Fashion

How to style flared jeans with flat trainers for spring 2026

The bootcut and a trainer are an unexpected winning combo.
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Flared jeans are all the rage this season. After all, ever since Love Story dropped on Hulu, I (along with the rest of the world) have been low-key obsessing over the Carolyn Bessette-Kennedy look. Effortless, minimal and almost impossibly cool, it's no wonder CBK remains a style icon. One of her favourite pieces? Apparently, the 517 Levi flared jeans. Yes, CBK was a fan of a classic bootcut — so, naturally, the flared look is having a bit of a moment this spring.

While many of us may assume that flared bootcuts go with boots (duh!), if we take a page out of CBK's book, a whole new world opens up. It turns out, you can style your bootcut jeans with just about any shoe, be it a loafer, a flip flop or, yes, even a trainer.

For the girlies who are all about comfort and getting their steps in, the latter often feels like the best option. And the good news is, you can still wear your favourite trainers with your stylish flared jeans.

Here are some styling tricks for flared jeans and trainers to adopt this spring:

Read More
How to style flared jeans – even if you're not sure they're for you

From jackets and tops to specific shoe silhouettes, the most ‘challenging’ pair of jeans deserves its own styling guide.

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With a big blazer

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Adding a pair of trainers to your flared jeans will immediately dress down your look — dress it up again with a structured blazer with a slight oversized design. This will take your look from dad on the go to model off-duty takes on the city. Complete the look with a big tote bag and oval sunglasses to add some cool girl mystery.

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Oval Acetate Sunglasses

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Tailored blazer

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Keep it simple

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As minimalism takes over moodboards everywhere, keeping it simple has never been trendier. Don't feel the need to add too much to your bootcut jeans — let the flare do the talking and let the silhouette speak for itself. Add a simple, pure cotton V-neck, a minimalist bag and, of course, your fave trainers.

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Dual Crossbody Bag

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Stretch Denim Pintuck Flare Jean

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GEL-1130

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'90s minimalism

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Another minimalist look, pair your flared jeans with a big leather jacket, a simple top, and black trainers. No need to add anything else!

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REALITY EYEWEAR Deep in Vogue - Mulberry

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Hera Low Top Trainers

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Festival chic

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Of course, boho chic is still another option this summer, and '70s-style flared jeans are the perfect bottoms for your I-just-came-from-Glasto look. Pair them with oval shades and a funky embroidered front-tie vest.

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Metal sunglasses

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Black Floral Embroidered Gilet

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726 High Rise Flare Jeans

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Nancy Meyers-approved

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Nancy Myers films are still the blueprint for laid-back, simplistic chic. And nothing is more Nancy Myers-approved than a perfectly fitted white button-down shirt. With a pair of laid-back bootcut jeans and trainers, you'll look like you just left your coastal chic mansion for a city stroll.

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Wedgie Bootcut Jeans

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