Main Content

Men's Chukka Boots

Timberland 'Wodehouse Lost History' Boot (Men)
Timberland 'Wodehouse Lost History' Boot (Men)
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
Cole Haan 'Colton' Chukka Boot (Men) (Nordstrom Exclusive)
John Varvatos Star USA 'Barrett' Suede Chukka Boot (Men)
John Varvatos Star USA 'Barrett' Suede Chukka Boot (Men)
Anniversary SaleJohn Varvatos Star USA 'Barrett' Suede Chukka Boot (Men)Sale: $164.90After Sale: $248.00
Cole Haan 'Glenn' Chukka Boot
Cole Haan 'Glenn' Chukka Boot
ECCO 'Turn' Chukka Boot (Men)
ECCO 'Turn' Chukka Boot (Men)
Anniversary SaleECCO 'Turn' Chukka Boot (Men)Sale: $149.90After Sale: $229.95
Rated 4.7 out of 5 stars with(25) reviews
Allen Edmonds 'Odenwald' Chukka Boot (Men) (Online Only)
Allen Edmonds 'Odenwald' Chukka Boot (Men) (Online Only)
TOMS Chukka Boot (Men)
TOMS Chukka Boot (Men)
Anniversary SaleTOMS Chukka Boot (Men)Sale: $89.90After Sale: $129.00
Lacoste 'Sherbrooke Hi 14' Chukka Boot (Men)
Lacoste 'Sherbrooke Hi 14' Chukka Boot (Men)
Anniversary SaleLacoste 'Sherbrooke Hi 14' Chukka Boot (Men)Sale: $102.90After Sale: $159.95
Cole Haan 'Paul' Chukka Boot
Cole Haan 'Paul' Chukka Boot
UGG® Australia 'Alin' Chukka Boot
UGG® Australia 'Alin' Chukka Boot
UGG® Australia 'Alin' Chukka BootWas: $149.95Now: $99.9033% OFF
Sebago 'Tremont' Boot (Online Only)
Sebago 'Tremont' Boot (Online Only)
rag & bone 'Elliot' Chukka Boot
rag & bone 'Elliot' Chukka Boot
John Varvatos Collection 'Dylan' Laceless Chukka Boot (Men)
John Varvatos Collection 'Dylan' Laceless Chukka Boot (Men)
Jimmy Choo 'Dunstan' Chukka Boot (Men)
Jimmy Choo 'Dunstan' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Tod's 'Quinn' Ankle Boot
Tod's 'Quinn' Ankle Boot
Clarks® Originals 'Desert' Boot (Men)
Clarks® Originals 'Desert' Boot (Men)
Timberland 'Wodehouse Lost History' Boot (Men) (Online Only)
Timberland 'Wodehouse Lost History' Boot (Men) (Online Only)
Anniversary SaleTimberland 'Wodehouse Lost History' Boot (Men) (Online Only)Sale: $199.90After Sale: $299.00
To Boot New York 'Cory' Chukka Boot (Men)
To Boot New York 'Cory' Chukka Boot (Men)
Anniversary SaleTo Boot New York 'Cory' Chukka Boot (Men)Sale: $259.90After Sale: $398.00
Magnanni 'Raiden' Monk Strap Chukka Boot (Online Only) (Men)
Magnanni 'Raiden' Monk Strap Chukka Boot (Online Only) (Men)
Anniversary SaleMagnanni 'Raiden' Monk Strap Chukka Boot (Online Only) (Men)Sale: $284.90After Sale: $425.00
UGG® Australia 'Brompton' Chukka Boot (Men)
UGG® Australia 'Brompton' Chukka Boot (Men)
Ted Baker London 'Torsdi 3' Chukka Boot (Men)
Ted Baker London 'Torsdi 3' Chukka Boot (Men)
Ted Baker London 'Torsdi 3' Chukka Boot (Men)Was: $220.00Now: $131.9040% OFF
Cole Haan 'ZerøGrand' Chukka Boot (Men)
Cole Haan 'ZerøGrand' Chukka Boot (Men)
Cole Haan 'ZerøGrand' Chukka Boot (Men)Was: $278.00Now: $183.2633% OFF
Cole Haan 'Glenn' Chukka Boot
Cole Haan 'Glenn' Chukka Boot
Cole Haan 'Glenn' Chukka BootWas: $228.00Now: $149.9033% OFF
Timberland Earthkeepers® 'Brookpark' Suede Chukka Boot (Men)
Timberland Earthkeepers® 'Brookpark' Suede Chukka Boot (Men)
Ted Baker London 'Torsdi 3' Chukka Boot (Men)
Ted Baker London 'Torsdi 3' Chukka Boot (Men)
Cole Haan 'Cambridge' Chukka Boot (Men)
Cole Haan 'Cambridge' Chukka Boot (Men)
Steve Madden 'Harken' Leather Chukka Boot (Men)
Steve Madden 'Harken' Leather Chukka Boot (Men)
Timberland 'Wodehouse Lost History' Chukka Boot (Men) (Nordstrom Exclusive)
Timberland 'Wodehouse Lost History' Chukka Boot (Men) (Nordstrom Exclusive)
