Lipa, Kaia Gerber, and Madison Beer have all been spotted rocking knee-high boots with minidresses and skirts, proving that the silhouette isn’t reserved solely for fall and winter—it’s just as chic for the warmer months. With that said, keep reading to discover both of Holmes's polished city looks, and shop the pieces needed to re-create them, including the best brown boots.

Get the Looks

More Chic Brown Boots

We all have our personal preferences when it comes to jeans. Some prefer high-waisted jeans, others low-rise. Some lean into straight-leg silhouettes, and others love a loose, baggy style. If you're like me, you dabble in a variety of styles depending on the day and your mood.

For all the fans of non-skinny jeans out there—those who lean into looser, more relaxed silhouettes—you're going to love the shopping picks I've suggested below. They're coming straight from Nordstrom's epic Anniversary Sale, which officially starts on July 12. I've included all the chicest silhouettes and brands that fashion people love and are 100% worth getting your hands on while they're majorly discounted, from easy straight-leg jeans to trend-forward baggy styles. I don't like to pay full price for jeans, so sales are always the best time for me to invest in a pair or two.

Keep scrolling for the best relaxed jeans to score in the sale.