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“chukka and Men Boots” we found 147 items!

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View More Like This 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!
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 Rated: 4 stars!

View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 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 Born - Harrison
Born Harrison $120.00 $110.00 Rated: 4 stars!
View More Like This Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 Rated: 5 stars!

View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
View More Like This Steve Madden - Hestonn
Steve Madden Hestonn $85.00 Rated: 4 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!
View More Like This Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 4 stars!

View More Like This Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!

View More Like This Florsheim - Blaze Chukka Boot
Florsheim Blaze Chukka Boot $129.95
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars!
View More Like This Born - Boulder
Born Boulder $105.00
NEW!
View More Like This Dunham - Johnson Chukka
Dunham Johnson Chukka $149.95 Rated: 4 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 $109.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 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 Rated: 4 stars!
View More Like This Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
NEW!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95

View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Clarks - Clarkdale Jean
Clarks Clarkdale Jean $170.00

View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Dunham - REVdash
Dunham REVdash $149.95 Rated: 4 stars!
View More Like This UGG - Freamon
UGG Freamon $119.95 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 UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This Steve Madden - Hotshot
Steve Madden Hotshot $85.00 Rated: 4 stars!
View More Like This Dunham - Royalton Chukka Waterproof
Dunham Royalton Chukka Waterproof $150.00
NEW!

View More Like This Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This UGG - Freamon
UGG Freamon $119.95 Rated: 5 stars!
View More Like This Clarks - Clarkdale Bara
Clarks Clarkdale Bara $170.00
NEW!

View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This Red Wing Heritage - Work Chukka
Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!
View More Like This UGG - Neumel
UGG Neumel $129.95 Rated: 4 stars!

View More Like This UGG - Neumel
UGG Neumel $139.95 Rated: 4 stars!
View More Like This Clarks - Stratton Limit
Clarks Stratton Limit $135.00 Rated: 4 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!

View More Like This Born - Drum
Born Drum $125.00 $120.00
NEW!
View More Like This UGG - Neumel Waterproof
UGG Neumel Waterproof $179.95
View More Like This Florsheim - Navigator Chukka Boot
Florsheim Navigator Chukka Boot $120.00
NEW!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!

View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $98.99 Rated: 5 stars!
View More Like This Clarks - Clarkdale Bud
Clarks Clarkdale Bud $170.00

View More Like This UGG - Neumel
UGG Neumel $129.95 Rated: 4 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This The North Face - Bridgeton Chukka
The North Face Bridgeton Chukka $160.00 Rated: 2 stars!

View More Like This Bostonian - Cahal Mid
Bostonian Cahal Mid $125.00
NEW!
View More Like This Clarks - Clarkdale Bud
Clarks Clarkdale Bud $170.00
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 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 Dansko - Jake
Dansko Jake $194.95 Rated: 5 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 5 stars!
View More Like This Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 $104.99 Rated: 3 stars!

View More Like This The North Face - Ballard EVO Chukka FG
The North Face Ballard EVO Chukka FG $110.00 Rated: 3 stars!
View More Like This Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
View More Like This Massimo Matteo - 5-Eye Chukka Wing
Massimo Matteo 5-Eye Chukka Wing $179.00 Rated: 5 stars!
View More Like This Dr. Martens - Bonny 5-Eye Chukka
Dr. Martens Bonny 5-Eye Chukka $85.00

View More Like This Donald J Pliner - Zigor-D9
Donald J Pliner Zigor-D9 $255.00
View More Like This UGG - Hendrickson
UGG Hendrickson $149.95 Rated: 5 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $149.95 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 UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This Sperry - Gold Crepe Chukka
Sperry Gold Crepe Chukka $220.00
Tommy Bahama - Nassau
Tommy Bahama Nassau $150.00
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 4 stars!

View More Like This Sperry - Element Chukka
Sperry Element Chukka $150.00
View More Like This Rockport - Rugged Bucks Moc Boot Waterproof
Rockport Rugged Bucks Moc Boot Waterproof $119.95 Rated: 3 stars!
View More Like This Mark Nason - Weldon
Mark Nason Weldon $99.99 Rated: 5 stars!
View More Like This UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!

View More Like This Donald J Pliner - Zigor-D9
Donald J Pliner Zigor-D9 $255.00
View More Like This Dr. Martens - Rakim Chukka
Dr. Martens Rakim Chukka $95.00
View More Like This UGG - Maksim Hyperweave
UGG Maksim Hyperweave $139.95
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $250.00 Rated: 5 stars!

Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
View More Like This Caterpillar - Trey
Caterpillar Trey $110.00
Justin - Cappie Steel Toe
Justin Cappie Steel Toe $99.00

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