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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Bruno Magli Enoud Chukka
$475, $229.97 -
John Varvatos NYC Vintage Chukka
$298, $149.97 -
John Varvatos Dylan Binded Chukka Boot
$398, $169.97 -
Cole Haan Liam Chukka
$248, $139.97 -
John Varvatos Luxe Chelsea Boot
$348, $179.97 -
John Varvatos Star D Chukka
$268, $149.97 -
Cole Haan Paul Chukka Boot
$198, $129.97 -
Rogue Keith Chukka Boot
$195, $134.97 -
Donald J Pliner Bishop Suede Chukka
$240, $119.97 -
Cole Haan Lunargrand Chukka Boot
$278, $149.97 -
Cole Haan Williams Dress Chukka
$278, $139.97 -
John Varvatos Star B Chukka
$248, $149.97 -
Cole Haan Copley Round Toe Chukka Boot
$168, $99.97 -
Kenneth Cole Reaction Had 2 B U Chukka
$138, $74.97 -
Cole Haan Marshal Chelsea II Leather Boot
$278, $139.97 -
Cole Haan Great Jones Suede Chukka Boot
$228, $119.97 -
Cole Haan Lunargrand Chukka Boot
$278, $149.97 -
Clarks Suede Desert Boot
$145, $89.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Pikolinos Borne Chukka Boot
$180, $94.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Joe’s Jeans Relaps Chukka Boot
$160, $74.97 -
Clarks Nubuck Desert Boot
$145, $89.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Born Twain Grafite Chukka Boot
$125, $79.97 -
Florsheim Tienomite Mid Lace-Up Boot
$145, $79.97 -
Clarks Bushacre Chukka Boot
$100, $69.97 -
Joseph Abboud Oliver Chukka Boot
$150, $44.97 -
Born Callum Chelsea Boot
$125, $89.97 -
Tsubo Halian Chukka
$295, $99.97 -
Clarks Nubuck Desert Boot
$145, $89.97 -
John Varvatos Redding Chukka
$198, $99.97 -
Lugz Regiment Mid Boot
$85, $49.97 -
Lugz Regiment Mid Boot
$85, $49.97 -
Lugz Regiment Mid Boot
$85, $49.97 -
Clarks Stinson Chukka
$100, $59.97 -
Marco Vicci Smart Chukka Boot
$195, $49.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Clarks Stinson Chukka
$100, $59.97 -
Born Mac Grafite Chelsea Boot
$125, $79.97 -
Clarks Suede Desert Boot
$145, $89.97 -
Marco Vicci Indian Hill Chukka Boot
$205, $44.97 -
John Varvatos Redding Chukka
$198, $99.97 -
Clarks Nubuck Desert Boot
$145, $89.97 -
Cole Haan Great Jones Suede Chukka Boot
$228, $119.97 -
Cole Haan Lunargrand Suede Chukka Boot
$278, $149.97 -
Cole Haan Motogrand Suede Chukka Boot
$198, $109.97 -
Clarks Suede Desert Boot
$145, $89.97 -
Clarks Nubuck Desert Boot
$145, $89.97 -
Clarks Suede Desert Boot
$145, $89.97 -
Clarks Suede Desert Boot
$145, $89.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Clarks Stinson HI Chukka Boot
$100, $79.97 -
Kenneth Cole Reaction Right Angle Low Chukka
$118, $69.97 -
Rogue Rycroft Chukka Boot
$195, $69.97 -
Clarks Stinson Chukka
$100, $59.97 -
Clarks Stinson Chukka
$100, $59.97 -
Lugz Regiment Mid Boot
$85, $49.97 -
Marco Vicci Smart Chukka Boot
$225, $49.97 -
John Varvatos Hipster Laceless Chukka
$198, $99.97 -
John Varvatos Hispter Suede Chukka
$198, $99.97 -
John Varvatos Redding Suede Chukka
$198, $99.97 -
Clarks Nubuck Desert Boot
$145, $89.97 -
Clarks Wall-Bt-M-Core Chukka Boot
$160, $89.97 -
Born Colten Chukka Boot
$125, $69.97 -
Clarks Stinson Chukka
$100, $59.97 -
Clarks Stinson Chukka
$100, $59.97 -
Clarks Stinson Chukka
$100, $59.97
