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Boots on Sale $50 & Under

Shop Boots Deals

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Size 11.5 Medium Size Casual Boots

54 items found

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Dunham - Brisco. Color Medium Natural Leather. On sale for $47.98. MSRP $159.95. 70% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Medium Natural Leather
Price: $47.98MSRP: $159.95

Red Wing Heritage - Iron Ranger Traction Tred. Color Oro Legacy. Low Stock. On sale for $314.99. MSRP $349.99. 10% off.

Low Stock

Red Wing Heritage Iron Ranger Traction Tred

Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Oro Legacy
Price: $314.99MSRP: $349.99

Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. On sale for $104.00. MSRP $260.00. 60% off. 1.5 out of 5 stars

Nisolo All-Weather Chelsea Boot

Nisolo All-Weather Chelsea Boot

Brand Name: Nisolo
Product Name: All-Weather Chelsea Boot
Gender: Men's
Color: Dark Tobacco
Price: $104MSRP: $260

Clarks - Craftwell Mid. Color Black Tumbled Leather. Low Stock. On sale for $49.50. MSRP $110.00. 55% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Black Tumbled Leather
Price: $49.50MSRP: $110

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $152.94. MSRP $208.00. 26% off.

Cole Haan Muir Moc Tall Boots

Cole Haan Muir Moc Tall Boots

Brand Name: Cole Haan
Product Name: Muir Moc Tall Boots
Gender: Men's
Color: Raven Suede/Raven Waterproof
Price: $152.94MSRP: $208

Josef Seibel - Earl 12 Boots. Color Black. Low Stock. On sale for $51.00. MSRP $170.00. 70% off.

Low Stock

Josef Seibel Earl 12 Boots

Josef Seibel Earl 12 Boots

Brand Name: Josef Seibel
Product Name: Earl 12 Boots
Gender: Men's
Color: Black
Price: $51MSRP: $170

Birkenstock - Highwood Deep Blue. Color Chocolate. On sale for $115.50. MSRP $210.00. 45% off. 3.6 out of 5 stars

Birkenstock Highwood Deep Blue

Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Chocolate
Price: $115.50MSRP: $210

Kenneth Cole - Frank. Color Black Leather. On sale for $132.14. MSRP $184.95. 29% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $132.14MSRP: $184.95

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $58.48. MSRP $90.00. 35% off. 3.7 out of 5 stars

Deer Stags Rockland

Deer Stags Rockland

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Brown/Dark Brown
Price: $58.48MSRP: $90

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Cole Haan - Newmark Grand Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $144.50. MSRP $170.00. 15% off.

Low Stock

Cole Haan Newmark Grand Chelsea Boots

Cole Haan Newmark Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Newmark Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $144.50MSRP: $170

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $150.54. MSRP $200.00. 25% off.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Madeira Waterproof/Dark Java/Dark Java
Price: $150.54MSRP: $200

Steve Madden - Daviston. Color Brown. On sale for $132.78. MSRP $165.00. 20% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Brown
Price: $132.78MSRP: $165

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $85.58. MSRP $120.00. 29% off. 4.1 out of 5 stars

Sperry Avenue Duck Boot

Sperry Avenue Duck Boot

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $85.58MSRP: $120

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $169.49. MSRP $200.00. 15% off.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $169.49MSRP: $200

Born - Lincoln. Color Black. On sale for $60.00. MSRP $100.00. 40% off.

Born Lincoln

Born Lincoln

Brand Name: Born
Product Name: Lincoln
Gender: Men's
Color: Black
Price: $60MSRP: $100

Kenneth Cole - Vesto. Color Black. On sale for $89.21. MSRP $118.95. 25% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $89.21MSRP: $118.95

Birkenstock - Highwood Deep Blue. Color Black. On sale for $136.50. MSRP $210.00. 35% off. 3.6 out of 5 stars

Birkenstock Highwood Deep Blue

Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Black
Price: $136.50MSRP: $210

Cole Haan - Grand Remix Chukka. Color Morel Nubuck/Ivory. Low Stock. On sale for $77.00. MSRP $140.00. 45% off. 4.3 out of 5 stars

Low Stock

Cole Haan Grand Remix Chukka

Cole Haan Grand Remix Chukka

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: Morel Nubuck/Ivory
Price: $77MSRP: $140

Sperry - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off. 5.0 out of 5 stars

Sperry Newton Boots

Sperry Newton Boots

Brand Name: Sperry
Product Name: Newton Boots
Gender: Men's
Color: Taupe
Price: $148.50MSRP: $165

Sperry - Sleet Lace-up. Color Black. On sale for $70.00. MSRP $100.00. 30% off.

Sperry Sleet Lace-up

Sperry Sleet Lace-up

Brand Name: Sperry
Product Name: Sleet Lace-up
Gender: Men's
Color: Black
Price: $70MSRP: $100

Sperry - Sleet Lace-up. Color Olive. On sale for $65.00. MSRP $100.00. 35% off.

Sperry Sleet Lace-up

Sperry Sleet Lace-up

Brand Name: Sperry
Product Name: Sleet Lace-up
Gender: Men's
Color: Olive
Price: $65MSRP: $100

Eastland 1955 Edition - Chimney Pond. Color Black. On sale for $87.00. MSRP $145.00. 40% off. 5.0 out of 5 stars

Eastland 1955 Edition Chimney Pond

Eastland 1955 Edition Chimney Pond

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $87MSRP: $145

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $164.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $142.02. MSRP $159.95. 11% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $142.02MSRP: $159.95

Propet - Findley. Color Black. Low Stock. On sale for $97.50. MSRP $154.99. 37% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $97.50MSRP: $154.99

Propet - Findley. Color Tan 1. On sale for $97.33. MSRP $154.99. 37% off. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan 1
Price: $97.33MSRP: $154.99

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $126.99. MSRP $170.00. 25% off. 3.4 out of 5 stars

Merrell Moab Adventure 3 Chelsea Wp

Merrell Moab Adventure 3 Chelsea Wp

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $126.99MSRP: $170

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $130

Eastland 1955 Edition - Hoyt. Color Black. Low Stock. On sale for $125.00. MSRP $250.00. 50% off.

