A crafty combination of casual cool meets urban sophistication, the chukka boot has solidified itself as a guy’s footwear essential. Multi-tasking and season-spanning, this simple silhouette is quickly becoming man’s best friend—a go-to finishing for dressed up and down looks. Slipped on or laced up, each pair promises a polished but laidback sensability.
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Diesel Adam Low Suede Chukka
$175, $99.97 -
Diesel Joyful Low Chukka
$125, $79.97 -
Diesel Tatradium Bichukka Mid Sneaker
$140, $79.97 -
Frank Wright Totton Chukka
$120, $69.96 -
Keen Santa Cruz Chukka Sneaker
$100, $62.97 -
Keen Santa Cruz Low Chukka Sneaker
$80, $49.97 -
Keen Santa Cruz Chukka Sneaker
$100, $62.97 -
Sperry Top-Sider Bahama Chukka High-Top Boat Shoe
$75, $44.97 -
Sperry Top-Sider Bahama Chukka High-Top Boat Shoe
$75, $44.97 -
Sperry Top-Sider Drifter Chukka Sneaker
$65, $39.97 -
Ahnu Harris Chukka Boot
$135, $74.97 -
Born Colten Camel Suede Chukka
$125, $69.97 -
Cole Haan Great Jones Chukka
$228, $114 -
Cole Haan Paul Eva Chukka II
$198, $109.97 -
Cole Haan Christy Monk Strap Chukka
$268, $129.97 -
Cole Haan Christy Monk Strap Chukka
$268, $129.97 -
Joe’s Jeans Cade Pinhole Chukka Boot
$145, $69.97 -
Joseph Abboud Perry Chukka Boot
$175, $79.97 -
Joseph Abboud Oliver Chukka Boot
$150, $69.97 -
Marc New York Stanton Chukka Boot
$128, $74.97 -
Sanuk Toro Chukka Boot
$90, $49.97 -
Sanuk Schooner Chukka Boot
$85, $49.97 -
Sanuk Schooner Funk Chukka Boot
$80, $44.97 -
Sperry Top-Sider Billfish Ultralite Chukka Boot
$110, $69.97 -
Sperry Top-Sider Cup Low Chukka Shoe
$100, $54.97 -
Sperry Top-Sider Authentic Original Boat Chukka
$110, $69.97 -
Sperry Top-Sider Low Chukka
$100, $49.97 -
Tsubo Halian Chukka
$195, $99.97 -
Marc New York Hudson Chukka Boot
$128, $74.97 -
Marc New York Hudson Chukka Boot
$128, $74.97 -
Marc New York Hudson Chukka Boot
$128, $74.97
