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These are the comfy shoes everyone will be wearing this fall, according to fashion experts

Fall has officially stepped onto the scene, which means it’s time to start thinking about the pieces that will carry us through the cooler months — starting from the ground up. Sure, we all have those trusty boots and sneakers we trot out year after year, but let’s be honest — the best part of fall fashion is putting a fresh spring in your step with some new shoes. To get ahead of what’s hot (and cozy) right now, we asked three fashion experts to weigh in, and the verdict is clear: This season, comfort isn’t just walking alongside style — it’s leading the way.

From cushy slip-ons that feel like clouds to retro-inspired sneakers that bring major throwback energy and loafers polished enough to earn an A+ in fall chic, the latest shoe trends prove you can put your best foot forward without sacrificing comfort. Even better? These aren’t just passing fads — they’re the kind of sole-mates you’ll want in your rotation well past 2025. Check out the top comfy shoe trends of the season, plus pairs that will help you nail every fall fit with ease.

Classic loafers

Loafing around never looked so good. (Amazon, Zappos)

Loafing around never looked so good. (Amazon, Zappos)

A classic loafer is a style that never really loafs around for long — it always finds its way back into the spotlight. According to fashion stylist Tara West, these will be especially in demand this fall thanks to their unbeatable mix of comfort and sophistication. "Loafers are endlessly versatile — wear them with or without socks, and pair them effortlessly with skirts, full-length trousers or cropped pants for a polished finish," she tells us. Opt for a timeless penny loafer or a modern lug-sole style (or both!) — just be sure to polish up your fall wardrobe with a pair of your own.

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Riding boots

Get back in the saddle with these sleek riding boots. (Amazon, Zappos)

Get back in the saddle with these sleek riding boots. (Amazon, Zappos)

Don't call them a one-trick pony! "The riding boot has returned in all its glory," celebrity stylist and fashion expert Cindy Conroy tells us. "With equestrian finesse, they’re sleek and minimalistic with a slight dramatic flair. Proving that you can mean business and still bring the fun," she adds. Equal parts sturdy and chic, they're saddling up to be the ultimate style workhorse for fall — tough enough for stomping through carpets of fallen leaves yet refined enough to rein in even the most laid-back look into something spectacular.

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Casual clogs

These slip-on cuties are both cozy and chic. (Everlane, Amazon)

These slip-on cuties are both cozy and chic. (Everlane, Amazon)

Casual clogs have been slipping their way back into style, thanks in part to The Row’s cult-favorite Hugo Slides. But if dropping over $1,000 on a pair isn’t in the cards, don’t worry — plenty of other brands are embracing the cozy-meets-cool vibe at far friendlier prices. Fashion stylist Rebecca Kahane Pankow says she's a fan because "they pair just as effortlessly with jeans as they do with sweatpants." In other words, clogs are the rare shoe that can take you from the couch to lunch with the girls without missing a step.

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Boat shoes

It will be smooth sailing in every step with these nautical kicks. (Amazon, JCPenney)

It will be smooth sailing in every step with these nautical kicks. (Amazon, JCPenney)

Boat shoes are not just for summer sails — they're cruising straight into fall as the ideal comfy shoes. We're big fans of them because they're lightweight enough for warm autumn afternoons but still polished enough for crisp evenings, so they'll anchor any outfit with ease. Pair them with cropped trousers, your fave jeans or even a cute skirt, and you’ve got a look that will transition beautifully past leaf-peeping season.

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Low-profile sneakers

These sleek sneaks make a big impact. (Amazon)

These sleek sneaks make a big impact. (Amazon)

Another comfy style West is loving for fall? Retro-inspired, low-profile sneakers. She calls them “the ultimate chameleons," as you can "wear them with wide-leg trousers or pleated pants and a blazer, a midi skirt for a feminine touch or elevated sweats and an oversized trench for chic, travel-ready style.” And she’s not alone in her obsession: Across the pond, Parisians are already trading in chunky soles for sleeker, slim silhouettes. The verdict? These throwback kicks are running laps around the notion that sneakers can’t be chic.

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Driving moccasins

Driving mocs are steering their way into the spotlight this fall! (Amazon, Bloomingdales, Quince)

Driving mocs are steering their way into the autumnal spotlight. (Amazon, Bloomingdale's, Quince)

This fall, driving moccasins are shifting gears from purely practical to undeniably stylish — and fashion insiders are more than happy to come along for the ride. "They're soft and forgiving on the foot, while still giving the appearance of a casual loafer," says Kahane Pankow. Crafted with sleek silhouettes, buttery leather or suede and cushioned soles, these elevated classics prove you don’t need a license to appreciate great style.

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Strappy ballet flats

These flats will have you looking on pointe. (Amazon)

These flats will have you looking on pointe. (Amazon)

Ballet flats are doing a little encore this fall, but this time they're taking center stage with straps. This season’s update strikes the perfect balance between charm and practicality, delivering all-day comfort without compromising on style. The straps not only keep them securely on your feet, but also add a refined detail that elevates even the simplest outfit. West recommends styling them "with a tea-length dress for elegance, jeans for a casual twist or a pleated mini skirt for that chic, academic vibe." They truly set the barre for must-have shoes this season.

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