“chukka and Men Boots” we found 77 items!

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View More Like This Stacy Adams - Montrose Plain Toe Zipper Boot Stacy Adams Montrose Plain Toe Zipper Boot $105.00 $94.99 View More Like This Hunter - Original Tall Hunter Original Tall $155.00 Rated: 5 stars! View More Like This Stacy Adams - Montrose Plain Toe Zipper Boot Stacy Adams Montrose Plain Toe Zipper Boot $105.00 $94.99 View More Like This Polo Ralph Lauren - Andres III Polo Ralph Lauren Andres III $149.00 Rated: 5 stars!
View More Like This Steve Madden - Seymour Steve Madden Seymour $100.00 $89.99 Rated: 4 stars! View More Like This Stacy Adams - Rawley Cap Toe Monk Strap Boot Stacy Adams Rawley Cap Toe Monk Strap Boot $105.00 Rated: 5 stars! View More Like This Durango - Soho 11 Durango Soho 11" Engineer $159.99 $127.99 Rated: 5 stars! View More Like This Hunter - Original Short Hunter Original Short $140.00 Rated: 4 stars!
View More Like This Calvin Klein - Kris Calvin Klein Kris $180.00 $125.99 View More Like This Frye - Smith Engineer Frye Smith Engineer $318.00 Rated: 4 stars! View More Like This Durango - Soho 6 Durango Soho 6" Engineer $139.99 $112.99 Rated: 5 stars! Hunter - Original Lightweight Moc-Toe Short Hunter Original Lightweight Moc-Toe Short $185.00 NEW!
View More Like This Hunter - Original Short Hunter Original Short $140.00 Rated: 4 stars! View More Like This Harley-Davidson - Jason Harley-Davidson Jason $178.00 Rated: 5 stars! View More Like This Hunter - Original Short Hunter Original Short $140.00 Rated: 4 stars! View More Like This Frye - Ethan Triple Monk Frye Ethan Triple Monk $418.00 Rated: 5 stars!
View More Like This Frye - Engineer 12R Frye Engineer 12R $298.00 Rated: 5 stars! View More Like This Calvin Klein - Kris Calvin Klein Kris $180.00 $125.99 View More Like This Kenneth Cole Reaction - Hyde-Away Kenneth Cole Reaction Hyde-Away $150.00 $119.99 View More Like This Frye - Stanton Moto Frye Stanton Moto $398.00 $279.99
View More Like This Steve Madden - Seymour Steve Madden Seymour $100.00 $69.99 Rated: 4 stars! View More Like This Frye - Wilson Engineer Chelsea Frye Wilson Engineer Chelsea $348.00 $278.00 Rated: 5 stars! View More Like This Frye - Tyler Engineer Frye Tyler Engineer $328.00 Rated: 5 stars! View More Like This Hunter - Original Tall Hunter Original Tall $150.00 Rated: 5 stars!
View More Like This Stacy Adams - Rawley Cap Toe Monk Strap Boot Stacy Adams Rawley Cap Toe Monk Strap Boot $105.00 Rated: 5 stars! View More Like This Bed Stu - Jerry Bed Stu Jerry $175.00 View More Like This Frye - Brayden Engineer Frye Brayden Engineer $398.00 $319.99 COACH - Alston Jodphur COACH Alston Jodphur $345.00 $275.99 Rated: 5 stars!
View More Like This Irish Setter - Wingshooter 9 Irish Setter Wingshooter 9" Side Zip $194.99 $169.95 View More Like This Frye - Jacob Engineer Frye Jacob Engineer $378.00 $321.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $169.00 Rated: 5 stars! View More Like This Del Toro - Leather Zip Chelsea Boot Del Toro Leather Zip Chelsea Boot $425.00 $297.99 LUXURY
View More Like This Frye - John Addison Engineer Frye John Addison Engineer $458.00 Rated: 5 stars! View More Like This Frye - John Addison Engineer Frye John Addison Engineer $458.00 Rated: 5 stars! View More Like This Tundra Boots - Alberta II Tundra Boots Alberta II $94.95 $65.99 View More Like This Frye - Weston Cross Strap Frye Weston Cross Strap $428.00
View More Like This Frye - Ethan Triple Monk Frye Ethan Triple Monk $418.00 $334.00 Rated: 5 stars! View More Like This Baffin - Wolf Baffin Wolf $150.00 $104.99 Rated: 5 stars! View More Like This Frye - Engineer 12R Frye Engineer 12R $298.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $169.00 $135.99 Rated: 5 stars!