Deer Stags 'Seattle' Leather Chukka Boot (Men)
Deer Stags 'Seattle' Leather Chukka Boot (Men)
Allen Edmonds 'Odenwald' Chukka Boot (Men) (Online Only)
Allen Edmonds 'Odenwald' Chukka Boot (Men) (Online Only)
Santoni 'Andale' Chukka Boot (Men)
Santoni 'Andale' Chukka Boot (Men)
Anniversary SaleSantoni 'Andale' Chukka Boot (Men)Sale: $394.90After Sale: $595.00
John Varvatos Collection 'Monaco' Chukka Boot (Men)
John Varvatos Collection 'Monaco' Chukka Boot (Men)
Anniversary SaleJohn Varvatos Collection 'Monaco' Chukka Boot (Men)Sale: $329.90After Sale: $498.00
Tod's 'Polacco' Chukka Boot (Men)
Tod's 'Polacco' Chukka Boot (Men)
John Varvatos Star USA 'Sid Light' Chukka Boot (Men)
John Varvatos Star USA 'Sid Light' Chukka Boot (Men)
Danner Chukka Boot (Men)
Danner Chukka Boot (Men)
Sendra Boots 'Noris' Chukka Boot (Men)
Sendra Boots 'Noris' Chukka Boot (Men)
Lloyd 'Hadrian' Chukka Boot (Men)
Lloyd 'Hadrian' Chukka Boot (Men)
Danner 'Canoe' Chukka Boot (Men)
Danner 'Canoe' Chukka Boot (Men)
Clarks® Originals 'Desert - Herschel Supply Co.' Chukka Boot (Men)
Clarks® Originals 'Desert -  Herschel Supply Co.' Chukka Boot (Men)
Frank Wright 'Smith' Chukka Boot
Frank Wright 'Smith' Chukka Boot
Frank Wright 'Smith' Chukka BootWas: $140.00Now: $83.9640% OFF
UGG® Australia 'Freamon' Suede Chukka Boot (Men)
UGG® Australia 'Freamon' Suede Chukka Boot (Men)
Gordon Rush 'Howard' Chukka Boot (Men)
Gordon Rush 'Howard' Chukka Boot (Men)
Camper '1913' Chukka Boot (Men)
Camper '1913' Chukka Boot (Men)
H by Hudson 'Cruise' Chukka Boot (Men)
H by Hudson 'Cruise' Chukka Boot (Men)
Helm 'Pete' Leather Chukka Boot (Men)
Helm 'Pete' Leather Chukka Boot (Men)
Donald J Pliner 'Kastin' Woven Leather Chukka Boot (Men)
Donald J Pliner 'Kastin' Woven Leather Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Timberland Earthkeepers® 'Revenia' Suede Chukka Boot (Men)
Timberland Earthkeepers® 'Revenia' Suede Chukka Boot (Men)
J&M 1850 'Hopson' Suede Chukka Boot (Men)
J&M 1850 'Hopson' Suede Chukka Boot (Men)
J SHOES 'Archie 2' Suede Chukka Boot (Men)
J SHOES 'Archie 2' Suede Chukka Boot (Men)
Blondo 'Gustave' Waterproof Chukka Boot (Men)
Blondo 'Gustave' Waterproof Chukka Boot (Men)
Ted Baker London 'Tolson' Chukka Boot (Men)
Ted Baker London 'Tolson' Chukka Boot (Men)
Andrew Marc 'Standard' Chukka Boot (Men)
Andrew Marc 'Standard' Chukka Boot (Men)
John W. Nordstrom® 'Vitergo' Italian Suede Chukka Boot (Men)
John W. Nordstrom® 'Vitergo' Italian Suede Chukka Boot (Men)
Salvatore Ferragamo 'Parker' Wingtip Chukka Boot (Men)
Salvatore Ferragamo 'Parker' Wingtip Chukka Boot (Men)
Merrell 'Realm' Chukka Boot (Men)
Merrell 'Realm' Chukka Boot (Men)
Ariat 'Holbrook' Chukka Boot (Men)
Ariat 'Holbrook' Chukka Boot (Men)
Dunham 'REVdash' Chukka Boot (Men)
Dunham 'REVdash' Chukka Boot (Men)
Florsheim 'Doon' Chukka Boot (Men)
Florsheim 'Doon' Chukka Boot (Men)
Timberland Earthkeepers® 'Brookpark' Leather Chukka Boot (Men)
Timberland Earthkeepers® 'Brookpark' Leather Chukka Boot (Men)
Roberto Vasi 'Seth' Chukka Boot (Men)
Roberto Vasi 'Seth' Chukka Boot (Men)
Rockport 'Ledge Hill 2' Chukka Boot (Men)
Rockport 'Ledge Hill 2' Chukka Boot (Men)
1901 'Brent' Chukka Boot (Men)
1901 'Brent' Chukka Boot (Men)
Anatomic & Co 'Colorado' Chukka Boot (Men)
Anatomic & Co 'Colorado' Chukka Boot (Men)
Bed Stu 'Draco' Chukka Boot (Men)
Bed Stu 'Draco' Chukka Boot (Men)

No items match all your filter selections.

Clear all to see unfiltered results.