The '90s Stovepipe Jeans Trend Is Back—These Are the Shoes They Look Best With in 2026
Stovepipe jeans will be huge this year—these are the shoes I suggest you style them with.
It’s official: stovepipe jeans are shaping up to be the denim silhouette of 2026. Edging baggier styles out of the spotlight, these leg-skimming, high-rise jeans offer a sleek alternative that feels both elegant and timeless. With their slim, tailored cut—so reminiscent of the ’90s—they naturally read a little smarter than the looser silhouettes that have dominated in recent seasons.
That refined quality is exactly what makes stovepipe jeans such a win for minimalists. They pair easily with wardrobe staples, creating looks that feel streamlined and intentional rather than plain. After several seasons on the sidelines, this silhouette is making a confident return, and as I welcome it back into my own rotation, I’ve been focusing on one key question: which shoes make them look their very best?
If you’re ready to reintroduce stonepipe jeans into your everyday outfits, start with these chic shoe pairings.
1. Ballet Flats
Style Notes: A nod to ’90s minimalism, stovepipe jeans and ballet flats recreate the chic two-piece formulas that defined the decade. The neat, leg-lengthening silhouette keeps things polished, whilst ballet flats add a soft femininity that balances the more utilitarian feel of structured denim. Practical yet chic, it’s a pairing that feels as relevant now as it did then.
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2. Pointed-Toe Boots
Style Notes: Whilst winter still lingers, pointed-toe boots are the perfect partner to stovepipe jeans. Their sharp silhouette elongates the leg without disrupting the clean line of the denim, creating a look that feels poised and pulled together. A styling blank canvas, elevate it with a silky blouse for evenings out, or keep it casual with a chunky knit during the day.
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3. Loafers
Style Notes: On days when I want to wear jeans but avoid looking slouchy, loafers are my go-to. With baggier denim, they work overtime to push polish—but with stovepipe jeans, they feel entirely natural. The slim cut complements the classic shape of loafers, creating a look that’s smart with very little effort required.
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4. Low-Profile Trainers
Style Notes: Jeans and trainers form the backbone of so many daily outfits, so it’s only natural to consider which styles work best with this silhouette. The key is restraint: chunky trainers can disrupt the clean flow of slim denim. Instead, opt for low-profile, streamlined pairs—they preserve the sleekness of stovepipe jeans whilst still delivering comfort and off-duty appeal.
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Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.
With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.