Shop 25 Boots to Wear With Jeans

last updated 14 August 2019

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One of the most natural pairings that exists in fashion is jeans and boots. It's a combination that's appropriate for a multitude of occasions, style types, and age groups, and it's timeless enough to truly never go out of style. That said, it's not exactly foolproof. Not all boots work with all types of jeans, but luckily for you, we found 25 options that do.

The key when choosing the least-awkward boots to wear with jeans is this: Select ones that are tight enough to wear under your jeans or wide enough to wear over them, and/or short enough or tall enough so that they don't bunch up at the hem. Sounds easy enough, right? Yes and no, but per usual, we're here to help.

Scroll down to shop 25 stylish pairs of boots (of various style and height) that won't look awkward with jeans. We promise you'll find a pair or two that suit all of your denim-wearing needs.

By Far

Este Croc-Effect Leather Ankle Boots

If you invest in one new pair of ankle boot this year, make it a By Far pair.

Laurence Dacade

Simona Corduroy Boots

Corduroy isn't just for skinny jeans and jackets.

Topshop

MIles Low Ankle Platform Boots

These are short enough to wear with most jeans.

Rachel Comey

Cove Booties

These fit like an (ankle) glove.

Zara

Soft Leather High Heeled Boots

Even non-skinny jeans will fit nicely in these boots.

Rejina Pyo

Dolores Western White Ankle Booties

These are unofficially known as shooties.

Rag & Bone

Westin Boots

These get bonus points for being wide and short.

Mango

Snake-Effect Boots

Mango has so many perfect pairs of boots to wear with jeans, but these are tough to beat.

Isabel Marant

Datsy Booties

Just extra enough.

Tamara Mellon

Go West Ankle

This sock-Western hybrids are everything you could want and more.

Trademark

Delphine Booties

Don't let these stunners sell out on you.

Everlane

Boss Booties

Perfect for pairing with your favorite black skinny jeans.

Anine Bing

Sadie Boots

Even 100%-cotton straight-leg jeans will work with these.

Loeffler Randall

Brady Combat Boots

It's rare to find a pair of combat boots that aren't bulky.

Paige

Caterina Boots

Try this '80s-inspired pair with skinny jeans and an oversize sweater.

Tibi

Dylan Boots

This is one of the many Tibi options to wear with jeans.

Stuart Weitzman

Luge Boots

There's plenty of room to fit your jeans in these cozy winter boots.

Rebecca Minkoff

Chasidy Booties

These classics also come in black and pink.

Sam Edelman

Hutton Leather Knee Boots

Designer look, easy-on-the-wallet price.

Dolce Vita

Caris Sock Booties

We love that these are more substantial than your average sock boots.

Malone Souliers by Roy Luwolt

Daisy 70 Boots

Wear these with skinny jeans and a faux-fur jacket for your next night out.

Saint Laurent

West Leather Ankle Boots

Consider these a very worthy investment.

Ganni

Nola Boots

This editor can vouch that these work with all jean styles.

Sorel

Ainsley Conquest Waterproof Leather And Suede Ankle Boots

Throw these on every time the forecast calls for winter storms.

Alexander Wang

Jae Booties

Alexander Wang does it again with these shooties.

Next up, five new flat styles to wear with skinny jeans.

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Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.