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“chukka and Men Boots” we found 306 items!

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Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 4 stars!
Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 4 stars!
Vans - Desert Chukka
Vans Desert Chukka $105.00 Rated: 5 stars!

Clarks - Franson Top
Clarks Franson Top $115.00 $104.99 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $99.95 Rated: 4 stars!
Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $180.00 Rated: 5 stars!

TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $82.95 Rated: 5 stars!
Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!

UGG - Leighton
UGG Leighton $160.00 $144.99 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 $76.50 Rated: 4 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00

View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
NEW!
Clarks - Franson Top
Clarks Franson Top $115.00 $92.99 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!

View More Like This Rockport - Essential Details Waterproof Dress Chukka
Rockport Essential Details Waterproof Dress Chukka $109.95 Rated: 4 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
NEW!
SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
NEW!
Vans - Desert Chukka
Vans Desert Chukka $105.00 Rated: 5 stars!
View More Like This Bostonian - Mckewen Rise
Bostonian Mckewen Rise $135.00
NEW!
UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!

Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 4 stars!
Clarks - Desert Trek
Clarks Desert Trek $140.00 Rated: 4 stars!
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
NEW!

Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00
Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!

View More Like This Clarks - Stratton Limit
Clarks Stratton Limit $135.00 Rated: 4 stars!
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot $130.00
NEW!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This ECCO - Turn Gore-Tex Chukka Tie
ECCO Turn Gore-Tex Chukka Tie $170.00 Rated: 4 stars!

Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This Rockport - Dressports Luxe Waterproof Chukka
Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 5 stars!
Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $89.99 Rated: 4 stars!
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!

Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
View More Like This Bostonian - Mckewen Rise
Bostonian Mckewen Rise $135.00
NEW!
Sebago - Bryant Chukka
Sebago Bryant Chukka $130.00 $117.99 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun PB
Kenneth Cole Reaction Desert Sun PB $79.99 Rated: 4 stars!

View More Like This Florsheim - Blaze Chukka Boot
Florsheim Blaze Chukka Boot $129.95
NEW!
View More Like This Dunham - Johnson Chukka
Dunham Johnson Chukka $149.95 Rated: 4 stars!
Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 4 stars!
Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $159.99 Rated: 5 stars!

Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00
SOREL - Madson Chukka
SOREL Madson Chukka $170.00 $119.00 Rated: 4 stars!
Timberland - Killington Chukka
Timberland Killington Chukka $125.00 Rated: 5 stars!
NEW!
Tommy Bahama - Nassau
Tommy Bahama Nassau $150.00
NEW!

View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
Red Wing Heritage - Weekender Chukka
Red Wing Heritage Weekender Chukka $230.00
UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!
Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!

View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00
Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00
TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!

Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 4 stars!
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 stars!
UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!

Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars!
Red Wing Heritage - Foreman Chukka
Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!

ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $154.99 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 4 stars!
Columbia - Irvington LTR Chukka WP
Columbia Irvington LTR Chukka WP $130.00
NEW!
Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 Rated: 4 stars!

ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $154.99 Rated: 5 stars!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This Dockers - Tussock
Dockers Tussock $100.00 $69.95 Rated: 4 stars!

Polo Ralph Lauren - Marlow
Polo Ralph Lauren Marlow $150.00 $134.99 Rated: 4 stars!
Polo Ralph Lauren - Marlow
Polo Ralph Lauren Marlow $150.00 $134.99 Rated: 4 stars!
UGG - Freamon Canvas
UGG Freamon Canvas $110.00 $73.67
Salomon - Utility Chukka TS WR
Salomon Utility Chukka TS WR $130.00

Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
Massimo Matteo - 3-Eye Chukka
Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
Hush Puppies - Alby Roll Flex
Hush Puppies Alby Roll Flex $109.00 $97.99
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!

Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $180.00 Rated: 5 stars!
Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!

Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!

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