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Boots on Sale $50 & Under

Shop Boots Deals

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mens rockport classic break chukka

27 items found

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Propet - Findley. Color Tan. Low Stock. On sale for $95.00. MSRP $134.99. 30% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan
Price: $95MSRP: $134.99

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $75.10. MSRP $115.00. 35% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Madison Men's Chukka

Dr. Scholl's Madison Men's Chukka

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Mocha Taupe Textured Nubuck
Price: $75.10MSRP: $115

Sperry - Coldbay Chukka Realtree MM. Color Olive. $120.00.

Sperry Coldbay Chukka Realtree MM

Sperry Coldbay Chukka Realtree MM

Brand Name: Sperry
Product Name: Coldbay Chukka Realtree MM
Gender: Men's
Color: Olive
Price: $120

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. $200.00. 2.2 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: Scotch/Alabaster
Price: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $140.00. MSRP $200.00. 30% off. 2.2 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: $140MSRP: $200

Johnston & Murphy - Upton Chukka. Color Navy Nubuck. Low Stock. On sale for $84.50. MSRP $169.00. 50% off. 4.1 out of 5 stars

Low Stock

Johnston & Murphy Upton Chukka

Johnston & Murphy Upton Chukka

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Navy Nubuck
Price: $84.50MSRP: $169

The Original Muck Boot Company - Edgewater Classic. Color Black. Low Stock. On sale for $108.17. MSRP $115.00. 6% off. 3.0 out of 5 stars

Low Stock

The Original Muck Boot Company Edgewater Classic

The Original Muck Boot Company Edgewater Classic

Brand Name: The Original Muck Boot Company
Product Name: Edgewater Classic
Gender: Men's
Color: Black
Price: $108.17MSRP: $115

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Kenneth Cole - Vesto. Color Medium Brown. On sale for $83.30. 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: $83.30MSRP: $118.95

Kenneth Cole - Vesto. Color Black. On sale for $83.30. MSRP $118.95. 30% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $83.30MSRP: $118.95

UGG - Neumel Crafted Regenerate. Color Chestnut. Low Stock. On sale for $136.50. MSRP $210.00. 35% off. 4.2 out of 5 stars

Low Stock

UGG Neumel Crafted Regenerate

UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Gender: Unisex
Color: Chestnut
Price: $136.50MSRP: $210

Born - Ethan. Color Taupe (Avola). On sale for $97.48. MSRP $150.00. 35% off. 2.0 out of 5 stars

Born Ethan

Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $97.48MSRP: $150

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $54.04. MSRP $90.00. 40% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.04MSRP: $90

UGG - Neumel Crafted Regenerate. Color Burnt Cedar. Low Stock. On sale for $100.00. MSRP $200.00. 50% off. 4.2 out of 5 stars

Low Stock

UGG Neumel Crafted Regenerate

UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Gender: Unisex
Color: Burnt Cedar
Price: $100MSRP: $200

Rockport - Ports of Call Perth. Color Navy Blue Leather. $149.95. 4.2 out of 5 stars

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Navy Blue Leather
Price: $149.95

Rockport - Total Motion Court T-Toe. Color White. Low Stock. On sale for $112.67. MSRP $120.00. 6% off. 5.0 out of 5 stars

Low Stock

Rockport Total Motion Court T-Toe

Rockport Total Motion Court T-Toe

Brand Name: Rockport
Product Name: Total Motion Court T-Toe
Gender: Men's
Color: White
Price: $112.67MSRP: $120

Rockport - Ports of Call Perth. Color Tobacco. Low Stock. On sale for $140.00. MSRP $150.00. 7% off. 4.2 out of 5 stars

Low Stock

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Tobacco
Price: $140MSRP: $150

Rockport - Caspe. Color Black Leather. Low Stock. On sale for $74.97. MSRP $149.95. 50% off. 5.0 out of 5 stars

Low Stock

Rockport Caspe

Rockport Caspe

Brand Name: Rockport
Product Name: Caspe
Gender: Men's
Color: Black Leather
Price: $74.97MSRP: $149.95

Rockport - DMX Colby. Color White Leather. Low Stock. On sale for $82.47. MSRP $164.95. 50% off. 3.7 out of 5 stars

Low Stock

Rockport DMX Colby

Rockport DMX Colby

Brand Name: Rockport
Product Name: DMX Colby
Gender: Men's
Color: White Leather
Price: $82.47MSRP: $164.95

Rockport - Ports of Call Perth. Color Chocolate/Bark. Low Stock. On sale for $45.00. MSRP $150.00. 70% off. 4.2 out of 5 stars

Low Stock

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Chocolate/Bark
Price: $45MSRP: $150

Converse - Chuck Taylor All Star Plaid. Color Black/Altitude Lilac/White. Low Stock. On sale for $29.25. MSRP $65.00. 55% off.

Low Stock

Converse Chuck Taylor All Star Plaid

Converse Chuck Taylor All Star Plaid

Brand Name: Converse
Product Name: Chuck Taylor All Star Plaid
Gender: Unisex
Color: Black/Altitude Lilac/White
Price: $29.25MSRP: $65

Rockport - Darwyn Fishermen. Color Brown II Leather. On sale for $64.99. MSRP $109.95. 41% off. 4.1 out of 5 stars

Rockport Darwyn Fishermen

Rockport Darwyn Fishermen

Brand Name: Rockport
Product Name: Darwyn Fishermen
Gender: Men's
Color: Brown II Leather
Price: $64.99MSRP: $109.95

Clarks - Wallaston Boot. Color Cola Suede. On sale for $97.50. MSRP $120.00. 19% off. 4.0 out of 5 stars

Clarks Wallaston Boot

Clarks Wallaston Boot

Brand Name: Clarks
Product Name: Wallaston Boot
Gender: Men's
Color: Cola Suede
Price: $97.50MSRP: $120

Clarks - Relaxlite Moc. Color Cola Suede. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 5.0 out of 5 stars

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $66MSRP: $110

Clarks - Shepton. Color Sand Suede. On sale for $60.06. MSRP $110.00. 45% off. 2.0 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $60.06MSRP: $110

Clarks - Relaxlite Moc. Color Black Suede. Low Stock. On sale for $49.50. MSRP $110.00. 55% off. 5.0 out of 5 stars

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Black Suede
Price: $49.50MSRP: $110

Rockport - Total Motion Leah Pump. Color Black Nappa. Low Stock. On sale for $117.38. MSRP $125.00. 6% off. 3.6 out of 5 stars

Low Stock

Rockport Total Motion Leah Pump

Rockport Total Motion Leah Pump

Brand Name: Rockport
Product Name: Total Motion Leah Pump
Gender: Women's
Color: Black Nappa
Price: $117.38MSRP: $125