“chukka and Men Boots” we found 234 items!

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Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars! Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars! UGG - Neumel UGG Neumel $139.95 Rated: 4 stars! SOREL - Madson Moc Toe SOREL Madson Moc Toe $190.00 Rated: 5 stars!
Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! UGG - Leighton UGG Leighton $159.95 $107.17 Rated: 4 stars! UGG - Neumel UGG Neumel $129.95 Rated: 4 stars! Columbia - Davenport Chukka Waterproof Leather Columbia Davenport Chukka Waterproof Leather $120.00 $90.00 Rated: 5 stars!
Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars! Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00 Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 5 stars! Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00
Dunham - Addison Dunham Addison $150.00 Rated: 4 stars! UGG - Leighton Bomber UGG Leighton Bomber $179.95 UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! Rockport - Urban Retreat Desert Boot Rockport Urban Retreat Desert Boot $140.00
Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $149.95 $129.95 Rated: 5 stars! ECCO - Turn GTX Boot ECCO Turn GTX Boot $230.00 Rated: 5 stars! TOMS - Chukka Boot TOMS Chukka Boot $129.00 Rated: 4 stars! Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 Rated: 5 stars! Timberland - Tenmile Chukka Timberland Tenmile Chukka $110.00 $99.99 Rated: 4 stars! TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $98.00 Rated: 5 stars! Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars! TOMS - Chukka Boot TOMS Chukka Boot $129.00 Rated: 4 stars! Rockport - Rugged Bucks Moc Boot Waterproof Rockport Rugged Bucks Moc Boot Waterproof $119.95 $89.95 Rated: 3 stars! SOREL - Madson Chukka SOREL Madson Chukka $170.00 Rated: 4 stars!
Sperry Top-Sider - Sojourn Duck Chukka Boot Sperry Top-Sider Sojourn Duck Chukka Boot $110.00 Cole Haan - GrandPro Chukka Cole Haan GrandPro Chukka $150.00 Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Sperry Top-Sider - Sojourn Duck Chukka Boot Sperry Top-Sider Sojourn Duck Chukka Boot $110.00
Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $119.99 Rated: 5 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 $109.95 Rated: 4 stars! Merrell - Epiction Merrell Epiction $159.95 Rated: 5 stars!
Born - Limon Born Limon $120.00 $107.99 Clarks - Chilver Hi GTX® Clarks Chilver Hi GTX® $160.00 $144.99 Rated: 5 stars! Born - Neuman Born Neuman $115.00 $104.99 Rated: 5 stars! Dr. Martens - Maleke Padded Collar Boot Dr. Martens Maleke Padded Collar Boot $80.00 $60.00
Timberland - Tenmile Chukka Timberland Tenmile Chukka $110.00 $99.99 Rated: 4 stars! Born - Neuman Born Neuman $115.00 $104.99 Rated: 5 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $119.95 $109.95 Rated: 4 stars!
Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 $75.99 Rated: 4 stars! Hush Puppies - Roland Jester Hush Puppies Roland Jester $139.00 $125.99 Rated: 4 stars! Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars! Rockport - Prestige Point Chukka Rockport Prestige Point Chukka $174.95 Rated: 5 stars!
UGG - Freamon Capra UGG Freamon Capra $129.95 $87.07 Rated: 3 stars! The North Face - Ballard EVO Chukka FG The North Face Ballard EVO Chukka FG $110.00 $77.00 Rated: 3 stars! Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 $104.99 Rated: 5 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars!
TOMS - Chukka Boot TOMS Chukka Boot $98.00 Rated: 4 stars! Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 5 stars! Sperry Top-Sider - Clipper Chukka Sperry Top-Sider Clipper Chukka $120.00 $84.99 Birkenstock - Harris Birkenstock Harris $199.00 Rated: 4 stars!
Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars! TOMS - Mateo Chukka Boot TOMS Mateo Chukka Boot $119.00 Rated: 5 stars! SOREL - Madson Moc Toe SOREL Madson Moc Toe $190.00 Rated: 5 stars! Sperry Top-Sider - Fowl Weather Chukka Sperry Top-Sider Fowl Weather Chukka $90.00 Rated: 4 stars!
SOREL - Ankeny™ Mid Hiker SOREL Ankeny™ Mid Hiker $135.00 Rated: 3 stars! SOREL - Ankeny™ Mid Hiker SOREL Ankeny™ Mid Hiker $135.00 Rated: 3 stars! Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars! Merrell - Epiction Merrell Epiction $159.95 Rated: 5 stars!
Volcom - Del Mesa 2 Volcom Del Mesa 2 $120.00 $107.99 Rated: 4 stars! Sperry Top-Sider - Fowl Weather Chukka Sperry Top-Sider Fowl Weather Chukka $90.00 Rated: 4 stars! Sebago - Turner Chukka Waterproof Sebago Turner Chukka Waterproof $135.00 Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $110.00 Rated: 5 stars! ECCO - Jamestown Mid ECCO Jamestown Mid $190.00 Rated: 5 stars! UGG - Neumel Donegal UGG Neumel Donegal $129.95 Rated: 5 stars! Ben Sherman - Antonio Lug Ben Sherman Antonio Lug $135.00 $107.99
Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! Volcom - Del Mesa 2 Volcom Del Mesa 2 $85.00 $75.99 Rated: 4 stars! Calvin Klein - Jae Calvin Klein Jae $140.00 $104.99 Born - Melick Born Melick $140.00 $112.99
Merrell - Epiction Merrell Epiction $159.95 Rated: 5 stars! Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars! Dr. Martens - Maleke Padded Collar Boot Dr. Martens Maleke Padded Collar Boot $80.00 $60.00 Pikolinos - Glasgow 05M-6030F Pikolinos Glasgow 05M-6030F $200.00 $179.99 Rated: 4 stars!
Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars! TOMS - Chukka Boot TOMS Chukka Boot $129.00 Rated: 4 stars! Chaco - Montrose Chukka Chaco Montrose Chukka $139.95 Rated: 5 stars! Sperry Top-Sider - A/O Lug Boat Chukka Waterproof Boot Sperry Top-Sider A/O Lug Boat Chukka Waterproof Boot $140.00
UGG - Hendrickson UGG Hendrickson $129.95 Rated: 5 stars! Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! Camper - Beetle Hi-36530 Camper Beetle Hi-36530 $199.00 Rated: 4 stars! Vivobarefoot - Gobi II M Leather Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! ECCO - Ian Mid ECCO Ian Mid $210.00 UGG - Hendrickson UGG Hendrickson $139.95 $93.77 Rated: 5 stars! UGG - Blackwell Scotch Grain UGG Blackwell Scotch Grain $199.95 $133.97
Lacoste - Sevrin Mid 416 1 Lacoste Sevrin Mid 416 1 $129.95 Sperry Top-Sider - A/O Mini Lug Chukka Sperry Top-Sider A/O Mini Lug Chukka $120.00 Naot Footwear - Pilot - Hand Crafted Naot Footwear Pilot - Hand Crafted $240.00 Sperry Top-Sider - Clipper Chukka Sperry Top-Sider Clipper Chukka $120.00
Sperry Top-Sider - A/O Mini Lug Chukka Sperry Top-Sider A/O Mini Lug Chukka $120.00 Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $149.95 $129.95 Rated: 5 stars! UGG - Hendrickson UGG Hendrickson $129.95 Rated: 5 stars! Born - Fulton Born Fulton $130.00