“chukka and Men Boots” we found 654 items!

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View More Like This Deer Stags - Seattle Deer Stags Seattle $80.00 $79.95 Rated: 4 stars! View More Like This Lotus - Lansdowne Lotus Lansdowne $120.00 $95.99 Rated: 5 stars! View More Like This Justin - 235 Justin 235 $109.95 View More Like This Lacoste - Crosley Chukka 316 2 Lacoste Crosley Chukka 316 2 $244.95 $195.99 Rated: 5 stars!
View More Like This Trask - Lawson Trask Lawson $275.00 View More Like This Steve Madden - Harken1 (Extended Sizes) Steve Madden Harken1 (Extended Sizes) $100.00 $69.99 Rated: 4 stars! View More Like This Vince Camuto - Morgen Vince Camuto Morgen $250.00 $150.00 View More Like This Vince Camuto - Morgen Vince Camuto Morgen $250.00 $150.00
View More Like This PARC City Boot - Lincoln PARC City Boot Lincoln $200.00 $179.99 Rated: 5 stars! View More Like This Merrell - Freewheel Mesh Chukka Merrell Freewheel Mesh Chukka $100.00 View More Like This UGG - Maksim UGG Maksim $124.95 Rated: 5 stars! View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00
View More Like This Magnanni - Gavin Magnanni Gavin $350.00 Rated: 5 stars! View More Like This Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars! View More Like This Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars! View More Like This Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $134.95 Rated: 4 stars!
View More Like This Danner - Mountain Light™ II Danner Mountain Light™ II $360.00 Rated: 3 stars! View More Like This Ted Baker - Torsdi 2 Ted Baker Torsdi 2 $220.00 Rated: 4 stars! View More Like This Frye - William Monk Chukka Frye William Monk Chukka $358.00 $322.99 View More Like This Chippewa - 5' Modern Suburban Boot Chippewa 5' Modern Suburban Boot $280.00
View More Like This OluKai - Pahoa OluKai Pahoa $200.00 Rated: 5 stars! View More Like This Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 $275.99 Rated: 4 stars! View More Like This Gordon Rush - Hansen Gordon Rush Hansen $245.00 $195.99 View More Like This Deer Stags - Bristol Deer Stags Bristol $80.00 Rated: 4 stars!
View More Like This Trask - Gulch 2.0 Trask Gulch 2.0 $265.00 $212.99 Rated: 5 stars! View More Like This Eastland 1955 Edition - Dylan 1955 Eastland 1955 Edition Dylan 1955 $170.00 $119.99 Rated: 3 stars! View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! View More Like This Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars!
View More Like This rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 LUXURY View More Like This BOSS Hugo Boss - Pariss Desb by HUGO BOSS Hugo Boss Pariss Desb by HUGO $275.00 Rated: 4 stars! View More Like This OluKai - Huli Mid WP OluKai Huli Mid WP $175.00 Rated: 5 stars! View More Like This OluKai - Hamakua OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This Frye - Arden Chukka Frye Arden Chukka $258.00 $206.00 Rated: 5 stars! View More Like This Sperry Top-Sider - Gold Chukka Boot Sperry Top-Sider Gold Chukka Boot $225.00 View More Like This Sperry Top-Sider - A/O Wedge Chukka Leather Sperry Top-Sider A/O Wedge Chukka Leather $120.00 View More Like This Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars!
View More Like This Camper - 1913 Ankle Boot-36587 Camper 1913 Ankle Boot-36587 $195.00 $135.99 Rated: 1 stars! View More Like This Trask - Brady Trask Brady $245.00 $170.99 Rated: 5 stars! View More Like This Camper - Beetle Hi-36530 Camper Beetle Hi-36530 $195.00 Rated: 5 stars! View More Like This Sebago - Landon Chukka Sebago Landon Chukka $130.00
View More Like This Sebago - Ronan Chukka Sebago Ronan Chukka $130.00 View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 View More Like This Pikolinos - Ellesmere M6C-8069NG Pikolinos Ellesmere M6C-8069NG $220.00 $154.99 Rated: 4 stars! View More Like This El Naturalista - Yugen NG21 El Naturalista Yugen NG21 $159.90 $127.99 Rated: 4 stars!
View More Like This Stacy Adams - Strickland Plain Toe Lace Chukka Boot Stacy Adams Strickland Plain Toe Lace Chukka Boot $105.00 $74.99 Rated: 1 stars! View More Like This Florsheim - Frisco Chukka Boot Florsheim Frisco Chukka Boot $134.95 $124.95 Rated: 5 stars! View More Like This To Boot New York - Curry To Boot New York Curry $325.00 View More Like This Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Ted Baker - Pericop 2 Ted Baker Pericop 2 $260.00 $195.00 View More Like This Caterpillar - Mitch Caterpillar Mitch $90.00 View More Like This Messico - Italo Welt Messico Italo Welt $155.00 $124.99 Rated: 2 stars! View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 $165.00
View More Like This Dockers - Longden Dockers Longden $79.99 $64.99 Rated: 5 stars! View More Like This Dockers - Merritt Dockers Merritt $79.99 Rated: 5 stars! View More Like This Lacoste - Crosley Chukka 316 2 Lacoste Crosley Chukka 316 2 $244.95 $195.99 Rated: 5 stars! View More Like This Trask - Arlington Trask Arlington $275.00 Rated: 5 stars!
