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Boots on Sale $50 & Under

Shop Boots Deals

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hunter original refined dark sole chelsea boots

20 items found

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Dr. Martens - 2976. Color Olive. On sale for $133.86. MSRP $180.00. 26% off. 3.4 out of 5 stars

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Olive
Price: $133.86MSRP: $180

Dr. Martens - 2976. Color Saddle Tan. Low Stock. On sale for $126.00. MSRP $180.00. 30% off. 3.4 out of 5 stars

Low Stock

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Saddle Tan
Price: $126MSRP: $180

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $99.95. MSRP $200.00. 50% 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: $99.95MSRP: $200

Dockers - Ettrick. Color Dark Brown. Low Stock. On sale for $67.55. MSRP $85.00. 21% off.

Low Stock

Dockers Ettrick

Dockers Ettrick

Brand Name: Dockers
Product Name: Ettrick
Gender: Men's
Color: Dark Brown
Price: $67.55MSRP: $85

Cole Haan - Berkshire Chelsea Boots. Color Lava Suede/Dark. Low Stock. On sale for $210.81. MSRP $250.00. 16% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $210.81MSRP: $250

Cole Haan - Berkshire Chelsea Boots. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. $220.00. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Pavement Nubuck/Demitasse Water Resistant
Price: $220

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. On sale for $129.95. MSRP $260.00. 50% off. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: British Tan/C
Price: $129.95MSRP: $260

SOREL - Carson™ Chelsea Waterproof. Color Brown. Low Stock. On sale for $65.25. MSRP $155.00. 58% off. 1.0 out of 5 stars

Low Stock

SOREL Carson™ Chelsea Waterproof

SOREL Carson™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Brown
Price: $65.25MSRP: $155

Steve Madden - Highline. Color Sand Suede. Low Stock. On sale for $87.53. MSRP $109.95. 20% off. 4.2 out of 5 stars

Low Stock

Steve Madden Highline

Steve Madden Highline

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Sand Suede
Price: $87.53MSRP: $109.95

Steve Madden - Highline. Color Black Suede. On sale for $79.98. MSRP $109.95. 27% off. 4.2 out of 5 stars

Steve Madden Highline

Steve Madden Highline

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Black Suede
Price: $79.98MSRP: $109.95

Kenneth Cole - Frank. Color Black Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $111MSRP: $184.95

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $111MSRP: $184.95

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. On sale for $207.00. MSRP $230.00. 10% off.

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Woodbury/Dark Natural/Silver Birch
Price: $207MSRP: $230

HUGO BOSS - Ryan Chelsea Boot. Color Dark Brown. Low Stock. On sale for $179.10. MSRP $199.00. 10% off.

Low Stock

HUGO BOSS Ryan Chelsea Boot

HUGO BOSS Ryan Chelsea Boot

Brand Name: HUGO BOSS
Product Name: Ryan Chelsea Boot
Gender: Men's
Color: Dark Brown
Price: $179.10MSRP: $199

Oboz - Bozeman Mid Leather B-DRY. Color Dark Earth. Low Stock. On sale for $131.00. MSRP $165.00. 21% off. 4.5 out of 5 stars

Low Stock

Oboz Bozeman Mid Leather B-DRY

Oboz Bozeman Mid Leather B-DRY

Brand Name: Oboz
Product Name: Bozeman Mid Leather B-DRY
Gender: Men's
Color: Dark Earth
Price: $131MSRP: $165

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $131.40. MSRP $218.95. 40% off.

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $131.40MSRP: $218.95

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $97.00. MSRP $125.00. 22% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Dark Brown 2
Price: $97MSRP: $125

Columbia - Landroamer™ Scout. Color Black/Dark Grey. Low Stock. On sale for $74.45. MSRP $100.00. 26% off. 4.2 out of 5 stars

Low Stock

Columbia Landroamer™ Scout

Columbia Landroamer™ Scout

Brand Name: Columbia
Product Name: Landroamer™ Scout
Gender: Men's
Color: Black/Dark Grey
Price: $74.45MSRP: $100

Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $52.00. MSRP $140.00. 63% off. 3.4 out of 5 stars

Dr. Martens Combs Jungle Zip Casual Boots

Dr. Martens Combs Jungle Zip Casual Boots

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Dark Khaki
Price: $52MSRP: $140

UGG - Classic Mini. Color Dark Grey. Low Stock. On sale for $97.31. MSRP $160.00. 39% off. 4.5 out of 5 stars

Low Stock

UGG Classic Mini

UGG Classic Mini

Brand Name: UGG
Product Name: Classic Mini
Gender: Men's
Color: Dark Grey
Price: $97.31MSRP: $160