“chukka and Men Boots” we found 97 items!

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View More Like This Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $154.95 Rated: 5 stars! View More Like This Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 stars! View More Like This Born - Harrison Born Harrison $125.00 $110.00 Rated: 4 stars! View More Like This Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $154.95 Rated: 5 stars!
View More Like This Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $134.95 Rated: 4 stars! View More Like This Stacy Adams - Madison Boot Stacy Adams Madison Boot $135.00 Rated: 4 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 Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $80.99 Rated: 5 stars!
View More Like This Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $134.95 Rated: 4 stars! View More Like This Massimo Matteo - 3-Eye Chukka Massimo Matteo 3-Eye Chukka $169.00 $135.99 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 Nunn Bush - Bristol Side Zip Ankle Boot Nunn Bush Bristol Side Zip Ankle Boot $85.00 $68.00 Rated: 5 stars!
View More Like This Clarks - Desert Trek Clarks Desert Trek $140.00 Rated: 4 stars! View More Like This Rockport - Dressports Business Chukka Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars! View More Like This Deer Stags - Mean Deer Stags Mean $60.00 Rated: 3 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $104.99 Rated: 5 stars!
View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Allen-Edmonds - First Avenue Allen-Edmonds First Avenue $445.00 $355.99 Rated: 4 stars! View More Like This Stacy Adams - Madison Boot Stacy Adams Madison Boot $135.00 Rated: 4 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars!
View More Like This Sebago - Turner Chelsea Waterproof Sebago Turner Chelsea Waterproof $140.00 Rated: 5 stars! View More Like This Sebago - Turner Chelsea Waterproof Sebago Turner Chelsea Waterproof $140.00 Rated: 5 stars! View More Like This Stacy Adams - Montrose Plain Toe Zipper Boot Stacy Adams Montrose Plain Toe Zipper Boot $105.00 $74.99 View More Like This Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $62.99 Rated: 5 stars!
View More Like This Florsheim - Duke Florsheim Duke $134.95 Rated: 5 stars! View More Like This Magnum - Response II 6 Magnum Response II 6" $80.00 Rated: 4 stars! View More Like This Rockport - Rugged Bucks Waterproof Boot Rockport Rugged Bucks Waterproof Boot $119.95 Rated: 4 stars! View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $117.99 Rated: 5 stars!
View More Like This Allen-Edmonds - First Avenue Allen-Edmonds First Avenue $445.00 $310.99 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! Florsheim - Duke Florsheim Duke $134.95 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 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 Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00 View More Like This Frye - Will Lace Up Frye Will Lace Up $358.00 $285.99 View More Like This Dr. Martens - 1914 Dr. Martens 1914 $165.00 Rated: 4 stars!
View More Like This Giorgio Brutini - Jackson Giorgio Brutini Jackson $69.00 Rated: 4 stars! View More Like This Massimo Matteo - 5-Eye Chukka Wing Massimo Matteo 5-Eye Chukka Wing $179.00 Rated: 5 stars! View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Clarks - Desert Trek Clarks Desert Trek $140.00 Rated: 4 stars!
View More Like This Magnum - Stealth Force 6.0 Side-Zip Composite Toe Magnum Stealth Force 6.0 Side-Zip Composite Toe $145.00 Rated: 5 stars! View More Like This Massimo Matteo - 5-Eye Chukka Wing Massimo Matteo 5-Eye Chukka Wing $179.00 Rated: 5 stars! View More Like This Salvatore Ferragamo - Good Boot Salvatore Ferragamo Good Boot $540.00 $432.99 LUXURY View More Like This Sebago - Soren Hiker Sebago Soren Hiker $150.00 $139.95
View More Like This Sebago - Turner Chukka Waterproof Sebago Turner Chukka Waterproof $135.00 $94.99 Rated: 3 stars! View More Like This Oliberte - Mudiko Oliberte Mudiko $150.00 Rated: 3 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 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 Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00 View More Like This Mezlan - Tarzo II Mezlan Tarzo II $350.00 $314.99 View More Like This Bacco Bucci - Falcao Bacco Bucci Falcao $295.00 View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00
View More Like This Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW! View More Like This Magnum - Stealth Force 8.0 Side-Zip Composite Toe Magnum Stealth Force 8.0 Side-Zip Composite Toe $155.00 Rated: 4 stars! View More Like This Salvatore Ferragamo - Good Boot Salvatore Ferragamo Good Boot $540.00 $432.99 LUXURY View More Like This Sebago - Ronan Chukka Sebago Ronan Chukka $130.00 $90.99 Rated: 4 stars!
