Flares Are Officially Back, and They Look Cooler Than Ever With These 5 On-Trend Shoe Styles

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Over the past few years, flares have transitioned from a ‘dated’ fashion relic to a chic and contemporary style staple. Kick-flare jeans, flared leggings and tailored black versions crop up constantly in the trendiest corners of Instagram and TikTok, proving the endless versatility of this rediscovered classic.

But if you're not used to wearing flared trousers, they can be difficult to style the first time around. Especially where footwear is concerned. The wide silhouette of flares can make choosing the right shoes a challenge; you're working with a different proportions, and the wrong choice could throw off the balance of your outfit. Luckily, though, some of our favourite influencers have mastered styling this 2025 essential, so we looked to them for guidance on which shoes to wear with flared trousers.

From laid-back, sporty options to dressy shoe pairings perfect for night outs, discover our favourite shoe-and-flared-trouser formulas for the season ahead.

See the Best Shoes to Wear With Flares:

1. Platforms

Shoes to wear with flared trousers: @alyssainthecity wears flared trousers with platform boots

(Image credit: @alyssainthecity)

Style Notes: The proportions of a thick, platform sole work in perfect harmony with a flared leg—they rocked this look in the ’70s for a reason. Choose a Mary Jane style for extra trend points or stick to a chunky heeled boot.

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2. Loafers

Shoes to wear with flared trousers: @rebeccaferrazwyatt wears loafers with flared trousers

(Image credit: @rebeccaferrazwyatt)

Style Notes: Loafers are the chicest choice if you're wearing your flares day-to-day. They're comfortable, practical, and they lend a sophisticated air to every look.

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3. Pointed-Toe Shoes

Shoes to wear with flared trousers: @karolinebeltner wears pointed-toe shoes with flared trousers

(Image credit: @karolinebeltner)

Style Notes: If you're going out-out and seeking shoes that will elevate your flares, a pointed-toe kitten heel is the clear winner. You can also wear this combination during the day with a flat iteration.

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4. Chunky Boots

Shoes to wear with flared trousers: @isabellecoheen wears flared trousers with chunky boots

(Image credit: @isabellecoheen)

Style Notes: When in doubt, add a chunky boot. This option works especially well with a slouchy jumper on top to balance things out.

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5. Trainers

Shoes to wear with flared trousers: @amaka.hamelijnck wears trainers with flared trousers

(Image credit: @amaka.hamelijnck)

Style Notes: Admittedly, there are few trouser styles a pair of trainers won't work with, but this pairing is perfect for a low-key weekend when you've got little on your to-do list and want a low-effort look to match.

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Bébhinn Campbell
Freelance Fashion Editor

Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer and editor. She started her first blog at age 14 and went on to intern at publications in Berlin and London, including Dazed Confused and Indie magazine.

A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor toBest Knockoff Luxury Clothing , Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and fresh takes on classic design.

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