From Flats to Kitten Heels, These Are the 9 Best Shoes to Wear With Wide-Leg Trousers

Wide-leg trousers have been the breakout wardrobe must-have of the last year, and they're showing no signs of dropping off our radar in autumn/winter 2024. Between fashion month, where tailoring outnumbered pretty dresses two to one, and the revival of leather trousers, trousers are everywhere I look. Even I, a former midi-dress devotee, have fallen for the polished wardrobe staple like never before. However, wide-leg trousers can take some getting used to in terms of styling, which is why I've been looking at the best trouser-and-shoe pairings to try for the season ahead.

As I mentioned, wide-leg trousers previously eluded me, as they always seemed to be a particularly difficult item to pair with footwear. Evidently, I’m not alone, as we’ve recently seen an increase in searches of the phrase "shoes to wear with wide-leg trousers.”

Luckily, the social media style set are offering up plenty of inspiration on this exact topic, inadvertently giving us a veritable masterclass in how to style wide-leg trousers. Whether you’re looking to style long trousers that pool around the ankle, wide-leg leather pants or traditional suit trousers, those in the know have a footwear option for every occasion.

Keep scrolling for the best shoes to wear with wide-leg trousers, including sleek boots, heeled mules, loafers and so much more.

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1. Wide-Leg Trousers + Ballet Flats

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(Image credit: @cherifaakili)

Style Notes: This may not be for everyone (due to the fact that many petite people will find their trousers dragging on the ground, but hey, that's the puddle-pant trend for you!). However, this super-simple pairing tends to look incredibly chic, and you’ll also be extremely comfortable. If you don't want to venture into heel territory, you can avoid puddles and wear and tear by ensuring your trouser hem is ever so slightly tailored to hit above the sole of your foot to allow for a flat shoe paring, such as a leopard ballet flat.

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2. Wide-Leg Trousers + Pointed-Toe Heels

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(Image credit: @anoukyve)

Style Notes: This look means business. Pointed-toe pumps will work to elongate the leg and make you appear slightly taller (which is always a bonus if you’re on the shorter side like I am).

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3. Wide-Leg Trousers + Minimalist Loafers

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(Image credit: @modedamour)

Style Notes: The contrast of wide-leg, relaxed trousers and daintier loafers is a good way to balance out the proportions of an outfit. Personally, I love this khaki and black pairing.

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4. Wide-Leg Trousers + Sneakers

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(Image credit: @nlmarilyn)

Style Notes: To be frank, I’d wear sneakers with just about anything. I think brighter-coloured sneakers look great against neutral wide-leg trousers, as they add interest to your more subdued outfit.

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5. Wide-Leg Trousers + Kitten-Heel Boots

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(Image credit: @ingridedvinsen)

Style Notes: Wide-leg leather trousers and kitten-heel boots are a pairing we see season after season. If you have shorter legs, opt for slightly cropped trousers which will allow you to see more of the boot’s silhouette.

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6. Wide-Leg Trousers + Chunky Loafers

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(Image credit: @abimarvel)

Style Notes: As we've already established, puddle trousers are a big deal right now, and while it might feel appropriate to style them with heels to keep them off the ground, choose or alter yours to the right length, and I'd argue they look their coolest worn with on-trend chunky loafers. You need only look to Abi for proof.

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7. Wide-Leg Trousers + Strappy Heels

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(Image credit: @emswells)

Style Notes: These two are a match made in heaven. The combination of wide-leg leathers and strappy heels feels distinctly "fashion" and will look chic no matter how you style it.

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8. Wide-Leg Trousers + Flat Clogs

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(Image credit: @_livmadeline)

Style Notes: This winter, I'm all about comfortable clothing, and what could be better than a pair of wide-leg trousers worn with some Birkenstocks? Officially fashion's flat shoe du jour, Liv's cream pair have just had a restock.

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9. Wide-Leg Trousers + Chelsea Boots

@ coco_floflo wearing wide leg trousers with Chelsea boots

(Image credit: @coco_floflo)

Style Notes: A pair of Chelsea boots will work hard in your winter wardrobe, pairing well with dresses, skirts and wide-leg trousers alike. To avoid your trousers dragging on the ground, opt for a slightly shorter pair of trousers or pick a boot style that has a chunkier sole.

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This post was originally published at an earlier time and has since been updated.

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Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.