View More Like This Oliberte - Mudiko Oliberte Mudiko $150.00 Rated: 3 stars! View More Like This Mezlan - Pau Mezlan Pau $475.00 $332.99 View More Like This Frye - Will Lace Up Frye Will Lace Up $358.00 $250.99 View More Like This Frye - Will Chukka Frye Will Chukka $328.00
View More Like This Giorgio Brutini - Cormac Giorgio Brutini Cormac $69.00 Rated: 4 stars! View More Like This Clarks - Montacute Duke Clarks Montacute Duke $140.00 Rated: 4 stars! View More Like This Allen-Edmonds - Normandy Allen-Edmonds Normandy $350.00 COACH - Claremont Chelsea COACH Claremont Chelsea $295.00 $205.99 Rated: 1 stars!
View More Like This Stacy Adams - Madison II Wingtip Lace Boot Stacy Adams Madison II Wingtip Lace Boot $185.00 View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00 View More Like This Mezlan - Rocca Mezlan Rocca $450.00 $314.99 View More Like This Frye - Will Lace Up Frye Will Lace Up $358.00 $250.99
View More Like This Vince Camuto - Morgen Vince Camuto Morgen $250.00 $150.00 View More Like This Mark Nason - Shaw Mark Nason Shaw $120.00 View More Like This Giorgio Brutini - GBX by Giorgio Brutini - Guvnor Giorgio Brutini GBX by Giorgio Brutini - Guvnor $99.00 $69.99 Rated: 4 stars! View More Like This PARC City Boot - Lincoln PARC City Boot Lincoln $200.00 $139.99 Rated: 5 stars!
View More Like This Bacco Bucci - Falcao Bacco Bucci Falcao $295.00 View More Like This Magnum - Stealth Force 6.0 Magnum Stealth Force 6.0 $125.00 Rated: 5 stars! Giorgio Brutini - Aaron Giorgio Brutini Aaron $75.00 Rated: 4 stars! View More Like This Deer Stags - Mean Deer Stags Mean $80.00 Rated: 3 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 Salvatore Ferragamo - Galileo Boot Salvatore Ferragamo Galileo Boot $895.00 $625.99 LUXURY Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 View More Like This Sebago - Beacon Shearling Sebago Beacon Shearling $120.00 $84.99 Rated: 5 stars!
View More Like This Sebago - Bryant Chukka Sebago Bryant Chukka $130.00 $90.99 Rated: 5 stars! View More Like This Sebago - Soren Hiker Sebago Soren Hiker $150.00 $139.95 View More Like This Sebago - Turner Chukka Waterproof Sebago Turner Chukka Waterproof $135.00 $94.99 Rated: 3 stars! View More Like This Stacy Adams - Madison II Wingtip Lace Boot Stacy Adams Madison II Wingtip Lace Boot $185.00 Rated: 1 stars!
View More Like This Sebago - Beacon Shearling Sebago Beacon Shearling $120.00 $84.99 Rated: 5 stars! View More Like This Polo Ralph Lauren - Marlow Polo Ralph Lauren Marlow $150.00 $104.99 View More Like This Vince Camuto - Morgen Vince Camuto Morgen $250.00 $150.00 View More Like This BUGATCHI - Brescia Chelsea Boot BUGATCHI Brescia Chelsea Boot $300.00 $209.99
View More Like This ohw? - Holden ohw? Holden $300.00 $209.99 View More Like This Frye - Will Chukka Frye Will Chukka $328.00 View More Like This Sebago - Vershire Chukka Sebago Vershire Chukka $140.00 $129.95 View More Like This Sebago - Vershire Chukka Sebago Vershire Chukka $140.00 $129.95
View More Like This Stacy Adams - Wyler Chukka Boot Stacy Adams Wyler Chukka Boot $85.00 $59.99 Rated: 1 stars! COACH - Claremont Chelsea COACH Claremont Chelsea $295.00 $205.99 Rated: 1 stars! View More Like This Gravati - Captoe Pebble Grain Leather 7 Eyelet Boot Gravati Captoe Pebble Grain Leather 7 Eyelet Boot $700.00 $489.99 LUXURY View More Like This Z Zegna - Chukka Grained Calf/Neoprene Boot Z Zegna Chukka Grained Calf/Neoprene Boot $395.00 LUXURY
View More Like This Gordon Rush - Dawson Gordon Rush Dawson $245.00 NEW!