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“chukka and Men Boots” we found 478 items!

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View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!
View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!
View More Like This Messico - Oliver
Messico Oliver $129.00 $90.99 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $99.99 Rated: 5 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 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 Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!

View More Like This Massimo Matteo - 3-Eye Chukka
Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
View More Like This Finn Comfort - Linz - 1008
Finn Comfort Linz - 1008 $335.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!

View More Like This Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 $112.99 Rated: 5 stars!
View More Like This Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 $112.99 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!
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!

View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!
View More Like This Dr. Scholl's - Freewill - Original Collection
Dr. Scholl's Freewill - Original Collection $100.00 Rated: 5 stars!

View More Like This Georgia Boot - Chukka Wedge
Georgia Boot Chukka Wedge $125.00 Rated: 5 stars!
La Sportiva - Karakorum
La Sportiva Karakorum $305.00 Rated: 5 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 $59.99 Rated: 5 stars!
View More Like This Vans - Desert Point
Vans Desert Point $80.00 Rated: 5 stars!

View More Like This Rockport - Dressports Luxe Waterproof Chukka
Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY
View More Like This UGG - Hendrickson
UGG Hendrickson $129.95 Rated: 5 stars!

View More Like This UGG - Hendrickson
UGG Hendrickson $129.95 Rated: 5 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Ariat - Lookout
Ariat Lookout $119.95 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!

View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 $83.72 Rated: 5 stars!

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Roper - Siped Outsole Performance Ankle Boot
Roper Siped Outsole Performance Ankle Boot $120.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 $100.47 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 $100.47 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 $100.47 Rated: 5 stars!

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 $100.47 Rated: 5 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 5 stars!
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00 Rated: 5 stars!
View More Like This Zamberlan - Vioz GTX
Zamberlan Vioz GTX $295.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $140.00 $125.99 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $150.00 $119.99 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $150.00 $119.99 Rated: 5 stars!

View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!

View More Like This Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 Rated: 5 stars!
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 $123.75 Rated: 5 stars!

View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 $123.75 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 $72.99 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $99.99 Rated: 5 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Vince - Scott
Vince Scott $325.00 Rated: 5 stars!
LUXURY
View More Like This Josef Seibel - Oscar 11
Josef Seibel Oscar 11 $185.00 Rated: 5 stars!
View More Like This Messico - Oriol
Messico Oriol $139.00 $97.99 Rated: 5 stars!

View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
NEW!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!

View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $98.00 Rated: 5 stars!
View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot $230.00 Rated: 5 stars!
Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!

Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Bed Stu - Keith
Bed Stu Keith $165.00 $132.99 Rated: 5 stars!

View More Like This Magnanni - Gavin
Magnanni Gavin $350.00 Rated: 5 stars!
View More Like This Rieker - F1301
Rieker F1301 $135.00 Rated: 5 stars!
View More Like This Wolverine - Hensel
Wolverine Hensel $195.00 Rated: 5 stars!
View More Like This Wolverine - Hensel
Wolverine Hensel $195.00 Rated: 5 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 $90.99 Rated: 5 stars!
View More Like This To Boot New York - Jarrod
To Boot New York Jarrod $395.00 $197.49 Rated: 5 stars!
View More Like This SKECHERS - Mariner
SKECHERS Mariner $70.00 $49.99 Rated: 5 stars!
View More Like This Dr. Martens - 1919
Dr. Martens 1919 $145.00 Rated: 5 stars!

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $87.99 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!

View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $140.00 Rated: 5 stars!
View More Like This Kenneth Cole Reaction - Desert Sun
Kenneth Cole Reaction Desert Sun $79.99 Rated: 5 stars!
View More Like This Justin - 235
Justin 235 $109.95 Rated: 5 stars!

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