How to style flared jeans with flat trainers for spring 2026

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How to style flared jeans with flat trainers for spring 2026


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:

With a big blazer

Raymond Hall/Getty Images

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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