10 Classic Shoes That Are Back in Style for Fall 2025

STYLE
By Maya Rivers

As the leaves begin to turn and the weather cools, fashion enthusiasts eagerly look forward to the latest fall trends. This year, the spotlight is on classic shoes, making a remarkable return to the fashion forefront. With a nod to timeless elegance and a dash of contemporary flair, these footwear staples are redefining autumn style. From the polished sophistication of loafers to the playful charm of Mary Janes, the season offers something for every taste. Whether you’re seeking comfort, style, or a blend of both, these 10 classic shoes are set to elevate your fall wardrobe with their enduring appeal and modern twists.

1. Loafers

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In the rhythm of city life, classic loafers stride confidently through bustling streets. Their polished leather surfaces, in shades of black, burgundy, and rich browns, exude timeless charm. Chunky-soled variants offer a playful twist, bringing an urban-preppy edge.

Reminiscent of the ‘90s, these loafers blend practicality with sophistication, ready to elevate any ensemble. Picture them paired with tailored trousers for a boardroom-ready look or with jeans for a casual day out. Their versatility is unmatched, making them a staple in every fashion-forward wardrobe this fall. Embrace the elegance and ease that these loafers deliver in stride.

2. Embellished Ballet Flats

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A dance of elegance and comfort, embellished ballet flats are pirouetting back into the spotlight. These dainty delights, adorned with vibrant beads and embroidery, bring elegance to every step.

Whether you’re heading to a casual brunch or an evening soiree, these flats offer the perfect blend of style and ease. With their soft soles and graceful design, they provide comfort and charm in equal measure. This fall, let your feet do the talking with these statement flats that effortlessly marry elegance with functionality, a true testament to timeless fashion’s whimsical side.

3. Clogs

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Clogs, with their bohemian flair and robust comfort, are asserting their presence this fall. Adorned with studs and a nod from celebrities like Demi Moore and Kendall Jenner, these shoes are more than footwear—they’re a fashion statement.

Ideal for those seeking a blend of style and practicality, clogs offer a rustic charm that suits any casual outing. Their sturdy build and unique design make them perfect for navigating the seasonal transition. Embrace the clogs’ unique character and let them take you places, while keeping your style effortlessly chic and comfortable.

4. Western & Cowboy-Inspired Boots

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Saddle up, for Western-style boots are galloping back into the fashion scene. These cowboy-inspired boots are the perfect transitional staple, effortlessly pairing with layered fall looks. Whether you’re channeling a country vibe or adding a rugged edge to urban outfits, these boots offer versatility and style.

Crafted with attention to detail, they bring an air of adventure to your ensemble, making every step a confident stride. Embrace the spirit of the Wild West and let these boots be your trusted companions for the season, adding a touch of boldness to your fall wardrobe.

5. Structured & Statement Boots

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Structured and statement boots are setting the tone for fall fashion with their bold designs and striking details. From deep burgundy slouch boots to eye-catching snakeskin prints, these shoes are not for the faint of heart.

Whether you’re drawn to the sleek lines of flat moto boots or the classic appeal of riding boots, there’s a style for every personality. These boots promise not only to keep you warm but also to make a statement. Step into the season with confidence, and let your footwear do the talking, adding flair and sophistication to your autumn ensemble.

6. Derbies & Brogues

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Polished and poised, derbies and brogues are stepping back into the limelight this fall. These smart lace-ups, with their intricate detailing and classic design, are perfect for both dressed-up and casual occasions.

Whether worn with a sharp suit or paired with jeans, they add a touch of sophistication and timeless elegance. Imbued with history and character, these shoes are a nod to traditional craftsmanship while fitting seamlessly into the modern wardrobe. Let derbies and brogues guide you through the season with their enduring style and practicality.

7. Pumps

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Elevate your style with classic pumps, a quintessential shoe that remains a symbol of elegance and versatility. This season, updated versions featuring bows, exotic details, satin, and peep-toes are stealing the show.

Whether you’re attending a formal event or stepping into a business meeting, these pumps add a refined touch to any outfit. Their versatility extends from the boardroom to an evening out, ensuring you always make a graceful entrance. With their sophisticated charm, these pumps are a must-have for anyone looking to add a touch of luxury to their fall wardrobe.

8. Slim Retro Sneakers

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Slim retro sneakers are making a comeback, replacing the bulky dad sneakers of past seasons. Channeling the sleek designs of iconic brands like PUMA and Veja, these sneakers offer a flattering silhouette and versatile appeal. Perfect for a casual stroll or an active day out, they blend comfort with style.

Their retro charm is enhanced by contemporary updates, making them a must-have for sneaker enthusiasts. Embrace the nostalgia and step into the future with these stylish sneakers that promise to elevate your casual looks this fall.

9. Sneakerinas

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A fusion of grace and modernity, “Sneakerina” shoes are inspired by the world of dance. These ballet-influenced sneakers, adorned with delicate laces and satin elements, are capturing the attention of celebrities and fashionistas alike.

Ideal for those who appreciate a blend of elegance and street style, these unique shoes offer both comfort and a touch of sophistication. Glide through the season with these innovative sneakers that redefine casual footwear with their artistic flair and contemporary design.

10. Mary Janes

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With their iconic strap-over-the-instep silhouette, Mary Janes are stepping back into the fashion limelight. These minimalist shoes are perfect for those seeking a touch of nostalgia and simplicity in their wardrobe. Whether paired with a chic dress or casual jeans, Mary Janes offer versatility and timeless charm.

This fall, their understated elegance and comfort make them a go-to choice for fashion enthusiasts. Let Mary Janes add a sprinkle of vintage charm to your outfits as they elegantly transition from day to night with ease.