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“chukka and Men Boots” we found 134 items!

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View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 4 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $125.00 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 Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 Rated: 4 stars!
View More Like This Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!
View More Like This Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 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 Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 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 Born - Boulder
Born Boulder $105.00
NEW!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Reef - Voyage Boot
Reef Voyage Boot $130.00

View More Like This Rockport - Jaxson Chukka
Rockport Jaxson Chukka $159.95 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 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 Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
NEW!
View More Like This UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!
View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!

View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 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 Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This Born - Drum
Born Drum $125.00 $120.00
NEW!

View More Like This Georgia Boot - Small Batch Chukka
Georgia Boot Small Batch Chukka $140.00
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 Dunham - Royalton Chukka Waterproof
Dunham Royalton Chukka Waterproof $150.00
NEW!
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!

View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $94.99 Rated: 5 stars!
View More Like This Born - Drum
Born Drum $125.00 $120.00
NEW!

View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This The North Face - ThermoBall Versa Chukka II
The North Face ThermoBall Versa Chukka II $120.00
NEW!

View More Like This Florsheim - Navigator Chukka Boot
Florsheim Navigator Chukka Boot $120.00
NEW!
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 - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!
View More Like This Rockport - Marshall Chukka
Rockport Marshall Chukka $130.00
NEW!

View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $98.99 Rated: 5 stars!
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $182.99
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 Born - Drum
Born Drum $125.00 $120.00
NEW!
View More Like This UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 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 Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
Tommy Hilfiger - Gervis
Tommy Hilfiger Gervis $90.00
Tommy Hilfiger - Gervis
Tommy Hilfiger Gervis $90.00
View More Like This Florsheim - Navigator Chukka Boot
Florsheim Navigator Chukka Boot $120.00
NEW!

View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $159.99
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $159.99
View More Like This Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 $104.99 Rated: 3 stars!
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 Salomon - Utility Chukka TS WR
Salomon Utility Chukka TS WR $130.00
View More Like This Justin - WK275
Justin WK275 $119.95 Rated: 3 stars!
View More Like This Steve Madden - Fresco
Steve Madden Fresco $80.00
NEW!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!

View More Like This Irish Setter - Borderland Chukka
Irish Setter Borderland Chukka $190.00 $169.95 Rated: 4 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 Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00

View More Like This El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 $144.99 Rated: 4 stars!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
Tommy Bahama - Nassau
Tommy Bahama Nassau $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 UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
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!
Calvin Klein - Marco
Calvin Klein Marco $130.00

View More Like This TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
View More Like This Sperry - Element Chukka
Sperry Element Chukka $150.00
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
View More Like This Salomon - Utility Chukka TS WR
Salomon Utility Chukka TS WR $130.00

View More Like This Steve Madden - Fresco
Steve Madden Fresco $80.00
NEW!
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00
View More Like This Caterpillar - Trey
Caterpillar Trey $110.00
View More Like This Trask - Arlington
Trask Arlington $275.00 Rated: 5 stars!

View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
Justin - Cappie Steel Toe
Justin Cappie Steel Toe $99.00
View More Like This Birkenstock - Hancock
Birkenstock Hancock $249.00 Rated: 4 stars!

Tommy Bahama - Lancaster
Tommy Bahama Lancaster $180.00
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
Cole Haan - Grand Evolution Chukka Waterproof
Cole Haan Grand Evolution Chukka Waterproof $300.00

View More Like This Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
View More Like This Columbia - Stevenson Wallaby LTR
Columbia Stevenson Wallaby LTR $120.00
Calvin Klein - Nero
Calvin Klein Nero $150.00
NEW!
View More Like This Sperry - Element Chukka
Sperry Element Chukka $150.00

Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
View More Like This Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!
View More Like This Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!

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