“chukka and Men Boots” we found 413 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 Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $85.00 $68.00 Rated: 4 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars! 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 $109.95 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 Timberland - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars! View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This Vans - Desert Chukka Vans Desert Chukka $100.00 $89.99 Rated: 5 stars! View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! View More Like This ECCO - Turn Gore-Tex Chukka Tie ECCO Turn Gore-Tex Chukka Tie $170.00 $144.99 Rated: 3 stars! View More Like This Vans - Desert Chukka Vans Desert Chukka $105.00 Rated: 5 stars!
View More Like This UGG - Freamon UGG Freamon $119.95 Rated: 5 stars! View More Like This Ariat - Lookout Ariat Lookout $119.95 Rated: 5 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 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 Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00 $104.99 Rated: 5 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars!
View More Like This Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars! View More Like This UGG - Freamon UGG Freamon $119.95 Rated: 5 stars! View More Like This Sperry Top-Sider - Sojourn Duck Chukka Boot Sperry Top-Sider Sojourn Duck Chukka Boot $110.00 Rated: 4 stars! View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
View More Like This Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars! View More Like This Birkenstock - Harris Birkenstock Harris $199.00 $179.99 Rated: 4 stars! View More Like This Timberland - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars! NEW! View More Like This Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00 $104.99 Rated: 5 stars!
View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $267.99 Rated: 4 stars! View More Like This UGG - Larken Stripe Perf UGG Larken Stripe Perf $169.95 View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $209.99 Rated: 4 stars! View More Like This UGG - Larken Stripe Perf UGG Larken Stripe Perf $169.95
View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This UGG - Leighton Bomber UGG Leighton Bomber $179.95 Rated: 4 stars! View More Like This Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars! View More Like This Vans - Desert Chukka Vans Desert Chukka $105.00 Rated: 5 stars!
View More Like This Vans - Desert Chukka Vans Desert Chukka $80.00 Rated: 5 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 $82.99 Rated: 5 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $119.99 Rated: 5 stars! View More Like This Justin - WK275 Justin WK275 $135.00 View More Like This Rockport - Classic Break Chukka Rockport Classic Break Chukka $135.00 Rated: 5 stars! View More Like This Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars!
View More Like This Wolverine - Lionel Wolverine Lionel $185.00 $129.99 Rated: 5 stars! View More Like This Chaco - Montrose Chukka Chaco Montrose Chukka $139.95 Rated: 5 stars! View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 3 stars! View More Like This Rockport - Dressports Business Chukka Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars!
View More Like This ALDO - Alevia ALDO Alevia $150.00 $104.99 Rated: 4 stars! View More Like This Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $280.00 Rated: 5 stars! View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $104.99 Rated: 5 stars! View More Like This Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This ALDO - Alevia ALDO Alevia $150.00 $119.99 Rated: 4 stars! View More Like This UGG - Freamon Capra UGG Freamon Capra $149.95 Rated: 3 stars! View More Like This Merrell - Epiction Merrell Epiction $159.95 $144.99 Rated: 5 stars! View More Like This Red Wing Heritage - Foreman Chukka Red Wing Heritage Foreman Chukka $290.00 Rated: 5 stars!
View More Like This Oliberte - Adibo Oliberte Adibo $120.00 Rated: 4 stars! View More Like This SOREL - Madson Moc Toe SOREL Madson Moc Toe $190.00 Rated: 5 stars! View More Like This Sperry Top-Sider - A/O Mini Lug Chukka Sperry Top-Sider A/O Mini Lug Chukka $120.00 $107.99 View More Like This Frye - Mark Chukka Frye Mark Chukka $298.00 $267.99 Rated: 4 stars!
View More Like This UGG - Blackwell UGG Blackwell $189.95 $127.27 View More Like This Cole Haan - Grand Tour Chukka Cole Haan Grand Tour Chukka $170.00 $119.99 Rated: 4 stars! View More Like This Georgia Boot - Chukka Wedge Georgia Boot Chukka Wedge $125.00 Rated: 5 stars! View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars!
View More Like This UGG - Freamon UGG Freamon $119.95 Rated: 5 stars! View More Like This Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $90.00 $72.00 Rated: 4 stars! Blundstone - BL278 Blundstone BL278 $169.95 Rated: 3 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 Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 Rated: 5 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $98.00 Rated: 4 stars! View More Like This TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 $82.99 Rated: 5 stars! View More Like This Calvin Klein - Jae Calvin Klein Jae $140.00 $97.99
View More Like This ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00 View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Cole Haan - Adams Chukka Cole Haan Adams Chukka $180.00 View More Like This Cole Haan - Adams Chukka Cole Haan Adams Chukka $180.00
View More Like This Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 $75.99 Rated: 5 stars! View More Like This UGG - Hendrickson UGG Hendrickson $129.95 $87.07 Rated: 5 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $104.99 Rated: 5 stars! View More Like This Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This Merrell - Freewheel Mesh Chukka Merrell Freewheel Mesh Chukka $100.00 View More Like This Merrell - Freewheel Mesh Chukka Merrell Freewheel Mesh Chukka $100.00 View More Like This UGG - Freamon Capra UGG Freamon Capra $149.95 Rated: 3 stars! View More Like This Timberland - Westmore Leather Fabric Chukka Timberland Westmore Leather Fabric Chukka $149.95
View More Like This Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00 $104.99 Rated: 5 stars! View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot Nunn Bush Galloway Plain Toe Chukka Boot $80.00 $64.00 Rated: 4 stars! View More Like This Dr. Scholl's - Hans Dr. Scholl's Hans $80.00 $70.00 View More Like This Wolverine - Lionel Wolverine Lionel $185.00 $129.99 Rated: 5 stars!
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 3 stars! View More Like This Sperry Top-Sider - A/O Mini Lug Chukka Sperry Top-Sider A/O Mini Lug Chukka $120.00 $107.99 View More Like This Sperry Top-Sider - Clipper Chukka Sperry Top-Sider Clipper Chukka $120.00 View More Like This Johnston & Murphy - Wallace Chukka Johnston & Murphy Wallace Chukka $125.00 $87.99 Rated: 5 stars!
View More Like This Cole Haan - Grand Tour Chukka Cole Haan Grand Tour Chukka $170.00 $119.99 Rated: 4 stars! View More Like This Clarks - Broyd Mid Clarks Broyd Mid $140.00 NEW! View More Like This Wolverine - Marco Chukka Wolverine Marco Chukka $180.00 View More Like This Vans - Desert Point Vans Desert Point $80.00
View More Like This Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! View More Like This TOMS - Chukka Boot TOMS Chukka Boot $129.00 $90.99 Rated: 4 stars! View More Like This Sperry Top-Sider - Sojourn Duck Chukka Boot Sperry Top-Sider Sojourn Duck Chukka Boot $110.00 Rated: 4 stars! View More Like This Frye - Arden Chukka Frye Arden Chukka $258.00 $206.00 Rated: 5 stars!