“chukka and Men Boots” we found 600 items!

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View More Like This ECCO - Track 6 GTX Moc Toe Boot ECCO Track 6 GTX Moc Toe Boot $190.00 $169.97 Rated: 2 stars! View More Like This Steve Madden - Hestonn (Extended Sizes) Steve Madden Hestonn (Extended Sizes) $95.00 Rated: 4 stars! View More Like This SKECHERS - Relaxed Fit Segment - Barillo SKECHERS Relaxed Fit Segment - Barillo $85.00 Rated: 5 stars! View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars! View More Like This Naot Footwear - Pilot Naot Footwear Pilot $199.95 Rated: 5 stars! View More Like This Frye - Luke Wingtip Chukka Frye Luke Wingtip Chukka $298.00 $238.00 Rated: 3 stars! View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 $175.99
View More Like This Chaco - Montrose Chukka Chaco Montrose Chukka $139.95 Rated: 5 stars! View More Like This Frye - Arden Chukka Frye Arden Chukka $258.00 $206.00 Rated: 5 stars! View More Like This Birkenstock - Harris Birkenstock Harris $199.00 $179.99 Rated: 4 stars! View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00
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 Cole Haan - Barron Chukka Cole Haan Barron Chukka $200.00 Rated: 5 stars! View More Like This Cole Haan - Zerogrand Stitchout Chukka Cole Haan Zerogrand Stitchout Chukka $280.00 $196.00 Rated: 5 stars! View More Like This Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $62.99 Rated: 5 stars!
View More Like This Rieker - F1310 Rieker F1310 $150.00 View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This UGG - Hendrickson Capra UGG Hendrickson Capra $159.95 NEW! View More Like This Wolverine - Marco Chukka Wolverine Marco Chukka $180.00 NEW!
View More Like This Kenneth Cole Reaction - Desert Sun Kenneth Cole Reaction Desert Sun $98.00 View More Like This Trask - Brady Trask Brady $245.00 Rated: 5 stars! View More Like This Base London - Morris Base London Morris $140.00 NEW! View More Like This Naot Footwear - Pilot Naot Footwear Pilot $199.95 Rated: 5 stars!
View More Like This Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $165.00 Rated: 5 stars! View More Like This Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars! View More Like This Naot Footwear - Pilot - Hand Crafted Naot Footwear Pilot - Hand Crafted $240.00 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! View More Like This Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars! View More Like This Woolrich - Oxbow Chukka Woolrich Oxbow Chukka $90.00 $72.99 View More Like This Johnston & Murphy - XC4® Waterproof Branning Chukka Johnston & Murphy XC4® Waterproof Branning Chukka $185.00 $147.99
View More Like This Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 $154.99 View More Like This UGG - Larken Stripe Perf UGG Larken Stripe Perf $169.95 NEW! View More Like This Merrell - Freewheel Mesh Chukka Merrell Freewheel Mesh Chukka $100.00 View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00
View More Like This UGG - Freamon UGG Freamon $119.95 Rated: 5 stars! View More Like This Vans - Desert Point Vans Desert Point $80.00 View More Like This Kenneth Cole Reaction - Prove Out Kenneth Cole Reaction Prove Out $140.00 $112.99 Rated: 3 stars! View More Like This Johnston & Murphy - Garner Cap Toe Boot Johnston & Murphy Garner Cap Toe Boot $228.00 Rated: 5 stars!
View More Like This Clarks - Desert Trek Clarks Desert Trek $140.00 Rated: 4 stars! View More Like This Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars! View More Like This Frye - Walter Chukka Frye Walter Chukka $378.00 Rated: 5 stars! Chrome - 415 Workboot Chrome 415 Workboot $120.00 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot Clarks Wallabee Boot $140.00 Rated: 5 stars! View More Like This Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars! View More Like This Dr. Martens - Mayport 2-Eye Desert Boot Dr. Martens Mayport 2-Eye Desert Boot $70.00 Rated: 5 stars! View More Like This Rieker - F1301 Rieker F1301 $135.00 Rated: 5 stars!
