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“chukka and Men Boots” we found 443 items!

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Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $165.00 Rated: 5 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $165.00 Rated: 5 stars!
Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $110.00 Rated: 4 stars! Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars!
Clarks - Stratton Limit Clarks Stratton Limit $135.00 Rated: 5 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 Rated: 5 stars! Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars! Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars!
Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars! Clarks - Hawkley Rise Clarks Hawkley Rise $125.00 Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars!
Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $135.00 Rated: 4 stars! Born - Twain Born Twain $119.00 Rated: 4 stars! Steve Madden - Harken Steve Madden Harken $85.00 Rated: 4 stars! Dunham - Addison Dunham Addison $150.00 Rated: 4 stars!
ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars! Rockport - RocSports Lite ZoneCush Plain Toe Boot Rockport RocSports Lite ZoneCush Plain Toe Boot $119.95 Rated: 5 stars! Born - Harrison Born Harrison $110.00 Rated: 4 stars!
Deer Stags - Seattle Deer Stags Seattle $80.00 Rated: 5 stars! Deer Stags - Seattle Deer Stags Seattle $80.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 4 stars! Born - Twain Born Twain $119.00 Rated: 4 stars!
Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $72.00 Rated: 5 stars! Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars! Dr. Martens - Cabrillo Dr. Martens Cabrillo $80.00 Rated: 5 stars! Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars!
Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars! Dockers - Tussock Dockers Tussock $69.99 Rated: 4 stars! SKECHERS - Relaxed Fit Segment - Barillo SKECHERS Relaxed Fit Segment - Barillo $85.00 Rated: 5 stars! Nunn Bush - Tomah Plain Toe Chukka Boot Nunn Bush Tomah Plain Toe Chukka Boot $68.00 Rated: 4 stars!
Born - Twain Born Twain $130.00 Rated: 4 stars! NEW! The North Face - Base Camp Leather Chukka The North Face Base Camp Leather Chukka $100.00 Rated: 5 stars! Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $110.00 Rated: 4 stars! Robert Wayne - Brent Robert Wayne Brent $45.00 Rated: 4 stars!
Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 stars! Steve Madden - Hestonn Steve Madden Hestonn $85.00 Rated: 4 stars!
Ariat - Lookout Ariat Lookout $119.95 Rated: 5 stars! Nunn Bush - Tomah Plain Toe Chukka Boot Nunn Bush Tomah Plain Toe Chukka Boot $68.00 Rated: 4 stars! UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! Dr. Martens - Lea 4-Eye Chukka Boot Dr. Martens Lea 4-Eye Chukka Boot $115.00 NEW!
Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $72.00 Rated: 5 stars! Cole Haan - Cranston Chukka Cole Haan Cranston Chukka $268.00 Rated: 5 stars! John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $198.00 Rated: 4 stars! Florsheim - Doon Chukka Boot Florsheim Doon Chukka Boot $120.00 Rated: 4 stars!
Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 Rated: 5 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 Rated: 5 stars! Hush Puppies - Desert II Hush Puppies Desert II $129.00 Rated: 5 stars! Kenneth Cole Reaction - Desert Sun PB Kenneth Cole Reaction Desert Sun PB $98.00 Rated: 5 stars!
Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars! Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! UGG - Galen UGG Galen $194.95 Rated: 4 stars! Messico - Abaran Messico Abaran $139.00 Rated: 5 stars!
Steve Madden - Henrie Steve Madden Henrie $90.00 Rated: 4 stars! Clarks - Hawkley Rise Clarks Hawkley Rise $125.00 Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! Clarks - Stratton Limit Clarks Stratton Limit $135.00 Rated: 5 stars!
Clarks - Wallabee Boot Clarks Wallabee Boot $140.00 Rated: 5 stars! UGG - Galen UGG Galen $194.95 Rated: 4 stars! Sperry Top-Sider - Dockyard Oxford Chukka Sperry Top-Sider Dockyard Oxford Chukka $140.00 Rated: 5 stars! Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 4 stars!
Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! Rockport - Rugged Bucks Moc Boot Waterproof Rockport Rugged Bucks Moc Boot Waterproof $119.95 Rated: 3 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 4 stars! Massimo Matteo - 3-Eye Chukka Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars! Dr. Martens - Lea 4-Eye Chukka Boot Dr. Martens Lea 4-Eye Chukka Boot $115.00 NEW! Cole Haan - Cranston Chukka Cole Haan Cranston Chukka $268.00 Rated: 5 stars! Clarks - Desert Trek Clarks Desert Trek $140.00 Rated: 4 stars!
Dr. Martens Work - Ironbridge ST Dr. Martens Work Ironbridge ST $140.00 Rated: 4 stars! Dr. Martens - Cabrillo Dr. Martens Cabrillo $80.00 Rated: 5 stars! Clarks - Chilver Hi GTX® Clarks Chilver Hi GTX® $160.00 Rated: 3 stars! Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
ECCO - Grenoble Chukka Boot ECCO Grenoble Chukka Boot $180.00 NEW! TOMS - Chukka Boot TOMS Chukka Boot $98.00 Rated: 4 stars! Nunn Bush - Hawley Plain Toe Chukka Nunn Bush Hawley Plain Toe Chukka $90.00 Rated: 4 stars! Vivobarefoot - Gobi II M Leather Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
Dr. Martens - Diego 7 Tie Lace To Toe Boot Dr. Martens Diego 7 Tie Lace To Toe Boot $135.00 Rated: 5 stars! SeaVees - 12/67 3 Eye Chukka SeaVees 12/67 3 Eye Chukka $178.00 Rated: 4 stars! Clarks - Montacute Duke Clarks Montacute Duke $140.00 Rated: 4 stars! Steve Madden - Beckon Steve Madden Beckon $140.00 Rated: 5 stars!
Massimo Matteo - 5I Double Zip Chukka Boot Massimo Matteo 5I Double Zip Chukka Boot $99.00 Frye - Walter Chukka Frye Walter Chukka $358.00 Rated: 5 stars! Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 4 stars! Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars!
Vivobarefoot - Gobi II M Leather Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars! Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 5 stars! Dune London - Montenegro Dune London Montenegro $159.00 Rated: 4 stars! Deer Stags - Mean Deer Stags Mean $60.00 Rated: 4 stars!
Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars! Naot Footwear - Pilot Naot Footwear Pilot $200.00 Rated: 4 stars! Lowa - Zephyr Desert Mid TF Lowa Zephyr Desert Mid TF $185.00 Rated: 5 stars! Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $100.00 Rated: 5 stars!

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