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5 of the best shoes to wear with autumn’s trending bootcut jean

09/22/2025
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There are plenty of trending denim looks to shop this season, and one shape we can’t get enough of is the bootcut.

Yes, the ’90s staple is back, and brands can hardly keep them in stock. All five colours of M&S’s bestselling Eva Bootcut Jeans sold out fast, in every size.

But what shoes do you wear with the denim style once favoured by cowboys? Here are our favourite combinations to try.

What to Read Next

Square-toe boots

shoes to wear with bootcut jeans street style berlin april, 2025

Jeremy Moeller//Getty Images

Nothing says ’90s like pairing a square-toe boot with a bootcut jean. Calling back to Carolyn Bessette-Kennedy, the look adds a vintage flair to one of 2025’s hottest denim looks. Keep it modern with an on-trend rugby shirt and oversized jacket – you can’t go wrong with brown suede accessories, either.

Eva Indigo Bootcut Denim Jeans

M&S Eva Indigo Bootcut Denim Jeans

Harriet Bootcut Jean

White Stuff Harriet Bootcut Jean

Slim Low-Rise Bootcut Jeans

& Other Stories Slim Low-Rise Bootcut Jeans

Mona Leather Flat Boots

Vagabond Mona Leather Flat Boots

Chie Mihara Lotte Leather Boots

Toast Chie Mihara Lotte Leather Boots

Block square toe ankle boots

MANGO Block square toe ankle boots

Cool-girl trainers

shoes to wear with bootcut jeans – trainers – street style berlin march, 2025

Jeremy Moeller//Getty Images

Comfy and cool, trainers are a great way to style bootcut jeans for casual, on-the-go days. Opt for this season’s popular chocolate brown trainers, Puma Speedcats or Adidas Handball Spezials. This look works best when the trainer silhouette is kept sleek, so maybe save the dad trainers for another day.

Good Classic Bootcut Jeans

GOOD AMERICAN Good Classic Bootcut Jeans

315 Shaping Bootcut Jeans

Levi’s 315 Shaping Bootcut Jeans

Eliana Mid Rise Bootcut Jeans

Hush Eliana Mid Rise Bootcut Jeans

Handball Spezial Shoes

Adidas Handball Spezial Shoes

Speedcat Faded Sneakers in Blue

Puma Speedcat Faded Sneakers in Blue

Red Suede Sneakers

Dries Van Noten Red Suede Sneakers

Boots… and more boots

shoes to wear with bootcut jeans – boots – street style paris fashion week womenswear fall/winter 2025/2026 day five

Edward Berthelot//Getty Images

A cropped bootcut fit is a great way to show off your boots – and why wouldn’t you when this season’s styles are so exciting. Go for a classic black pair and play with patent, suede or leather textures, or take a walk on the wild side in animal print (snake is our latest obsession).

Ines Kick Flare Bootcut Jean

Jigsaw Ines Kick Flare Bootcut Jean

Cropped Slim-Leg Jeans

& Other Stories Cropped Slim-Leg Jeans

Cropped Flared Jeans

Calzedonia Cropped Flared Jeans

Suede Lace Up Pointed Ankle Boots

M&S Suede Lace Up Pointed Ankle Boots

Elina Snake-effect Ankle Boots

Aeyde Elina Snake-effect Ankle Boots

Rey Black Leather Low-Heeled Boots

Rixo Rey Black Leather Low-Heeled Boots

Pointed toes

shoes to wear with bootcut jeans street style paris fashion week haute couture spring summer 2025 day three

Edward Berthelot//Getty Images

There’s something undeniable about the subtle tip of a pointed toe shoe peeking out from beneath bootcut jeans. It’s a great way to dress up denim – just add a nice top, luxe jacket and accessories. Choose from stiletto heels or an elevated flat, and reach for buckle and lace-up details.

Low Rise Long and Lean Jeans

Gap Low Rise Long and Lean Jeans

Haldan Slim Bootcut Jeans

All Saints Haldan Slim Bootcut Jeans

Denim Bootcut Jean

Whistles Denim Bootcut Jean

Now 40% Off

Suede slingbacks

Slingback pumps

Heeled Leather Mules

Ballet flats forever

shoes to wear with bootcut jeans street style september 2024 new york fashion week

Edward Berthelot//Getty Images

Ballet flats have been everywhere in 2025, and that doesn’t look set to change anytime soon. They also make a great combination with bootcut denim, especially when worn in unexpected textures and colours. We love this pop of yellow satin.

High Waisted Flared Jeans

M&S Autograph High Waisted Flared Jeans

Mid Rise Straight Flare Jeans

Aligne Mid Rise Straight Flare Jeans

B(Air) Bootcut Jeans

7 For All Mankind B(Air) Bootcut Jeans

Alie Ballet Flat

Sam Edelman Alie Ballet Flat

Asymmetric Leather Ballet Flats

Asymmetric Leather Ballet Flats

Yellow Hai Honoree Shoe

Whistles Yellow Hai Honoree Shoe

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