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50 Items
Born
Men's Hemlock Leather Chelsea Boots
Extended Sizes
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(34)
Johnston & Murphy
Men's XC Flex Raleigh Leather Chelsea Boots
Extended Sizes
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
Rated 4.66 out of 5 stars
(67)
Ariat
Men's Booker Ultra Western Boots
Extended Sizes
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
(496)
Johnston & Murphy
Men's XC4 Stanton 2.0 Waterproof Chelsea Boots
Save on Select Items
Orig.
Now
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
Rated 4.5 out of 5 stars
(2)
Twisted X
Men's Pull-On Moc Toe Leather Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(5)
Johnston & Murphy
Men's Lewis Side Zip Boots
Extended Sizes
Rated 4.37 out of 5 stars
Rated 4.37 out of 5 stars
Rated 4.37 out of 5 stars
Rated 4.37 out of 5 stars
Rated 4.37 out of 5 stars
(38)
Blundstone
Men's 550 Water-Resistant Chelsea Boots
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
Rated 4.71 out of 5 stars
(169)
Dr. Martens
Men's 2976 Leather Chelsea Boots
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
Born
Men's Brody Destressed Leather Chelsea Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(19)
Cole Haan
Men's Hawthorne Chelsea Boots
Extended Sizes
Magnanni
Men's Lastico Suede Boots
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
UGG
Men's Biltmore Waterproof Suede Cold Weather Chelsea Boots
Extended Sizes
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
Rated 4.75 out of 5 stars
(24)
Birkenstock
Men's Stalon Nubuck Chelsea Boots
Bed Stu
Men's Michelangelo Rustic Leather Chelsea Boots
Only size 10.5M available
Belvedere
Men's Roger Chelsea Boots
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(1)
Ariat
Men's Hybrid Low Boy Boots
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
Rated 4.62 out of 5 stars
(63)
Timberland
Men's Redwood Falls Chelsea Boots
Extended Sizes
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
Rated 4.41 out of 5 stars
(106)
Johnston & Murphy
Men's Upton Chelsea Boots
Extended Sizes
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
(156)
Blundstone
Men's Water-Resistant Chelsea Boots
Polo Ralph Lauren
Men's Oslo Leather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(13)
Ariat
Men's Rambler Chelsea Boots
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
Rated 4.45 out of 5 stars
(205)
Twisted X
Men's Slip-On Chukka Leather Driving Moccasin Boot
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(2)
UGG
Men's Burleigh Waterproof Winter Chelsea Boots
Extended Sizes
Rated 4.36 out of 5 stars
Rated 4.36 out of 5 stars
Rated 4.36 out of 5 stars
Rated 4.36 out of 5 stars
Rated 4.36 out of 5 stars
(11)
Born
Men's Shane Chelsea Boots
Internet Exclusive
Frye
Blk Paul Chelsea Leather Boots
Extended Sizes
Dr. Martens
Men's Hardie Chelsea Boots
Extended Sizes
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
Rated 5.0 out of 5 stars
(2)
Polo Ralph Lauren
Bryson Leather Chelsea Boots
Extended Sizes
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
Rated 4.21 out of 5 stars
(24)
Blundstone
Men's 550 Casual Slip-On Chelsea Boots
Extended Sizes
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
Rated 2.0 out of 5 stars
(1)
To Boot New York
Men's Shelby Calf Leather Chelsea Boots
Internet Exclusive
Extended Sizes
Only size 11.5M, 12M available
Chaco
Men's Fields Waterproof Cold Weather Lug Sole Chelsea Boots
Extended Sizes
Frye
Men's Tyler Leather Chelsea Boots
Extended Sizes
Johnston & Murphy
Collection Men's Hartley Chelsea Boots
Dr. Martens
Men's Embury Chelsea Boots
Extended Sizes
Eastland
Men's Daily Double Leather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
Rated 4.0 out of 5 stars
(1)
To Boot New York
Men's Suede Shelby Chelsea Boots
Polo Ralph Lauren
Men's Bryson Waxed Suede Chelsea Boots
Internet Exclusive
Extended Sizes
G.H. Bass
Men's Ranger Chelsea Boots
Extended Sizes
Chaco
Men's Revel Slip-On Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
Rated 3.5 out of 5 stars
(2)
Sorel
Men's Carson Waterproof Cold Weather Chelsea Boots
Internet Exclusive
Extended Sizes
Rated 3.87 out of 5 stars
Rated 3.87 out of 5 stars
Rated 3.87 out of 5 stars
Rated 3.87 out of 5 stars
Rated 3.87 out of 5 stars
(39)
UGG
Men's Neumel Suede Chelsea Boots
Extended Sizes
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
Rated 4.68 out of 5 stars
(119)
Chaco
Men's Paonia Waterproof Chelsea Boots
Internet Exclusive
Sorel
Men's Hi-Line Waterproof Cold Weather Chelsea Boots
Extended Sizes
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
Rated 4.6 out of 5 stars
(42)
UGG
Men's Burleigh Waterproof Chelsea Winter Boots
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
Rated 4.8 out of 5 stars
(5)
Eastland
Men's Herman Chelsea Boots
Internet Exclusive
Reef
Men's Swellsole Scallywag Boots
Internet Exclusive
Only size 13M, 14M available
Steve Madden
Men's Highline Suede Chelsea Boots
Internet Exclusive
Extended Sizes
Section X
Men's Paxson Suede Chelsea Boots
Permanently Reduced
Orig.
Now
Dillard's Exclusive
Rated 4.94 out of 5 stars
Rated 4.94 out of 5 stars
Rated 4.94 out of 5 stars
Rated 4.94 out of 5 stars
Rated 4.94 out of 5 stars
(16)
Cole Haan
Men's Hawthorne Chukka Boots
Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
Rated 4.44 out of 5 stars
(9)
Johnston & Murphy
Men's Upton Chelsea Boots
Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8M available
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
Rated 4.79 out of 5 stars
(156)
Steve Madden
Men's Fayne Velvet Chelsea Boots
Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8.5M, 9M available
50 Items
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