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“chukka and Men Boots” we found 129 items!

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View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $129.90 Rated: 5 stars!

View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $129.90 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 $62.99 Rated: 4 stars!
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 Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $99.95 Rated: 5 stars!
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars!
Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $139.99 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 Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
View More Like This Deer Stags - Seattle
Deer Stags Seattle $80.00 $59.99 Rated: 4 stars!
ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 Rated: 5 stars!

View More Like This Deer Stags - Mean
Deer Stags Mean $80.00 $59.99 Rated: 3 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
Bed Stu - Hoover
Bed Stu Hoover $175.00 Rated: 4 stars!
NEW!
View More Like This Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 Rated: 4 stars!

View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $80.00 Rated: 5 stars!
View More Like This Rockport - Dressports Business Chukka
Rockport Dressports Business Chukka $134.95 $129.95 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!
Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00 $80.99

View More Like This Mark Nason - Briggs
Mark Nason Briggs $120.00 Rated: 4 stars!
VIONIC - Chase
VIONIC Chase $159.95
NEW!
View More Like This Giorgio Brutini - Norstern
Giorgio Brutini Norstern $110.00 $77.99 Rated: 5 stars!
View More Like This Calvin Klein - Jae
Calvin Klein Jae $140.00 $97.99 Rated: 4 stars!

View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!
Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
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 Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
Steve Madden - Bowen
Steve Madden Bowen $120.00
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 Magnanni - Gavin
Magnanni Gavin $350.00 $229.90 Rated: 5 stars!

View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
View More Like This Deer Stags - Mean
Deer Stags Mean $80.00 $59.99 Rated: 3 stars!
View More Like This rag & bone - Spencer Chukka Lug
rag & bone Spencer Chukka Lug $525.00 $367.99
LUXURY

View More Like This Mark Nason - Briggs
Mark Nason Briggs $120.00 Rated: 4 stars!
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 $115.99 Rated: 5 stars!
Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!

Dr. Martens - Mayport 2-Eye Desert Boot
Dr. Martens Mayport 2-Eye Desert Boot $80.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Clarks - Un.Elott Mid
Clarks Un.Elott Mid $180.00 Rated: 5 stars!

View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $199.95 Rated: 4 stars!

View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00 $345.99
LUXURY
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00 $209.99
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 $170.99 Rated: 5 stars!

View More Like This Messico - Oliver
Messico Oliver $129.00 $90.99 Rated: 5 stars!
View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $192.99 Rated: 4 stars!
View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $192.99 Rated: 4 stars!
View More Like This Johnston & Murphy - Garner Cap Toe Boot
Johnston & Murphy Garner Cap Toe Boot $228.00 Rated: 5 stars!

View More Like This Trask - Brady
Trask Brady $245.00 Rated: 5 stars!
View More Like This Bruno Magli - Tristin
Bruno Magli Tristin $450.00 $314.99
View More Like This Trask - Brady
Trask Brady $265.00 Rated: 5 stars!
View More Like This Frye - William Monk Chukka
Frye William Monk Chukka $358.00 $250.99

View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $262.99 Rated: 5 stars!
View More Like This Giorgio Brutini - Arlo
Giorgio Brutini Arlo $90.00 $62.99 Rated: 4 stars!
View More Like This Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $69.99
View More Like This ALDO - Alevia
ALDO Alevia $150.00 Rated: 4 stars!

View More Like This Massimo Matteo - 3-Eye Chukka
Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
View More Like This Frye - Jones Chukka
Frye Jones Chukka $328.00 $295.99 Rated: 5 stars!
View More Like This Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Naot Footwear - Pilot
Naot Footwear Pilot $200.00 Rated: 4 stars!
View More Like This Kenneth Cole Reaction - Desert Daze
Kenneth Cole Reaction Desert Daze $89.99 $62.99
View More Like This Jeffery-West - Trucker Chukka
Jeffery-West Trucker Chukka $318.00 $222.99
LUXURY

View More Like This Grenson - Marcus Suede Chukka Boot
Grenson Marcus Suede Chukka Boot $370.00
LUXURY
View More Like This Cycleur de Luxe - Lima
Cycleur de Luxe Lima $185.00 $129.99 Rated: 5 stars!
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00
View More Like This Frye - Sam Chukka
Frye Sam Chukka $298.00

Steve Madden - Bowen
Steve Madden Bowen $120.00
Giorgio Brutini - Razor
Giorgio Brutini Razor $115.00
View More Like This Stacy Adams - Madison II - 65
Stacy Adams Madison II - 65 $180.00 Rated: 4 stars!
View More Like This Wolverine - Orville Desert Boot
Wolverine Orville Desert Boot $165.00 $115.99 Rated: 5 stars!

Ted Baker - Azzlan
Ted Baker Azzlan $245.00 Rated: 5 stars!
View More Like This Crosby Square - Brogan
Crosby Square Brogan $315.00 $220.99
View More Like This Ben Sherman - Gaston Chukka
Ben Sherman Gaston Chukka $100.00 $69.99
View More Like This Robert Clergerie - Beeze Boot
Robert Clergerie Beeze Boot $695.00 $486.50
LUXURY

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 Frye - Will Chukka
Frye Will Chukka $328.00 Rated: 5 stars!
View More Like This Frye - Mark Chukka
Frye Mark Chukka $298.00 Rated: 4 stars!

View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Frye - Weston Chukka
Frye Weston Chukka $378.00 Rated: 4 stars!
View More Like This Wolverine - Hensel
Wolverine Hensel $195.00 Rated: 5 stars!

View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00
View More Like This Grenson - Marcus Suede Chukka Boot
Grenson Marcus Suede Chukka Boot $370.00 $259.00
LUXURY
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00 Rated: 5 stars!
View More Like This Ted Baker - Azzlan
Ted Baker Azzlan $245.00 $170.99 Rated: 5 stars!

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