As I've written about before, I wear jeans constantly. I live in Los Angeles, where denim is widely accepted for almost any occasion, so my collection is quite large. Because I spend much of my time in jeans, I also spend much of my time thinking about chic ways to style them, and in my opinion, the shoe choice makes all the difference. The right shoes can instantly elevate denim, and boots are one of my favorite pairings. Chic leather knee-high boots or suede ankle boots provide a polished touch to an otherwise casual outfit.
Whether you gravitate toward flat boots or stiletto silhouettes, there are a ton of chic options that pair perfectly with jeans. Some people prefer ankle boots, but I think tall boots can also marry nicely with the right denim silhouette—either a straight-leg style tucked into taller boots or a baggy pair worn over fitted knee-high boots. Since we're just at the start of the season and I know boots will be on heavy rotation for months to come, I went searching for the best options and am happy to report I succeeded. Below, I'm highlighting the 32 best winter boots to wear with jeans, from leather riding boots to chocolate ankle boots and chic suede options.
Talk about versatile shoes.
Reformation
Remy Knee Boot
Picture these under baggy jeans.
ACNE STUDIOS
Patent-Trimmed Leather Ankle Boots
They're a best seller for a reason.
Isabel Marant
Denvee Boots
Reformation
Gillian Ankle Boot
Perfect styling. No notes.
cos
Square-Toe Leather Ankle Boots
I just love the toe shape.
KHAITE
Ona Snake-Effect Leather Ankle Boots
The perfect black boots, if you ask me.
These look much more expensive than they are.
KHAITE
Dallas Knee High Boots
Reformation
Roberta Ankle Boot
SAINT LAURENT
Josie Embellished Leather Ankle Boots
Seychelles
Game Changer Boot
ANINE BING
Tall Tania Boot
I actually own these and can attest to how comfortable they are.
Veronica Beard
Lisa 70 Boot
TOTEME
The Riding Leather Knee Boots
These would look chic with anything, especially jeans.
Staud
Wally Chelsea Boots
Flat boots are tricky, but these are perfect.
Paris Texas
Gaia Mid Calf Boots 85
MANGO
Squared Toe Leather Ankle Boots
I can't resist a square toe.
A nice take on block heels.
BY FAR
Kitten Stevie 42 Boot
Aeyde
Sofie Nappa Leather Black Boots
Madewell
The Dimes Stiletto-Heel Ankle Boot
Reformation
Nancy Knee Boot
The perfect riding boots.
Aquazzura
Saint Honore Booties
You can just tell these are comfortable.
TOTEME
The Mid Heel Croc-Effect Leather Ankle Boots
Another pair I dream about often.
To add interest to any outfit.
Madewell
The Adalai Knee-High Boot
These fit perfectly over jeans.
Aeyde
Kiki Cow Suede Leather Moka Booties
I can't get enough of chocolate brown.
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