View More Like This Base London - Kitty Base London Kitty $128.00 $89.99 View More Like This Mark Nason - Gillespie Mark Nason Gillespie $120.00 $84.99 View More Like This UGG - Freamon HyperWeave UGG Freamon HyperWeave $149.95 View More Like This Lacoste - Sevrin Mid 416 1 Lacoste Sevrin Mid 416 1 $129.95 $90.99 Rated: 5 stars!
View More Like This Ted Baker - Azzlan Ted Baker Azzlan $245.00 Rated: 5 stars! View More Like This Dr. Martens - 1919 Dr. Martens 1919 $145.00 Rated: 5 stars! View More Like This La Sportiva - Trango S EVO GTX La Sportiva Trango S EVO GTX $320.00 Rated: 5 stars! View More Like This Frye - Walter Chukka Frye Walter Chukka $378.00 Rated: 5 stars!
View More Like This Dr. Martens Work - Burnham ST 6 Tie Boot Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 5 stars! View More Like This Thorogood - Lace To Toe Roofer Thorogood Lace To Toe Roofer $212.00 Rated: 5 stars! View More Like This Frye - Phillip Chukka Frye Phillip Chukka $298.00 Rated: 5 stars! View More Like This Frye - Jack Lace Up Frye Jack Lace Up $348.00 $278.40 Rated: 3 stars!
View More Like This Eastland 1955 Edition - Oneida 1955 Eastland 1955 Edition Oneida 1955 $160.00 Rated: 4 stars! View More Like This Frye - Jack Lace Up Frye Jack Lace Up $348.00 Rated: 3 stars! View More Like This Woolrich - Lane Woolrich Lane $130.00 Rated: 5 stars! View More Like This Josef Seibel - Oscar 11 Josef Seibel Oscar 11 $185.00 Rated: 5 stars!
View More Like This Pikolinos - Ellesmere M6C-8069 Pikolinos Ellesmere M6C-8069 $215.00 $150.99 Rated: 5 stars! View More Like This Robert Wayne - Graham Robert Wayne Graham $109.95 $87.99 Rated: 3 stars! View More Like This Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 5 stars! View More Like This Deer Stags - Bristol Deer Stags Bristol $80.00 $69.95 Rated: 4 stars!
View More Like This Georgia Boot - Athens 6 Georgia Boot Athens 6" Moc Toe Lace Up $145.00 View More Like This Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars! View More Like This Robert Wayne - Graham Robert Wayne Graham $109.95 $77.99 Rated: 3 stars! View More Like This Trask - Gulch 2.0 Trask Gulch 2.0 $295.00 Rated: 5 stars!
View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Frye - Freeman Chukka Frye Freeman Chukka $348.00 $244.99 View More Like This Wolverine - Hensel Wolverine Hensel $195.00 $155.95 Rated: 4 stars! View More Like This Trask - Brady Trask Brady $265.00 Rated: 5 stars!
COACH - Bedford Chukka COACH Bedford Chukka $325.00 $227.99 View More Like This Grenson - Marcus Suede Chukka Boot Grenson Marcus Suede Chukka Boot $370.00 LUXURY View More Like This Dune London - Montenegro Dune London Montenegro $159.00 $142.99 Rated: 4 stars! View More Like This Salvatore Ferragamo - Gustavo Boot Salvatore Ferragamo Gustavo Boot $695.00 $485.99 LUXURY
View More Like This Sperry Top-Sider - Gold Chukka Boot Sperry Top-Sider Gold Chukka Boot $225.00 View More Like This Sperry Top-Sider - A/O Wedge Chukka Leather Sperry Top-Sider A/O Wedge Chukka Leather $120.00 View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 Rated: 5 stars! View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 $229.99 Rated: 5 stars!
View More Like This Sperry Top-Sider - Dockyard Chukka Sperry Top-Sider Dockyard Chukka $150.00 Rated: 5 stars! View More Like This UGG - Hendrickson UGG Hendrickson $129.95 Rated: 5 stars! View More Like This Florsheim - Hamilton Chukka Boot Florsheim Hamilton Chukka Boot $189.95 View More Like This Wolverine - Ranger 6 Wolverine Ranger 6" Moc Toe $135.00
View More Like This Harley-Davidson - Candler Harley-Davidson Candler $150.00 $119.99 View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 View More Like This Sebago - Landon Chukka Sebago Landon Chukka $130.00