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Boots on Sale $50 or Less!

Shop Boot Deals

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W Size Ankle Casual Boots

29 items found

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Rockport - Weather or Not Waterproof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $140.00.. 3.8 out of 5 stars

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $140.00

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color Dark Chocolate/Black/Dark Latte. Low Stock. On sale for $225.00. MSRP $250.00.. 5.0 out of 5 stars

Low Stock

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: Dark Chocolate/Black/Dark Latte
Price: $225.00MSRP: $250.00

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color December Sky/Black/Pavement. On sale for $225.00. MSRP $250.00.. 5.0 out of 5 stars

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: December Sky/Black/Pavement
Price: $225.00MSRP: $250.00

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $57.50. MSRP $115.00.. 3.8 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Chelsea Boot

Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $57.50MSRP: $115.00

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. Low Stock. On sale for $76.95. MSRP $95.00.. 3.9 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Chukka Boot

Nunn Bush Otto Plain Toe Chukka Boot

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Gray
Price: $76.95MSRP: $95.00

Cole Haan - Grand+ Boot. Color British Tan Leather/Ivory. Low Stock. On sale for $82.50. MSRP $110.00..

Low Stock

Cole Haan Grand+ Boot

Cole Haan Grand+ Boot

Brand Name: Cole Haan
Product Name: Grand+ Boot
Gender: Men's
Color: British Tan Leather/Ivory
Price: $82.50MSRP: $110.00

Cole Haan - Original Grand Chukka. Color Woodbury Leather/Ivory. Low Stock. On sale for $162.00. MSRP $180.00.. 4.6 out of 5 stars

Low Stock

Cole Haan Original Grand Chukka

Cole Haan Original Grand Chukka

Brand Name: Cole Haan
Product Name: Original Grand Chukka
Gender: Men's
Color: Woodbury Leather/Ivory
Price: $162.00MSRP: $180.00

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $89.99. MSRP $110.00.. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $89.99MSRP: $110.00

Clarks - Bushacre 3. Color Beeswax Leather. On sale for $98.95. MSRP $110.00.. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $98.95MSRP: $110.00

Cole Haan - Washington Grand Laser Chelsea Boot. Color Dark Chocolate Reverse/Black. Low Stock. On sale for $190.82. MSRP $406.00.. 4.4 out of 5 stars

Low Stock

Cole Haan Washington Grand Laser Chelsea Boot

Cole Haan Washington Grand Laser Chelsea Boot

Brand Name: Cole Haan
Product Name: Washington Grand Laser Chelsea Boot
Gender: Men's
Color: Dark Chocolate Reverse/Black
Price: $190.82MSRP: $406.00

Rockport - Mitchell Moc Boot. Color Tan. On sale for $83.97. MSRP $139.95.. 4.2 out of 5 stars

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Tan
Price: $83.97MSRP: $139.95

Territory Boots - Yellowstone. Color Brown. Low Stock. On sale for $57.79. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Brown
Price: $57.79MSRP: $169.99

Propet - Findley. Color Black. On sale for $95.00. MSRP $134.95.. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $95.00MSRP: $134.95

Thomas & Vine - Darko-WD. Color Black. Low Stock. On sale for $78.40. MSRP $169.99.. 3.0 out of 5 stars

Low Stock

Thomas & Vine Darko-WD

Thomas & Vine Darko-WD

Brand Name: Thomas & Vine
Product Name: Darko-WD
Gender: Men's
Color: Black
Price: $78.40MSRP: $169.99

Timberland PRO - Pac Max Boot Liner Midweight. Color Black/Orange. On sale for $71.14. MSRP $80.00.. 3.7 out of 5 stars

Timberland PRO Pac Max Boot Liner Midweight

Timberland PRO Pac Max Boot Liner Midweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Midweight
Gender: Men's
Color: Black/Orange
Price: $71.14MSRP: $80.00

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $95.67. MSRP $115.00.. 4.2 out of 5 stars

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $95.67MSRP: $115.00

Nunn Bush - 1912 Plain Toe Boot. Color Black. Low Stock. On sale for $57.50. MSRP $115.00.. 4.2 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Boot

Nunn Bush 1912 Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Black
Price: $57.50MSRP: $115.00

