holiday-shipping

“mens chukka boots and Men Shoes” we found 814 items!

Choose a
  • Product Type
to sort results
Fratelli Rossetti - Chukka Boot Fratelli Rossetti Chukka Boot $482.00 Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Dr. Martens - Barnie Chukka Boot Dr. Martens Barnie Chukka Boot $120.00 Rated: 4 stars! Fratelli Rossetti - ONE Chukka Boot Fratelli Rossetti ONE Chukka Boot $375.00
Armani Jeans - Layered Sole Chukka Boot Armani Jeans Layered Sole Chukka Boot $230.00 a. testoni - Barbour Suede Chukka Boot a. testoni Barbour Suede Chukka Boot $530.00 ECCO - Findlay Chukka Boot ECCO Findlay Chukka Boot $210.00 ECCO - Findlay Chukka Boot ECCO Findlay Chukka Boot $210.00
Sperry Top-Sider - Harbor Chukka Boot Sperry Top-Sider Harbor Chukka Boot $120.00 Rated: 5 stars! Sperry Top-Sider - Harbor Chukka Boot Sperry Top-Sider Harbor Chukka Boot $120.00 Rated: 5 stars! Florsheim - Vantage Chukka Boot Florsheim Vantage Chukka Boot $135.00 Florsheim - Vantage Chukka Boot Florsheim Vantage Chukka Boot $135.00
Camper - Mauro Chukka Boot-36609 Camper Mauro Chukka Boot-36609 $180.00 Rated: 4 stars! Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 5 stars! Florsheim - Jet Chukka Boot Florsheim Jet Chukka Boot $135.00 Rated: 5 stars! Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 4 stars!
Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 4 stars! Cole Haan - Copley Chukka Boot Cole Haan Copley Chukka Boot $168.00 Rated: 4 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $130.00 Rated: 5 stars! Florsheim - Rockit Chukka Boot Florsheim Rockit Chukka Boot $130.00 Rated: 5 stars!
Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars! Vans - Chukka Boot Core Classics Vans Chukka Boot Core Classics $60.00 Rated: 5 stars!
Vans - Chukka Boot Core Classics Vans Chukka Boot Core Classics $60.00 Rated: 5 stars! Spenco - Siesta Chukka Boot Spenco Siesta Chukka Boot $109.99 Minnetonka - Camp Chukka Boot Minnetonka Camp Chukka Boot $99.95 Rated: 5 stars! Armani Jeans - Leather Chukka Boot with Contrast Sole Armani Jeans Leather Chukka Boot with Contrast Sole $305.00
Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $150.00 Rated: 3 stars! Nunn Bush - Woodbury Plain Toe Casual Chukka Boot Nunn Bush Woodbury Plain Toe Casual Chukka Boot $60.00 Rated: 5 stars! Nunn Bush - Woodbury Plain Toe Casual Chukka Boot Nunn Bush Woodbury Plain Toe Casual Chukka Boot $60.00 Rated: 5 stars! Nunn Bush - Woodbury Plain Toe Casual Chukka Boot Nunn Bush Woodbury Plain Toe Casual Chukka Boot $60.00 Rated: 5 stars!
Original Penguin - Chukka Original Penguin Chukka $180.00 Original Penguin - Chukka Original Penguin Chukka $180.00 To Boot New York - Clarkston To Boot New York Clarkston $350.00 Rated: 5 stars! To Boot New York - Josh To Boot New York Josh $299.00
To Boot New York - Josh To Boot New York Josh $299.00 To Boot New York - Newcomb To Boot New York Newcomb $395.00 To Boot New York - Newcomb To Boot New York Newcomb $395.00 To Boot New York - Antonio To Boot New York Antonio $350.00
To Boot New York - Horst To Boot New York Horst $350.00 To Boot New York - Horst To Boot New York Horst $350.00 Vivobarefoot - Porto Vivobarefoot Porto $300.00 Rated: 5 stars! Vivobarefoot - Porto Vivobarefoot Porto $300.00 Rated: 5 stars!
To Boot New York - Hunter To Boot New York Hunter $350.00 To Boot New York - Cornell To Boot New York Cornell $398.00 Rated: 3 stars! To Boot New York - Hunter To Boot New York Hunter $350.00 Cole Haan - Great Jones XL Chukka Cole Haan Great Jones XL Chukka $228.00
