Fashion People Won't Stop Wearing This Shoe Trend, and It Looks Great With Jeans

As we’ve been covering throughout the season, there’s one shoe trend that we’d call the key style of the moment. Yep, we’re talking about flat chunky boots. It’s really no surprise why this silhouette is a front-runner amongst the fashion crowd. It’s practical with a focus on comfort and also quite chic and forward as well. It also happens to be extremely versatile, and can be worn with a range of outfits. On that note, chunky boots look especially great with jeans.
To showcase this further, we scrolled through the feeds of some of our favorite follows to uncover stylish ensembles that feature both jeans and chunky boots. What you’ll find below is a range of A+ looks that could be worth testing out this season if you’re looking for a fresh denim vibe. Keep scrolling for more. Oh, you’ll also uncover a smattering of inspired jeans and chunky boots to shop as well.
Light jeans and chunky boots look flawless with a turtleneck and slouchy blazer.
Tuck jeans into flat boots with a slouchy sweater for a simple and chic vibe.
This is an A+ fall and winter outfit with the maxi coat, skinny jeans, and boots.
You can't beat this A+ look with the button-down shirt, straight-leg jeans, and boots.
If it's slightly warmer where you are, try a knitted polo, distressed jeans, and those trusty boots.
Wrap a cape or an extra-long scarf around your sweater, jeans, and boots look for a directional silhouette.
Enhance your denim and boots look even more with a sleek coat and scarf.
Keep it easy and forward by teaming jeans and boots with a chic puffer.
Next, check out more stylish outfits with boots.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
The Curvy Girl's Guide to Finding Pants That Fit Flawlessly
Waist gap, begone.
By Shiona Turini
-
The New Rules of Summer Denim: No Rips, No Fray, No Fuss
See the full set of rules inside.
By Michelle Scanga
-
The Anti–Skinny Pants Trend Cool New Yorkers Are Quick to Ditch Their Blue Jeans For
Buh-bye.
By Eliza Huber
-
Every Cool New Yorker Knows These Anti-Trend Flats Look Better With Jeans Than Boots and Sneakers
Classic and chic.
By Eliza Huber
-
I Called the Cuffed Jeans Trend—7 Shoes Fashion People Are Wearing With the Chic Denim Style
Style the jeans like a fashion person.
By Jennifer Camp Forbes
-
Stop the Search—We've Discovered the Cool Denim Trend Every Fashion Person Will Be Wearing Throughout 2025
And 2026.
By Nikki Chwatt
-
If The Row, Khaite, and Toteme Feel Too Expensive, Here Are 33 Pieces to Try Instead
Bring on the luxe-looking outfits.
By Jennifer Camp Forbes
-
9 Top, Jeans, and Shoe Outfit Combos That Fashion People Will Be Wearing This Spring
I plan to re-create these ASAP.
By Jennifer Camp Forbes