Rockport - Berenger Plain Toe Chukka. Color Tan. Low Stock. On sale for $99.57. MSRP $119.95.. 3.5 out of 5 stars

Low Stock

Rockport Berenger Plain Toe Chukka

Rockport Berenger Plain Toe Chukka

Brand Name: Rockport
Product Name: Berenger Plain Toe Chukka
Gender: Men's
Color: Tan
Price: $99.57MSRP: $119.95

Rockport - Total Motion Dressport Chukka. Color British Tan. Low Stock. On sale for $95.20. MSRP $140.00.. 4.2 out of 5 stars

Low Stock

Rockport Total Motion Dressport Chukka

Rockport Total Motion Dressport Chukka

Brand Name: Rockport
Product Name: Total Motion Dressport Chukka
Gender: Men's
Color: British Tan
Price: $95.20MSRP: $140.00

Rockport - Weather or Not Boot Waterproof. Color Post Nubuck. On sale for $107.80. MSRP $140.00.. 3.8 out of 5 stars

Rockport Weather or Not Boot Waterproof

Rockport Weather or Not Boot Waterproof

Brand Name: Rockport
Product Name: Weather or Not Boot Waterproof
Gender: Men's
Color: Post Nubuck
Price: $107.80MSRP: $140.00

Rockport - Weather Ready English Moc Boot. Color Wheat Leather. Low Stock. On sale for $107.26. MSRP $144.95.. 4.2 out of 5 stars

Low Stock

Rockport Weather Ready English Moc Boot

Rockport Weather Ready English Moc Boot

Brand Name: Rockport
Product Name: Weather Ready English Moc Boot
Gender: Men's
Color: Wheat Leather
Price: $107.26MSRP: $144.95

Rockport - Mitchell Moc Boot. Color Burgundy. Low Stock. On sale for $100.76. MSRP $139.95.. 4.2 out of 5 stars

Low Stock

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Burgundy
Price: $100.76MSRP: $139.95

SAS - Hatchet. Color Licorice. Low Stock. On sale for $227.09. MSRP $338.95.. 3.8 out of 5 stars

Low Stock

SAS Hatchet

SAS Hatchet

Brand Name: SAS
Product Name: Hatchet
Gender: Men's
Color: Licorice
Price: $227.09MSRP: $338.95

SAS - Hatchet. Color Mahogany. Low Stock. On sale for $254.21. MSRP $338.95.. 3.8 out of 5 stars

Low Stock

SAS Hatchet

SAS Hatchet

Brand Name: SAS
Product Name: Hatchet
Gender: Men's
Color: Mahogany
Price: $254.21MSRP: $338.95

Territory Boots - Yellowstone. Color Grey. Low Stock. On sale for $71.11. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Grey
Price: $71.11MSRP: $169.99

Territory Boots - Yellowstone. Color Black. Low Stock. On sale for $127.49. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Black
Price: $127.49MSRP: $169.99

Nunn Bush - Brewski Moc Toe Chukka Knit with Elastic Bungee. Color Charcoal. Low Stock. On sale for $47.20. MSRP $80.00.. 4.2 out of 5 stars

Low Stock

Nunn Bush Brewski Moc Toe Chukka Knit with Elastic Bungee

Nunn Bush Brewski Moc Toe Chukka Knit with Elastic Bungee

Brand Name: Nunn Bush
Product Name: Brewski Moc Toe Chukka Knit with Elastic Bungee
Gender: Men's
Color: Charcoal
Price: $47.20MSRP: $80.00

Thomas & Vine - Darko-WD. Color Charcoal. Low Stock. On sale for $78.40. MSRP $169.99.. 3.0 out of 5 stars

Low Stock

Thomas & Vine Darko-WD

Thomas & Vine Darko-WD

Brand Name: Thomas & Vine
Product Name: Darko-WD
Gender: Men's
Color: Charcoal
Price: $78.40MSRP: $169.99

Rockport - Weather or Not Waterproof Plain Toe Boot. Color Wheat Nubuck. Low Stock. On sale for $110.96. MSRP $149.95.. 3.8 out of 5 stars

Low Stock

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Wheat Nubuck
Price: $110.96MSRP: $149.95