Cole Haan - Great Jones XL Chukka Cole Haan Great Jones XL Chukka $228.00 Cole Haan - Great Jones XL Chukka Cole Haan Great Jones XL Chukka $228.00 SOREL - Greely™ Chukka SOREL Greely™ Chukka $120.00 Rated: 4 stars! Cole Haan - Orson Chukka Cole Haan Orson Chukka $178.00 NEW!
Cole Haan - Orson Chukka Cole Haan Orson Chukka $178.00 NEW! Cole Haan - Orson Chukka Cole Haan Orson Chukka $178.00 NEW! Cole Haan - Lunargrand Chukka Cole Haan Lunargrand Chukka $248.00 Rated: 5 stars! Cole Haan - Lunargrand Chukka Cole Haan Lunargrand Chukka $248.00 Rated: 5 stars!
Keen - Reisen Chukka Keen Reisen Chukka $130.00 Rated: 3 stars! Keen - Reisen Chukka Keen Reisen Chukka $130.00 Rated: 3 stars! Keen - Reisen Chukka Keen Reisen Chukka $130.00 Rated: 3 stars! Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 NEW!
Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 Cole Haan - Glenn Chukka Cole Haan Glenn Chukka $228.00 Rated: 4 stars! Cole Haan - Glenn Chukka Cole Haan Glenn Chukka $228.00 Rated: 4 stars! Cole Haan - Glenn Chukka Cole Haan Glenn Chukka $228.00 Rated: 4 stars!
Cole Haan - Lunargrand Chukka Cole Haan Lunargrand Chukka $278.00 Rated: 5 stars! Sebago - Halyard Chukka Sebago Halyard Chukka $185.00 Rated: 5 stars! Sebago - Halyard Chukka Sebago Halyard Chukka $185.00 Rated: 5 stars! Sebago - Halyard Chukka Sebago Halyard Chukka $185.00 Rated: 5 stars!
Sebago - Halyard Chukka Sebago Halyard Chukka $185.00 Rated: 5 stars! Ben Sherman - Vince - Chukka Ben Sherman Vince - Chukka $80.00 Ben Sherman - Vince - Chukka Ben Sherman Vince - Chukka $80.00 Ben Sherman - Vince - Chukka Ben Sherman Vince - Chukka $80.00
Ben Sherman - Vince - Chukka Ben Sherman Vince - Chukka $80.00 Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 5 stars! Wolverine - Francisco Chukka Wolverine Francisco Chukka $175.00 Rated: 5 stars! Armani Jeans - Suede Chukka Armani Jeans Suede Chukka $300.00
Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00 Polo Ralph Lauren - Torrington Chukka NT Polo Ralph Lauren Torrington Chukka NT $139.00
John Varvatos - Hipster Chukka John Varvatos Hipster Chukka $198.00 Rated: 4 stars! Cole Haan - Great Jones Chukka Cole Haan Great Jones Chukka $228.00 Frye - Phillip Wingtip Chukka Frye Phillip Wingtip Chukka $278.00 Rated: 3 stars! Cole Haan - Glenn RBR Chukka Cole Haan Glenn RBR Chukka $228.00
Cole Haan - Glenn RBR Chukka Cole Haan Glenn RBR Chukka $228.00 John Varvatos - Sid Eva Chukka John Varvatos Sid Eva Chukka $248.00 Gravati - 3 Eyelet Bison Chukka Gravati 3 Eyelet Bison Chukka $700.00 Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00
Cole Haan - Cambridge Chukka Cole Haan Cambridge Chukka $268.00 Jeffery-West - Grave Chukka Jeffery-West Grave Chukka $336.00 BUKS by Walk-Over - Wallen BUKS by Walk-Over Wallen $135.00 Rated: 4 stars! NEW! BUKS by Walk-Over - Wallen BUKS by Walk-Over Wallen $135.00 Rated: 4 stars! NEW!
Marc New York by Andrew Marc - Dorchester Ckukka Se Marc New York by Andrew Marc Dorchester Ckukka Se $178.00 BUKS by Walk-Over - Wallen BUKS by Walk-Over Wallen $135.00 Rated: 4 stars! NEW! Marc Jacobs - Stamped Leather Ankle Boot Marc Jacobs Stamped Leather Ankle Boot $695.00 Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars!
Rockport - RocSports Lite 2 Chukka Rockport RocSports Lite 2 Chukka $120.00 Rated: 5 stars! Frye - James Crepe Chukka Frye James Crepe Chukka $258.00 Rated: 4 stars! Frye - James Crepe Chukka Frye James Crepe Chukka $258.00 Rated: 4 stars! Florsheim - HiFi Moc Boot Florsheim HiFi Moc Boot $115.00
Zappos Family Core Value:

10. Be Humble