Low Stock

Eastland 1955 Edition Hoyt

Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $125MSRP: $250

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.04. MSRP $194.95. 31% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $135.04MSRP: $194.95

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $148.52. MSRP $218.95. 32% off.

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $148.52MSRP: $218.95

Deer Stags - Brayden. Color Brown. On sale for $55.25. MSRP $100.00. 45% off. 3.3 out of 5 stars

Deer Stags Brayden

Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $55.25MSRP: $100

Deer Stags - Brayden. Color Black. On sale for $70.00. MSRP $100.00. 30% off. 3.3 out of 5 stars

Deer Stags Brayden

Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Black
Price: $70MSRP: $100

Vans - U Mte™ Snow-kicker Gore-tex®. Color Bay Leaf. On sale for $180.00. MSRP $300.00. 40% off.

Vans U Mte™ Snow-kicker Gore-tex®

Vans U Mte™ Snow-kicker Gore-tex®

Brand Name: Vans
Product Name: U Mte™ Snow-kicker Gore-tex®
Gender: Unisex
Color: Bay Leaf
Price: $180MSRP: $300

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $170.00. MSRP $200.00. 15% off.

Low Stock

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $170MSRP: $200

Eastland 1955 Edition - High Fidelity. Color Black Leather. On sale for $108.44. MSRP $135.00. 20% off. 3.6 out of 5 stars

Eastland 1955 Edition High Fidelity

Eastland 1955 Edition High Fidelity

Brand Name: Eastland 1955 Edition
Product Name: High Fidelity
Gender: Men's
Color: Black Leather
Price: $108.44MSRP: $135

Eastland 1955 Edition - Jason. Color Tan. Low Stock. On sale for $63.00. MSRP $90.00. 30% off.

Low Stock

Eastland 1955 Edition Jason

Eastland 1955 Edition Jason

Brand Name: Eastland 1955 Edition
Product Name: Jason
Gender: Men's
Color: Tan
Price: $63MSRP: $90

Kenneth Cole - Wilhem. Color Light Brown. On sale for $132.00. MSRP $164.95. 20% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $132MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $111.45. MSRP $159.95. 30% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $111.45MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $128.00. MSRP $159.95. 20% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $128MSRP: $159.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $77.65. MSRP $118.95. 35% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $77.65MSRP: $118.95

Steve Madden - Hatford. Color Black. On sale for $81.93. MSRP $100.00. 18% off.

Steve Madden Hatford

Steve Madden Hatford

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $81.93MSRP: $100

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $116.25. MSRP $120.00. 3% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $116.25MSRP: $120

Columbia - Landroamer™ Scout NB. Color Curry/Poppy Red. Low Stock. On sale for $82.70. MSRP $100.00. 17% off. 3.7 out of 5 stars

Low Stock

Columbia Landroamer™ Scout NB

Columbia Landroamer™ Scout NB

Brand Name: Columbia
Product Name: Landroamer™ Scout NB
Gender: Men's
Color: Curry/Poppy Red
Price: $82.70MSRP: $100

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $159.95. MSRP $200.00. 20% off. 2.7 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $159.95MSRP: $200

Clarks - Relaxlite Moc. Color Cola Suede. On sale for $84.00. MSRP $110.00. 24% off.

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $84MSRP: $110

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. Low Stock. On sale for $161.50. MSRP $190.00. 15% off. 4.7 out of 5 stars

Low Stock

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Rust Full Grain
Price: $161.50MSRP: $190

Ben Sherman - Countryside Chukka. Color Taupe. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 3.0 out of 5 stars

Low Stock

Ben Sherman Countryside Chukka

Ben Sherman Countryside Chukka

Brand Name: Ben Sherman
Product Name: Countryside Chukka
Gender: Men's
Color: Taupe
Price: $63MSRP: $90

Propet - Traverse. Color Grey/Black. On sale for $74.34. MSRP $129.99. 43% off. 3.3 out of 5 stars

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Grey/Black
Price: $74.34MSRP: $129.99

Sperry - Tour Mid Moc. Color Dark Brown. On sale for $126.00. MSRP $140.00. 10% off.

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $126MSRP: $140

Sperry - Stringer. Color Tan. On sale for $117.00. MSRP $130.00. 10% off.

Sperry Stringer

Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $117MSRP: $130

Dunham - Cloud Plus Mid II Waterproof Boot. Color Brown Leather. Low Stock. On sale for $143.95. MSRP $179.95. 20% off. 4.3 out of 5 stars

Low Stock

Dunham Cloud Plus Mid II Waterproof Boot

Dunham Cloud Plus Mid II Waterproof Boot

Brand Name: Dunham
Product Name: Cloud Plus Mid II Waterproof Boot
Gender: Men's
Color: Brown Leather
Price: $143.95MSRP: $179.95

Frye - Tyler Flex Chelsea. Color Black. On sale for $201.00. MSRP $268.00. 25% off. 3.5 out of 5 stars

Frye Tyler Flex Chelsea

Frye Tyler Flex Chelsea

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Black
Price: $201MSRP: $268