Your Fashion Crisis? Solved! These Are the Shoes to Wear With Flare Jeans!

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When we think flare jeans, most of us are considering the styles we wore in middle school or high school, back in the early 2000s—a great time! Whether you're excited about this or not, they are indeed back! And the modern take on them is truly chic, so you're going to want to get in on this trend immediately, but the one thing that leaves people scratching their heads with this style of jean? What shoes to wear with 'em! Luckily, even though it seems like a puzzle, you can pretty much pair them with any type of shoe—the trick is making sure the toe of the shoe looks good when it peeks out (because that's really the only part of the shoe you'll see on most flares!).

But before I go into more style tips, let's first identify what flare jeans are, shall we? Essentially, these pants are like the cool, older sister of the bootcut aesthetic. V dramatic, v exaggerated. Every pair has a straight fit through the hips and thighs and then bam—the flare has its moment from the knee to ankle. You can find 'em in crop, ankle, and full length styles (and if you wanna know how to stretch or distress 'em, I got you). Anyone can wear them, but the secret sauce to making it work is, in fact, ~le~ shoes! Ahead, you'll find all the pairs you might want to wear with any style of flare!

Our top picks for shoes to wear with flare jeans in 2024:

Yes, you can wear boots, sandals, heels, and even sneakers with this throwback style. Keep reading and I'll show ya which ones to get into rn.

"BLAZING” Women Western Stitched Pointe Toe

Well, duh there would be a cowboy boot on this list! This one is super affordable and comes in pretty much all the colors of the rainbow. With a flare style, you might as well lean into the western vibe—especially, this fall!

Ansel Sandal

A strappy sandal matched with some flare jeans makes for an uncomplicated, elevated look. Thankfully, there are three more colorways to choose from (but, I mean this copper hue is gorge sooo).

Jilie 3

These vintage-inspired platform mules by Nine West are a bit on the heavier side but they're easy on the eyes and your pockets—making 'em a viable option to wear with your flares!

Xilka Sandal

TBH, simply adding these vibrant sandals to your cart will make your closet that much more exciting. Reviewers rave about how these feel heavenly right out the box so you can be sure that as you're racking up the compliments, you'll physically be on cloud nine.

The Evie Daisy Flat in True Taupe

Your 'fit needs a sweet surprise and this flat with a daisy design (imagine it peepin' through underneath the hem of your jeans) would work perfectly.

574+ Platform Sneaker in Reflection

Go for easy and chic with a modern pair of New Balance kicks that are constantly selling out. These are lightweight, comfy, and super cute, so I can see why.

Amber Espadrille Platform Ankle Strap Sandal

Wanna go boho? Slip into these stitched, espadrille platform sandals and get your groove on all summer long.

Air Max 90 LV8 SE Platform Sneaker

A retro silhouette is ideal with flared jeans! Try these Air Max's which will give ya an extra lift.

Mate Foldover Knee Boot in Metallic Gold

I know what you're thinking–won't it look like you have two pairs of pants on with this foldover pick? YES. But it'll be so cool. Go for chunkier boots for an of-the-moment appeal.

Women's Sara Mule Heeled Sandals (Denim Blue)

The pillow trend is still v much in. This denim version by JW PEI is a bestseller and would work flawlessly with flares. Plus, you can pull off an effortless Canadian tux vibe!

Marcel Mule in Metallic Gold

Go for gold! Okay, sorry—the Olympics are on the brain! But fr, you can't go wrong with a metallic gold mule. These'll take your denim from casual to dressy within seconds. There are tons of styles too, BTW.

Pointed Toe Sandals

Another dressy option? Pointed-toe heels or sandals! If your jeans have a longer hem, these would be ideal. Also, get into the snakeskin!

Phillipa Platform Sandal

Me and platform shoes go together real bad. And I know this pair from Vince will suck you in with its Kardashian-esque hues and comfort that's out of this world.

Miso Platform Sandal in Rainbow

Okay, how adorbs is this flower design?! Larroude won't let you down when it comes to the cuteness department.

Why trust Cosmo:

Cosmo’s team of fashion experts—which includes fashion director Cassie Anderson and fashion features director Rachel Torgerson, senior accessories editor Andrea Zendejas, and fashion editors Tarah-Lynn Saint-Elien and Danielle Flum—have decades of experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds to bring you the best clothing and accessory picks for every season. Basically, we've curated a chic little corner of the internet for you like it’s our job (because it is, heh).

We have pretty high standards when it comes to clothing and accessory recommendations. Each of our shopping articles adheres to the 15 Percent Pledge and includes products for all sizes. And you better believe we read those product reviews (and test many of the brands IRL) so you don't have to. You're welcome!

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