Timberland
Motion Ledge Mid Hiking Boot (Men)
Current Price $69.97
41% off.
Comparable value $120.00
Men's Boots Under $100
adidas
Terrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)
Current Price $79.97
20% off.
Comparable value $100.00
ECCO
Lite Hybrid Chukka Boot (Men)
Current Price $79.97
42% off.
Comparable value $140.00
BOSS
New Tunley Chelsea Boot (Men)
Current Price $89.97 to $149.97
Up to 54% off.
Comparable value $199.00
SOREL
Cheyanne Metro II Waterproof Boot (Men)
Current Price $79.97
42% off.
Comparable value $140.00
Native Shoes
Native Johnny Treklite Water Repellent Boot (Men)
Current Price $74.97
31% off.
Comparable value $110.00
BOSS
Oracle Cap Toe Boot (Men)
Current Price $71.98
Includes extra 40% off.
Previous Price $119.98
Comparable value $398.00
Price Drop
Only a few left
Merrell
Tempo Sol Waterproof Mid Top Hiking Boot (Men)
Current Price $79.97
20% off.
Comparable value $100.00
BOSS
Ryan Lug Sole Boot (Men)
Current Price $99.97
56% off.
Comparable value $230.00
Cole Haan
Morse GRANDFØAM Chukka Boot (Men)
Current Price $50.68 to $129.97
Includes extra 40% off select items.
Previous Price $84.48 to $97.47
Comparable value $220.00
Price Drop
(3)
Native Shoes
Chamonix Vegan Water Resistant Boot (Men)
Current Price $64.97
31% off.
Comparable value $95.00
Vince
June Chukka Boot (Men)
Current Price $58.48 to $67.48
Includes extra 40% off.
Previous Price $97.48 to $112.47
Comparable value $375.00
Price Drop
(1)
Dr. Martens
2976 Wintergrip Water Resistant Chelsea Boot (Men)
Current Price $99.97
47% off.
Comparable value $190.00
Under Armour
695 Lace-Up Boot (Men)
Current Price $79.97
38% off.
Comparable value $130.00
VINTAGE FOUNDRY
Martin Chelsea Boot (Men)
Current Price $49.97
71% off.
Comparable value $175.00
SOREL
Slabtown '62™ Waterproof Boot (Men)
Current Price $74.96 to $99.97
Up to 60% off select items.
Comparable value $190.00
Only a few left
Dr. Martens
Gender Inclusive 1460 Pascal Desert Brown Boot
Current Price $89.97
47% off.
Comparable value $170.00
Spyder
Blacktail Waterproof Hiking Boot (Men)
Current Price $79.97
55% off.
Comparable value $180.00
Merrell
Moab 3 Mid Waterproof Hiking Shoe (Men)
Current Price $99.97
41% off.
Comparable value $170.00
Ariat
Bodie Cowboy Boot (Men)
Current Price $99.97
44% off.
Comparable value $179.95
Cole Haan
Chamberlin Grand Chukka Boot (Men)
Current Price $58.48 to $129.97
Includes extra 40% off select items.
Previous Price $97.47
Comparable value $290.00
Price Drop
(7)
Cole Haan
Grand Atlantic Chelsea Boot (Men)
Current Price $44.97
Includes extra 40% off.
Previous Price $74.96
Comparable value $200.00
Price Drop
(5)
SOREL
Slabtown 62 Waterproof Chelsea Boot (Men)
Current Price $74.96
55% off.
Comparable value $170.00
Only a few left
Clarks®
Weltridge Side Zip Boot (Men)
Current Price $42.73 to $94.97
Includes extra 40% off select items.
Previous Price $71.22
Comparable value $130.00
Price Drop
(2)
Ted Baker London
Norwich Chelsea Boot (Men)
Current Price $89.97
52% off.
Comparable value $190.00
Cole Haan
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Current Price $44.97
Includes extra 40% off.
Previous Price $74.96
Comparable value $200.00
Price Drop
(43)
SOREL
Hi-Line Waterproof Lace-Up Boot (Men)
Current Price $62.96
65% off.
Comparable value $185.00
Steve Madden
Scotch Lug Sole Boot (Men)
Current Price $79.97
38% off.
Comparable value $130.00
Allen Edmonds
Dain Combat Boot (Men)
Current Price $80.97 to $179.97
Includes extra 40% off select items.
Previous Price $134.96
Comparable value $495.00
Price Drop
(18)
Hey Dude
Bradley Water Repellent Leather Boot (Men)
Current Price $49.97
47% off.
Comparable value $94.99
VINTAGE FOUNDRY
Stone Faux Fur Trim Leather Boot
Current Price $99.97
22% off.
Comparable value $129.00
UGG®
Neumel Chelsea Boot (Men)
Current Price $89.97
35% off.
Comparable value $140.00
Dr. Martens
Gender Inclusive Zebzag 4-Eye Lace-Up Boot
Current Price $89.97
43% off.
Comparable value $160.00
Reef
Swellsole Scallywag Waterproof Boot (Men)
Current Price $49.97
52% off.
Comparable value $105.00
Clarks®
Wallaston Chukka Boot (Men)
Current Price $35.97 to $79.97
Includes extra 40% off select items.
Previous Price $59.96
Comparable value $120.00
Price Drop
(2)
VINTAGE FOUNDRY
Anderson Casual Chukka Boot (Men)
Current Price $99.97 to $119.97
Up to 42% off.