View More Like This Crosby Square - Byrne Crosby Square Byrne $475.00 $379.99 View More Like This Harley-Davidson - Drive Steel Toe Harley-Davidson Drive Steel Toe $124.00 Rated: 4 stars! View More Like This Frye - Wilson Engineer Chelsea Frye Wilson Engineer Chelsea $348.00 $244.99 Rated: 5 stars! View More Like This Frye - John Addison Engineer Frye John Addison Engineer $398.00 Rated: 5 stars!
View More Like This Frye - Tyler Engineer Frye Tyler Engineer $328.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $179.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $179.00 $125.99 Rated: 5 stars! Hunter - Original Short Desert Camo Layers Hunter Original Short Desert Camo Layers $215.00
View More Like This Frye - Weston Cross Strap Frye Weston Cross Strap $428.00 View More Like This Harley-Davidson - Gary Harley-Davidson Gary $210.00 $147.00 Rated: 5 stars! View More Like This Frye - Harness 8R Frye Harness 8R $288.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Conqst Hi I Polo Ralph Lauren Conqst Hi I $149.00
View More Like This Frye - Stanton Moto Frye Stanton Moto $398.00 $279.99 View More Like This Lucchese - GY8907.K3 Lucchese GY8907.K3 $695.00 View More Like This Lucchese - GY8908.K3 Lucchese GY8908.K3 $695.00 View More Like This Jeffery-West - Rochester Jeffery-West Rochester $620.00 LUXURY
View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $179.00 Rated: 5 stars! View More Like This Polo Ralph Lauren - Ranger Polo Ralph Lauren Ranger $179.00 $125.99 Rated: 5 stars! View More Like This Alexander McQueen - Monk Strap Ankle Boot Alexander McQueen Monk Strap Ankle Boot $995.00 LUXURY Harley-Davidson - Sandfield Harley-Davidson Sandfield $160.00 NEW!
View More Like This Del Toro - Jodhpur Boot Del Toro Jodhpur Boot $435.00 LUXURY View More Like This Del Toro - Jodhpur Boot Del Toro Jodhpur Boot $435.00 LUXURY View More Like This Frye - Smith Engineer Frye Smith Engineer $318.00 Rated: 4 stars! View More Like This Baffin - Selkirk Baffin Selkirk $195.00 $135.99 Rated: 5 stars!
View More Like This Baffin - 3 Pin Guide Pro Baffin 3 Pin Guide Pro $430.00 $300.99 Rated: 5 stars! Chippewa - 17 Chippewa 17" Vipercloth™ Snake Boot $297.00 Rated: 5 stars! View More Like This Frye - Weston Cross Strap Frye Weston Cross Strap $428.00 View More Like This Polo Ralph Lauren - Conqst Hi I Polo Ralph Lauren Conqst Hi I $149.00
View More Like This Ariat - Groundbreaker Moc Toe H2O Ariat Groundbreaker Moc Toe H2O $169.95 View More Like This Bruno Magli - Arcadia Bruno Magli Arcadia $500.00 View More Like This Harley-Davidson - Flagstone Harley-Davidson Flagstone $180.00 View More Like This Harley-Davidson - Jerry Harley-Davidson Jerry $220.00 $154.99
View More Like This Frye - Logan Engineer Inside Zip Frye Logan Engineer Inside Zip $458.00 View More Like This Frye - Stone Cross Strap Frye Stone Cross Strap $378.00 $302.00 Rated: 5 stars! View More Like This Crosby Square - Keating Crosby Square Keating $375.00 $262.99 Rated: 1 stars! View More Like This Del Toro - Leather Zip Chelsea Boot Del Toro Leather Zip Chelsea Boot $425.00 $297.99 LUXURY
View More Like This Frye - Harness 8R Frye Harness 8R $288.00 Rated: 5 stars!