View More Like This Chippewa - 5 Chippewa 5" Modern Suburban $309.95 Rated: 5 stars! View More Like This Pikolinos - Glasgow 05M-6030F Pikolinos Glasgow 05M-6030F $200.00 Rated: 4 stars! View More Like This Bed Stu - Curtis Bed Stu Curtis $155.00 Rated: 4 stars! View More Like This Bed Stu - Curtis Bed Stu Curtis $155.00 Rated: 4 stars!
View More Like This Frye - Jones Chukka Frye Jones Chukka $328.00 $229.99 Rated: 5 stars! View More Like This Dansko - Jake Dansko Jake $194.95 View More Like This Clarks - Un.Elott Mid Clarks Un.Elott Mid $180.00 View More Like This UGG - Blackwell UGG Blackwell $189.95 $127.27
View More Like This Trask - Brady Trask Brady $245.00 $170.99 Rated: 5 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $117.99 Rated: 5 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars! View More Like This Johnston & Murphy - Wallace Chukka Johnston & Murphy Wallace Chukka $125.00 $87.99 Rated: 5 stars!
View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00 View More Like This Dr. Martens - Maleke Padded Collar Boot Dr. Martens Maleke Padded Collar Boot $80.00 Rated: 5 stars! View More Like This Ben Sherman - Gaston Chukka Ben Sherman Gaston Chukka $125.00 $112.99 Rated: 3 stars! UGG - Maksim UGG Maksim $124.95 Rated: 5 stars!
View More Like This Timberland - Westmore Leather Fabric Chukka Timberland Westmore Leather Fabric Chukka $149.95 View More Like This Clarks - Broyd Mid Clarks Broyd Mid $140.00 NEW! View More Like This Magnanni - Gavin Magnanni Gavin $350.00 Rated: 5 stars! View More Like This Dr. Martens - Cabrillo Dr. Martens Cabrillo $85.00 Rated: 5 stars!
View More Like This Dr. Martens - Ember Dr. Martens Ember $110.00 View More Like This Nunn Bush - Nathaniel Plain Toe Chukka Boot Nunn Bush Nathaniel Plain Toe Chukka Boot $95.00 $72.00 View More Like This Justin - WK277 Justin WK277 $135.00 View More Like This Kenneth Cole New York - Noble Act Kenneth Cole New York Noble Act $225.00
View More Like This Red Wing Heritage - Work Chukka Red Wing Heritage Work Chukka $260.00 Rated: 4 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 Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $109.95 Rated: 4 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 Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! View More Like This Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $130.00 Rated: 5 stars! View More Like This OluKai - Pahoa OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This Vince - Alberto Vince Alberto $395.00 LUXURY View More Like This Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars! View More Like This Josef Seibel - Oscar 11 Josef Seibel Oscar 11 $185.00 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!
View More Like This Frye - Joel Chukka Frye Joel Chukka $298.00 $193.67 View More Like This Frye - Joel Chukka Frye Joel Chukka $298.00 $193.67 View More Like This Wolverine - Hensel Wolverine Hensel $195.00 $155.95 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 Wolverine - 1000 Mile Wesley Wingtip Chukka Wolverine 1000 Mile Wesley Wingtip Chukka $295.00 Rated: 4 stars! 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 Giorgio Brutini - Norstern Giorgio Brutini Norstern $110.00 View More Like This Trask - Brady Trask Brady $265.00 Rated: 5 stars!
View More Like This Merrell - Brevard Chukka Merrell Brevard Chukka $150.00 Rated: 2 stars! View More Like This The North Face - Ballard EVO Chukka FG The North Face Ballard EVO Chukka FG $110.00 $77.00 Rated: 3 stars! View More Like This Chaco - Montrose Chukka Chaco Montrose Chukka $139.95 Rated: 5 stars! View More Like This Eastland 1955 Edition - Seneca Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!
View More Like This Sanuk - Koda Select Sanuk Koda Select $80.00 $55.99 Rated: 3 stars! View More Like This Pikolinos - Lugo M1F-8093 Pikolinos Lugo M1F-8093 $190.00 $132.99 View More Like This Stacy Adams - Delaney Chukka Boot Stacy Adams Delaney Chukka Boot $105.00 $74.99 Rated: 4 stars! View More Like This Nunn Bush - Nichols Wingtip Chukka Boot Nunn Bush Nichols Wingtip Chukka Boot $90.00 $72.00 Rated: 3 stars!