Comparable value $175.00
Dr. Martens
Gender Inclusive Rilla Utility Boot
Current Price $74.97
42% off.
Comparable value $130.00
Johnston & Murphy
Boswell Chukka Boot (Men)
Current Price $40.48 to $89.97
Includes extra 40% off select items.
Previous Price $67.47
Comparable value $175.00
Price Drop
(13)
rag & bone
Tucker Moc Toe Boot (Men)
Current Price $74.08
Includes extra 40% off.
Previous Price $123.48
Comparable value $478.00
Price Drop
(1)Only a few left
Merrell
Speed Solo Waterproof Mid Hiking Sneaker (Men)
Current Price $94.97
40% off.
Comparable value $160.00
GREATS
Bowery Lug Sole Boot (Men)
Current Price $49.97
74% off.
Comparable value $199.00
Australia Luxe Collective
Cosy Genuine Shearling Extra Short Bootie (Men)
Current Price $99.97
58% off.
Comparable value $240.00
Only a few left
Clarks®
Craftwell Lace-Up Boot (Men)
Current Price $79.97
27% off.
Comparable value $110.00
Sperry
Avenue Duck Boot (Men)
Current Price $26.98
Includes extra 40% off.
Previous Price $44.97
Comparable value $120.00
Price Drop
(20)
Dr. Martens
Zuma II Boot (Men)
Current Price $74.97
42% off.
Comparable value $130.00
VINTAGE FOUNDRY
Jimara Leather Faux Fur Lined Boot (Men)
Current Price $89.97
59% off.
Comparable value $220.00
Vince
June Chukka Boot (Men)
Current Price $97.48
74% off.
Comparable value $375.00
BOSS
Colby Chelsea Boot (Men)
Current Price $58.48
Includes extra 40% off.
Previous Price $97.48
Comparable value $199.00
Price Drop
Palladium
Pampa Sport Waterproof Boot (Men)
Current Price $49.97
70% off.
Comparable value $170.00
Dune London
Cian Side Zip Boot (Men)
Current Price $89.97
52% off.
Comparable value $190.00
Cole Haan
2.Zerogrand Chukka Boot (Men)
Current Price $44.97 to $99.97
Includes extra 40% off select items.
Previous Price $74.96
Comparable value $338.00
Price Drop
(403)
Barbour
Storm Chelsea Rain Boot (Men)
Current Price $69.97
51% off.
Comparable value $145.00
Nordstrom
Lockhart Mini Lug Suede Chelsea Boot (Men)
Current Price $49.97
58% off.
Comparable value $119.95
UGG®
Neumel High Weather Hybrid Waterproof Boot (Men)
Current Price $64.98
69% off.
Comparable value $210.00
Only a few left
NUNN BUSH
Karnak Plain Toe Chelsea Boot (Men)
Current Price $89.97
25% off.
Comparable value $120.00
Vince
Bonham Water Repellent Chelsea Boot (Men)
Current Price $59.99
Includes extra 40% off.
Previous Price $99.99
Comparable value $350.00
Price Drop
(2)Only a few left
KARL LAGERFELD PARIS
Apron Toe Combat Boot (Men)
Current Price $59.97
76% off.
Comparable value $250.00
Johnston & Murphy
Jenson Chelsea Boot (Men)
Current Price $81.88
Includes extra 40% off.
Previous Price $136.48
Comparable value $328.00
Price Drop
(4)Only a few left
NUNN BUSH
Excavate Plain Toe Boot - Wide Width Available (Men)
Current Price $59.97 to $64.97
Up to 36% off.
Comparable value $90.00 to $95.00
GREATS
Henry Chukka Boot (Men)
Current Price $59.97
73% off.
Comparable value $225.00
Only a few left
Florsheim
Chalet Chelsea Boot (Men)
Current Price $99.97
31% off.
Comparable value $145.00
Clarks®
Walpath Waterproof Chukka Boot (Men)
Current Price $99.97
23% off.
Comparable value $130.00
Only a few left
Clarks®
Shepton Chukka Boot (Men)
Current Price $74.97
Up to 31% off.
Comparable value $100.00 to $110.00
Johnston & Murphy
Borland Chelsea Boot (Men)
Current Price $33.57 to $79.97
Includes extra 40% off select items.
Previous Price $55.96
Comparable value $160.00
Price Drop
(4)
Ted Baker
Norwich Chelsea Boot (Men)
Current Price $89.97
52% off.
Comparable value $190.00
MADDEN
Bronnie Combat Boot (Men)
Current Price $59.97
40% off.
Comparable value $100.00
Tommy Hilfiger
Harbin Chukka Boot (Men)
Current Price $23.38 to $59.97
Includes extra 40% off select items.
Previous Price $38.98
Comparable value $119.00
Price Drop
(10)
VINTAGE FOUNDRY
Remington Combat Boot
Current Price $99.97
54% off.
Comparable value $220.00
VINTAGE FOUNDRY
Marlow Chukka Boot (Men)
Current Price $54.97
70% off.
Comparable value $185.00
Clarks®
Shepton Easy Chelsea Boot (Men)
Current Price $94.97
26% off.
Comparable value $130.00
Ariat
Hybrid Low Boy Chelsea Boot (Men)
Current Price $99.97
37% off.
Comparable value $159.95
DEARFOAMS
Shepparton Genuine Shearling Boot (Men)
Current Price $49.99
61% off.
Comparable value $130.00