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Boots on Sale $50 & Under

Shop Boots Deals

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Size 10.5 Ankle Casual Shoes

42 items found

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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

Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. On sale for $104.00. MSRP $260.00. 60% off. 2.0 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

Eastland 1955 Edition - Finn. Color Tan. Low Stock. On sale for $27.00. MSRP $90.00. 70% off.

Low Stock

Eastland 1955 Edition Finn

Eastland 1955 Edition Finn

Brand Name: Eastland 1955 Edition
Product Name: Finn
Gender: Men's
Color: Tan
Price: $27MSRP: $90

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

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

Kenneth Cole - Vesto. Color Medium Brown. On sale for $83.46. MSRP $118.95. 30% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $83.46MSRP: $118.95

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $160.24. MSRP $194.95. 18% 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: $160.24MSRP: $194.95

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

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

Low Stock

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: Woodbury/Dark Roast
Price: $159.95MSRP: $200

Johnston & Murphy - Bolivar Plain Toe Boots. Color Snuff Italian Suede. Low Stock. On sale for $179.97. MSRP $285.00. 37% off.

Low Stock

Johnston & Murphy Bolivar Plain Toe Boots

Johnston & Murphy Bolivar Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Bolivar Plain Toe Boots
Gender: Men's
Color: Snuff Italian Suede
Price: $179.97MSRP: $285

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

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 - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off.

Sperry Newton Boots

Sperry Newton Boots

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

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 - Findley. Color Black. On sale for $102.94. MSRP $154.99. 34% off. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $102.94MSRP: $154.99

Propet - Findley. Color Tan 1. On sale for $97.55. 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: $97.55MSRP: $154.99

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 $79.97. MSRP $159.95. 50% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $79.97MSRP: $159.95

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 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

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $160.33. MSRP $208.00. 23% 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: $160.33MSRP: $208

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $139.95. 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: $139.95MSRP: $200

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Spiced Brown Suede/Water Resistant. $150.00.

Cole Haan Chamberlin Grand Cap Toe Boots

Cole Haan Chamberlin Grand Cap Toe Boots

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Spiced Brown Suede/Water Resistant
Price: $150

Dunham - Brisco. Color Black Leather. On sale for $136.15. MSRP $159.95. 15% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $136.15MSRP: $159.95

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $154.06. MSRP $164.95. 7% 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: $154.06MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. $164.79. 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: $164.79

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 $136.52. MSRP $159.95. 15% 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: $136.52MSRP: $159.95

Birkenstock - Highwood Deep Blue. Color Chocolate. On sale for $115.50. MSRP $210.00. 45% off. 3.2 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

Rockport - Flynn. Color Medium Natural Leather. On sale for $119.96. MSRP $159.95. 25% off. 2.8 out of 5 stars

Rockport Flynn

Rockport Flynn

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Medium Natural Leather
Price: $119.96MSRP: $159.95

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

Sperry - Cold Bay Chukka Realtree. Color Olive. $120.00.

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: $120

Birkenstock - Highwood Deep Blue. Color Black. On sale for $105.00. MSRP $210.00. 50% off. 3.2 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: $105MSRP: $210

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $103.12. 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: $103.12MSRP: $149.95

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

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

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

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

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

Kenneth Cole - Petro. Color Black. On sale for $94.78. MSRP $128.95. 26% off.

Kenneth Cole Petro

Kenneth Cole Petro

Brand Name: Kenneth Cole
Product Name: Petro
Gender: Men's
Color: Black
Price: $94.78MSRP: $128.95