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“chukka and Men Boots” we found 446 items!

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View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $67.95 Rated: 4 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!

View More Like This 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!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Vans - Desert Chukka
Vans Desert Chukka $105.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $82.95 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $63.95 Rated: 4 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $125.00 Rated: 5 stars!

View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 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 Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Born - Harrison
Born Harrison $120.00 $110.00 Rated: 4 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken $85.00 Rated: 4 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $180.00 $144.99 Rated: 5 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka $180.00 $162.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 $66.95 Rated: 5 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 $109.95 Rated: 5 stars!
Steve Madden - Troy
Steve Madden Troy $100.00 $49.98
View More Like This Clarks - Franson Top
Clarks Franson Top $115.00 $104.99 Rated: 4 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00

View More Like This Reef - Voyage Boot
Reef Voyage Boot $130.00
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot $130.00
View More Like This ECCO - Knoxville Chukka Boot
ECCO Knoxville Chukka Boot $130.00

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Sperry - Clipper Chukka
Sperry Clipper Chukka $120.00 $84.99 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $99.95 Rated: 4 stars!

View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 $64.99 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $63.95 Rated: 4 stars!

View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw $90.00
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Rockport - Jaxson Chukka
Rockport Jaxson Chukka $159.95 $112.99 Rated: 5 stars!
View More Like This Dunham - Johnson Chukka
Dunham Johnson Chukka $149.95 Rated: 4 stars!

View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 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!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
Steve Madden - Overring
Steve Madden Overring $80.00
NEW!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot $130.00
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!

View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 $117.99 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 $119.99 Rated: 5 stars!

View More Like This UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 $109.95 Rated: 5 stars!
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!

View More Like This Born - Boulder
Born Boulder $105.00
NEW!
Steve Madden - Overring
Steve Madden Overring $80.00
NEW!
View More Like This 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 $80.95 Rated: 5 stars!

View More Like This Vans - Desert Chukka
Vans Desert Chukka $80.00 $64.99 Rated: 5 stars!
View More Like This Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
NEW!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $63.95 Rated: 4 stars!
View More Like This ECCO - Jeremy Hybrid Boot
ECCO Jeremy Hybrid Boot $210.00 Rated: 4 stars!

View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $139.99 Rated: 5 stars!

View More Like This UGG - Neumel Waterproof
UGG Neumel Waterproof $179.95
View More Like This Clarks - Desert Trek
Clarks Desert Trek $140.00 Rated: 4 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!
Steve Madden - Overring
Steve Madden Overring $80.00
NEW!
View More Like This UGG - Neumel
UGG Neumel $129.95 Rated: 4 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 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 $80.95 Rated: 5 stars!
View More Like This Vans - Desert Chukka
Vans Desert Chukka $105.00 Rated: 5 stars!
View More Like This Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
View More Like This Dunham - REVdash
Dunham REVdash $149.95 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 4 stars!
View More Like This Ariat - Lookout
Ariat Lookout $119.95 Rated: 5 stars!

View More Like This Cole Haan - Adams Chukka
Cole Haan Adams Chukka $180.00
View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!

Cole Haan - Adams Grand Chukka
Cole Haan Adams Grand Chukka $180.00
NEW!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Born - Drum
Born Drum $125.00 $120.00
NEW!
View More Like This UGG - Neumel
UGG Neumel $139.95 Rated: 4 stars!

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