44 Chunky Loafers That Are as Timeless as They Are Fresh and Cool

Chunky loafers are also celebrity-approved; supermodel and mogul Hailey Bieber is one of their biggest fans. Bieber has stepped out in the style on numerous occasions—her favorites being from Proenza Schouler. The fashion darling has paired her lug soles with everything from baggy jeans and oversized outerwear to, most recently, mini dresses and skirts. Like its close relative, the lug sole boot, this is one versatile shoe style that clearly stands the test of time.

Photo: Gotham

What are some of our favorite pairs to shop right now? There are, of course, classic penny loafers from Vagabond Shoemakers, Reformation, and G.H. Bass that are menswear-inspired. Black and white two-toned chunky loafers from Sebago feel especially nostalgic, while still remaining effortlessly cool for today’s shopper. Off-white pairs from Franco Sarto, Aeyde, and Everlane add a finishing touch to any all white outfit. Luxury leather pairs from Prada, Gucci, and Chloé are up for grabs, while High Street options from Zara and Mango feel just as special.

As evidenced by Bieber, the best lug sole loafers can be worn anywhere and—more importantly—with anything. Below, prepare to upgrade your shoe game with 44 chunky loafers that are as timeless as they are fresh and cool.

Gucci

leather lug sole Horsebit loafers

Proenza Schouler

patent-leather platform loafers

Stuart Weitzman

Palmer metallic penny loafers

J.Crew

Winona lug-sole penny loafers

Marc Fisher

Latika leather casual penny loafers

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heeled leather penny loafers

Massimo Dutti

leather loafers with track sole

Chloé

Noua whipstitched leather loafers

Franco Sarto

Balin lug sole penny loafers

Cos

chunky leather penny loafers

Prada

leather triangle logo loafers

Madewell

The Bradley lug sole loafers

Mango

leather moccasins with track sole

Alexander McQueen

glossed-leather exaggerated-sole loafers

Loewe

Blaze bi-colour leather penny loafers

Freda Salvador

Hana croc embossed loafers

Manolo Blahnik

Dineralo leather slip-on loafers

Tod’s

Gomma Pesante embellished glossed-leather loafers

Versace

Medusa glossed-leather loafers

Bernardo

Chandler soft patent lug sole loafers

Rag & Bone

Shiloh patent-leather loafers

G.H. Bass

Lianna bit lug Weejuns loafers

Coach

Leah metallic leather loafers

Sebago

Dan casual lug sole penny loafers

G.H. Bass

Esther Kiltie Harris tweed lug loafers

Isabel Marant

Frezza tassel leather loafers

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