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“chukka and Men Boots” we found 86 items!

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Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This Born - Harrison
Born Harrison $120.00 $110.00 Rated: 4 stars!
UGG - Leighton
UGG Leighton $160.00 $144.99 Rated: 4 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!

UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
NEW!
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot $130.00
NEW!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!

View More Like This Rockport - Dressports Luxe Waterproof Chukka
Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 5 stars!
Timberland - Killington Chukka
Timberland Killington Chukka $125.00 Rated: 5 stars!
NEW!
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!

Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $159.99 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 $110.00 $99.99 Rated: 5 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 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!

Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars!
Columbia - Irvington LTR Chukka WP
Columbia Irvington LTR Chukka WP $130.00
NEW!
Johnston & Murphy - Garner Cap Toe Boot
Johnston & Murphy Garner Cap Toe Boot $168.95 Rated: 5 stars!
Dunham - REVdash
Dunham REVdash $149.95 Rated: 4 stars!

UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
Georgia Boot - Small Batch Chukka
Georgia Boot Small Batch Chukka $140.00
Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!

Clarks - Desert Boot
Clarks Desert Boot $140.00 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!

View More Like This Florsheim - Blaze Chukka Boot
Florsheim Blaze Chukka Boot $129.95
NEW!
View More Like This ECCO - Biarritz Modern Boot
ECCO Biarritz Modern Boot $130.00
NEW!
Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!
John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00

View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!
Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Danner - Mountain Light™ II
Danner Mountain Light™ II $360.00 Rated: 3 stars!
Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!

Dunham - REVdash
Dunham REVdash $149.95 Rated: 4 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!
Clarks - Desert Boot
Clarks Desert Boot $140.00 $112.99 Rated: 5 stars!
Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!

Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This Georgia Boot - Chukka Wedge
Georgia Boot Chukka Wedge $125.00 Rated: 5 stars!
Columbia - Irvington LTR Chukka WP
Columbia Irvington LTR Chukka WP $130.00
NEW!

UGG - Neumel
UGG Neumel $139.95 Rated: 4 stars!
TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
Dr. Martens Work - Sussex
Dr. Martens Work Sussex $95.00 Rated: 3 stars!

Rockport - Jaxson Chukka
Rockport Jaxson Chukka $159.95 Rated: 5 stars!
View More Like This The North Face - Bridgeton Chukka
The North Face Bridgeton Chukka $160.00 Rated: 2 stars!
NEW!
Justin - Cappie Steel Toe
Justin Cappie Steel Toe $99.00
UGG - Leighton
UGG Leighton $159.95 Rated: 5 stars!

John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00
Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
Columbia - Stevenson Wallaby LTR
Columbia Stevenson Wallaby LTR $120.00
NEW!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
Columbia - Stevenson Wallaby LTR
Columbia Stevenson Wallaby LTR $120.00
NEW!
Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!

View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
The North Face - Ballard EVO Chukka FG
The North Face Ballard EVO Chukka FG $110.00 Rated: 3 stars!
John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00
Clarks - Clarkdale Bud
Clarks Clarkdale Bud $170.00
NEW!

Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
Clarks - Desert Boot
Clarks Desert Boot $140.00 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 Wolverine - Hensel
Wolverine Hensel $195.00 Rated: 5 stars!

Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!
Eastland 1955 Edition - Dylan 1955
Eastland 1955 Edition Dylan 1955 $170.00 Rated: 3 stars!
Roper - Performance 2-Eyelet Ankle Boot
Roper Performance 2-Eyelet Ankle Boot $125.00 Rated: 4 stars!
Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!

View More Like This Irish Setter - Borderland Chukka
Irish Setter Borderland Chukka $190.00 $169.95 Rated: 4 stars!
Roper - Performance 2-Eyelet Ankle Boot
Roper Performance 2-Eyelet Ankle Boot $120.00 Rated: 4 stars!
Timberland - Boot Company Bardstown Plain Toe Chukka
Timberland Boot Company Bardstown Plain Toe Chukka $300.00
NEW!
Timberland - Boot Company Bardstown Plain Toe Chukka
Timberland Boot Company Bardstown Plain Toe Chukka $300.00
NEW!

Dunham - REVdash
Dunham REVdash $149.95 Rated: 4 stars!
Caterpillar - Allay
Caterpillar Allay $110.00

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