How to Style Chukka Boots: 8 Outfits for Men

The chukka boot — a two-eyelet ankle boot with a clean, minimal profile — is one of the most versatile shoes a man can own. It slides effortlessly between jeans and chinos, casual and smart.

Choosing your chukka boots

Tan and brown suede are the most classic and versatile.

Leather chukkas skew dressier; suede skews more casual.

A crepe or slim rubber sole keeps them comfortable.

Two or three eyelets with a rounded toe is the classic look.

8 outfit ideas

Tan suede chukkas with dark denim and a crew-neck tee.

Brown leather chukkas with chinos and a button-down.

Suede chukkas with grey flannel trousers and a knit.

Chukkas with cuffed jeans and a denim jacket.

Desert boots with chino shorts on a warm day.

Chukkas with olive chinos and a henley.

Brown chukkas with a navy suit for a relaxed twist.

Suede chukkas with corduroys and an overshirt.

Styling notes

Chukkas look best when your trousers end at or just above the ankle. A clean break — or a slight crop — shows off the boot's clean profile.

Match the finish to the occasion. Suede chukkas keep things relaxed, while polished leather pairs naturally with smarter trousers and even a soft suit.