30+ Chunky Loafers That Are as Timeless as They Are Cool

Loafers, in all their forms, are a timeless wardrobe essential. For a bit of edge, a chunky loafers are a compelling choice—this twist on the traditional shoe features a toothy rubber sole (ideal for navigating fickle weather) and pairs well with everything from modern workwear to midi dresses.

Vogue’s Chunky Loafer Wish List:

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The Everyday Essential

J.Crew New Winona penny loafers

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The Classic Black

Tory Burch Classic lug loafers

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The Celeb Staple

Gucci Horsebit loafers

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What are some of our own favorite pairs to shop right now? There are, of course, options that don’t stray too far from the proverbial ancestral tree—think classic, menswear-inspired penny loafers from Tod’s, G.H. Bass, and Aeyde. Directional takes seen on the fall runways (à la Prada and Loewe) add a sharp finishing touch to any fall-in-the-city outfit, while intrecciato lug-soles from Bottega Veneta feel like the height of luxury. Sumptuous suede loafers from Gucci and Gianvito Rossi are on trend for fall, while contemporary options from J.Crew and Zara feel just as special.

As evidenced by the celeb and street style scene, the best lug-sole loafers can be worn anywhere and—more importantly—with anything. Below, prepare to upgrade your shoe game with 30+ chunky loafers that are as timeless as they are fresh and cool.