Fashion Insiders Are Pairing Their Bootcut Jeans With These 8 Shoes
Fashion Insiders Are Pairing Their Bootcut Jeans With These 8 Shoes
Madison RexroatMon, April 20, 2026 at 6:35 PM UTC
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The Only Shoes to Wear With Bootcut JeansLAUNCHMETRICS SPOTLIGHT
I remember the first pair of jeans I felt absolutely amazing in—bootcut, dark wash, long length in the Abercrombie & Fitch dressing room at the mall. I might’ve even done a little wiggle and twist because I was so happy with the way I looked in them. From then on, I’ve tried skinny jeans, cropped jeans, barrel jeans, and baggy jeans (that’s my current phase), but none have been as flattering as the bootcut.
Luckily for all of us, the bootcut silhouette is coming back into fashion, riding the wave of 2010s-era style. The cut is perfect for anyone, elongating the leg and evening out proportions, and if you’re really ready to hit the time travel button, you can get them in low rise (shopper discretion advised).
Maybe you’re thinking: How do I style a pair of jeans I haven’t thought about in years? Not to worry—these jeans go with literally any style of shoe, from flip-flops to heeled boots. After all, it’s in the name!
Ready for your butt to look absolutely amazing and your legs as long as a supermodel’s? Shop our favorite ways to style bootcut jeans below.
The Thong Sandal
Edward Berthelot - Getty Images
As any fashion girl in Copenhagen would tell you, jeans with flip-flops are automatically a cool outfit. Pair them with a classic white tee and a trench coat, and you’ve got a casual outfit that’s both effortless and elevated.
The Leather Flat
Valentina Valdinoci
Another take on casual cool, try coated bootcut jeans or leather trousers for an edgier look. Style your outfit with an oversized tee, an It bag, and pointed-toe flats or loafers for the pooled effect.
The Heeled Sandal
Claudio Lavenia - Getty Images
A black tee and medium-wash jeans are summer staples, allowing you to zhuzh it up with your accessories, as bold or as subtle as you choose. For a sleek, chic look, go for classic black heeled sandals and an elegant wristwatch.
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The Western Boot
Francesca Babbi
Dark-wash bootcut jeans are so flattering, you can wear them with practically anything, like a bold leopard cardigan paired with subtle Western-style Chelsea boots. (And I’ll have you know, bootcut jeans were originally meant to fit functional shoes like cowboy boots under the leg!) Style them with a white tee and classic belt for an effortlessly layered look.
The Subtle Sneaker
Francesca Babbi
For those after a sportier look, this is for you (and yes, you can wear jeans with athletic sneakers). An all-black ensemble is the way to go, pairing your favorite sneakers with bootcut jeans and a windbreaker jacket (which is also so hot right now).
The Simple Flat
Valentina Valdinoci
An easy cardigan on a spring day paired with bootcut jeans styled with patent-leather ballet flats is very quiet luxury, especially with a sleek, slicked-back bun. Accessorize with a suede handbag and silk scarf for casual ease.
The Classic Loafer
Valentina Valdinoci
For the ultimate easy-polished look, opt for jeans with a loafer. This spring and summer, we’re opting to complete the look with a striped button-down (nautical prep!) and a leather bomber.
The Tabi
Jeremy Moeller - Getty Images
The Tabi toe can truly go with anything—and it’ll always be a style marker. Poking out of a pair of bootcut jeans, though? Even better. No matter what you style it with from there on out, this will always be a cool pairing.
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