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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 10.5 Ankle Casual Products

52 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

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

Birkenstock - Uppsala Mid Lace-Up - Suede (Men). Color Black 1. On sale for $88.00. MSRP $160.00. 45% off. 5.0 out of 5 stars

Birkenstock Uppsala Mid Lace-Up - Suede (Men)

Birkenstock Uppsala Mid Lace-Up - Suede (Men)

Brand Name: Birkenstock
Product Name: Uppsala Mid Lace-Up - Suede (Men)
Gender: Men's
Color: Black 1
Price: $88MSRP: $160

Columbia - Landroamer Explorer Waterproof. Color Black/Dark Grey. On sale for $90.00. MSRP $120.00. 25% off. 3.8 out of 5 stars

Columbia Landroamer Explorer Waterproof

Columbia Landroamer Explorer Waterproof

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Black/Dark Grey
Price: $90MSRP: $120

Dunham - Brisco. Color Black Leather. On sale for $125.54. MSRP $159.95. 22% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $125.54MSRP: $159.95

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

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $109.95. MSRP $208.00. 47% 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: $109.95MSRP: $208

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $87.24. MSRP $120.00. 27% 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: $87.24MSRP: $120

Eastland 1955 Edition - Chimney Pond. Color Oak. Low Stock. On sale for $94.25. MSRP $145.00. 35% off. 5.0 out of 5 stars

Low Stock

Eastland 1955 Edition Chimney Pond

Eastland 1955 Edition Chimney Pond

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Oak
Price: $94.25MSRP: $145

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 - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. Low Stock. On sale for $159.95. MSRP $210.00. 24% off. 4.4 out of 5 stars

Low Stock

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Black/Black Waterproof
Price: $159.95MSRP: $210

Born - Lincoln. Color Black. On sale for $70.00. MSRP $100.00. 30% off.

Born Lincoln

Born Lincoln

Brand Name: Born
Product Name: Lincoln
Gender: Men's
Color: Black
Price: $70MSRP: $100

Sperry - Mini Lug Chukka. Color Other Brown. On sale for $105.00. MSRP $150.00. 30% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Brown
Price: $105MSRP: $150

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $58.50. 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: Redwood/Dark Brown
Price: $58.50MSRP: $90

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $158.32. MSRP $194.95. 19% 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: $158.32MSRP: $194.95

Rockport - Northfield Waterproof Boots. Color Chocolate. On sale for $119.95. MSRP $159.95. 25% off. 4.3 out of 5 stars

Rockport Northfield Waterproof Boots

Rockport Northfield Waterproof Boots

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Chocolate
Price: $119.95MSRP: $159.95

Florsheim - Renegade Cap Toe Boot. Color Brown Crazy Horse. On sale for $135.00. MSRP $150.00. 10% off. 4.3 out of 5 stars

Florsheim Renegade Cap Toe Boot

Florsheim Renegade Cap Toe Boot

Brand Name: Florsheim
Product Name: Renegade Cap Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $135MSRP: $150

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

Kenneth Cole - Petro. Color Black. On sale for $83.98. MSRP $128.95. 35% off.

Kenneth Cole Petro

Kenneth Cole Petro

Brand Name: Kenneth Cole
Product Name: Petro
Gender: Men's
Color: Black
Price: $83.98MSRP: $128.95

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $59.37. MSRP $90.00. 34% 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: $59.37MSRP: $90

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 - 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

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. $198.00.

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $198

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

Deer Stags - Brayden. Color Brown. On sale for $59.99. MSRP $100.00. 40% 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: $59.99MSRP: $100

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $155.82. MSRP $164.95. 6% off. 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: Black Leather
Price: $155.82MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown 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 Brown Leather
Price: $164.95

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

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $104.11. MSRP $149.95. 31% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $104.11MSRP: $149.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $95.97. MSRP $159.95. 40% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $95.97MSRP: $159.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $77.32. 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: $77.32MSRP: $118.95

Clarks - Relaxlite Moc. Color Black Suede. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Black Suede
Price: $99MSRP: $110

Kenneth Cole - Wilhem. Color Mocha. On sale for $140.20. MSRP $164.95. 15% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $140.20MSRP: $164.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $115.46. MSRP $164.95. 30% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $115.46MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $112.00. 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: $112MSRP: $159.95

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

Born - Lincoln. Color Dark Brown (Bark). On sale for $70.00. MSRP $100.00. 30% off.

Born Lincoln

Born Lincoln

Brand Name: Born
Product Name: Lincoln
Gender: Men's
Color: Dark Brown (Bark)
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 - 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

Kenneth Cole - Frank. Color Black Leather. On sale for $129.50. MSRP $184.95. 30% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $129.50MSRP: $184.95

Vince Camuto - Kameil Waterproof Boot. Color Black. Low Stock. On sale for $170.10. MSRP $189.00. 10% off.

Low Stock

Vince Camuto Kameil Waterproof Boot

Vince Camuto Kameil Waterproof Boot

Brand Name: Vince Camuto
Product Name: Kameil Waterproof Boot
Gender: Men's
Color: Black
Price: $170.10MSRP: $189

Propet - Tanner. Color Brown. On sale for $148.49. MSRP $164.99. 10% off. 3.3 out of 5 stars

Propet Tanner

Propet Tanner

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $148.49MSRP: $164.99

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

Sperry - Gloucester. Color Tan. Low Stock. On sale for $108.00. MSRP $120.00. 10% off.

Low Stock

Sperry Gloucester

Sperry Gloucester

Brand Name: Sperry
Product Name: Gloucester
Gender: Men's
Color: Tan
Price: $108MSRP: $120

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 - Tour Mid Moc. Color Tan. Low Stock. On sale for $126.00. MSRP $140.00. 10% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

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

Propet - Traverse. Color Grey/Black. On sale for $87.47. MSRP $129.99. 33% off. 3.3 out of 5 stars

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Grey/Black
Price: $87.47MSRP: $129.99

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 $97.41. 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: $97.41MSRP: $154.99

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% 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: $140MSRP: $200