Embracing new autumn trends is exciting, but certain fail-safe outfit combinations always capture our attention this time of year. Just as a dress and sandals shine in the warmer months, jeans and boots are the go-to staples for autumn and winter—especially when worn together.
Given the timeless nature of this formula, it's no surprise that celebrities have stepped out in their own jeans-and-boots outfits. Within the category, we've seen an impressive variety of double acts: wide-cut denim with pointed-toe boots; slim-leg jeans with chunky boots; slouchy jeans with slouchy boots; and everything in between. A-listers aren't afraid to experiment with their style, so if you were worried about this look being overdone, fear not—there are plenty of fresh takes for you to re-create, courtesy of Sienna Miller, Charli XCX, Zoë Kravitz and more.
Take a look at our top picks below, then shop the pieces you need to emulate your favourites.
1. Sienna Miller: Wide-Leg Jeans + Blazer + Pointed-Toe Boots
Style Notes: Sienna Miller knows how to serve up a classic look, and this understated blazer-and-baggy-jeans pairing is no exception. The sleek, pointed-toe boots balance out the voluminous denim perfectly.
Shop the look:
& Other Stories has nailed the classics.
Don't overlook this high-street hero's denim selection.
You'll pull these out every autumn.
2. Emily Ratajkowski: Straight Jeans + Shearling Jacket + Brown Boots
Style Notes: Temperatures are set to plummet, which means we'll be bundling up in our cosiest outerwear in no time. The list of jackets that go with jeans and boots is long, but we particularly love Em-Rata's chic trifecta.
Shop the look:
Such a versatile and rich-looking hue.
The perfect not-too-slim, not-too-loose jeans.
Bravo, Marks and Spencer.
3. Jennifer Lopez: Baggy Jeans + Knitwear + Uggs
Style Notes: If black ankle boots feel a bit too smart for your day-to-day outfits, take a leaf out of J.Lo's book and opt for a relaxed denim cut teamed with Uggs.
Shop the look:
This handy jumper comes in 12 feel-good hues!
I can definitely see J.Lo wearing this pair.
Grab them before they sell out again.
4. Charli XCX: Loose Jeans + Puffer Jacket + Knee-High Boots
Style Notes: Charli XCX's ‘brat’ aesthetic defined the summer, so we're excited to witness her autumn 2024 vibe. This puffer jacket and slouchy boots ensemble is a promising start.
Shop the look:
Warm and stylish.
These would also look great with loafers or ballet flats.
The leather on these boots looks buttery soft.
5. Zoë Kravitz: Low-Rise Jeans + Blazer + Heeled Boots
Style Notes: Much like Sienna, Zoë Kravitz got the memo that a blazer adds instant polish to every outfit. This is a combination you can pull out countless times for all kinds of occasions.
Shop the look:
The ideal neutral layer.
Fashion editors adore Reformation denim.
Don't these look so high-end?
6. Olivia Rodrigo: Dark-Wash Jeans + Wool Coat + Chunky Boots
Style Notes: Olivia Rodrigo has mastered off-duty style, and we're all taking notes. The chunky Chelsea boot is a cool and practical option for busy days in the city.
Shop the look:
I know a great transitional cover-up when I see one.
Take a break from blue denim with this washed black pair.
One of the many striking styles available at H&M right now.
-
Here They Are: The 6 Biggest Boot Trends of Fall 2025Exotic finishes! Sock boots! Western motifs!
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025Everything is under $100.
-
All of the Coolest People I Follow Just Bought Into This New Fall Denim ShapeNo, it's not barrel, wide leg, or bootcut.
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to HerA glimpse into the life of this savvy entrepreneur.
-
This Classic Shoe Is Every Parisian's Secret to Making Jeans Look Elevated in FallAnd you probably already own it.
-
This Just In: The Denim Wash That's About to Dominate Every Cool Outfit This FallWill you love it or hate it?
-
Sorry, White Skirts—Zoë Kravitz Just Wore the 2025 Alt That's About to Be All Over NYC This FallThe perfect choice if ballet flats will be your go-to shoes for the season.
-
This Timeless Shoe Trend Makes Every Black-Dress Outfit Look So '90sIt's an instant elevator, no matter the dress style. Just ask Jennifer Aniston and Rosie Huntington-Whiteley.
