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Boots on Sale $50 & Under

Shop Boots Deals

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hunter original refined dark sole chelsea boots

21 items found

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Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. Low Stock. On sale for $170.95. MSRP $189.95. 10% off. 4.4 out of 5 stars

Low Stock

Blundstone BL500 Original 500 Chelsea Boot

Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Gender: Unisex
Color: Stout Brown
Price: $170.95MSRP: $189.95

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. Low Stock. On sale for $100.00. MSRP $200.00. 50% off. 3.0 out of 5 stars

Low Stock

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: $100MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $100.00. MSRP $200.00. 50% off. 3.0 out of 5 stars

Low Stock

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: Black Waterproof/Black/Black
Price: $100MSRP: $200

Polo Ralph Lauren - Asher Leather Chelsea Boots. Color Black. Low Stock. On sale for $186.97. MSRP $198.00. 6% off. 3.0 out of 5 stars

Low Stock

Polo Ralph Lauren Asher Leather Chelsea Boots

Polo Ralph Lauren Asher Leather Chelsea Boots

Brand Name: Polo Ralph Lauren
Product Name: Asher Leather Chelsea Boots
Gender: Men's
Color: Black
Price: $186.97MSRP: $198

Cole Haan - Berkshire Chelsea Boots. Color Dark Sequoia/Natural. Low Stock. On sale for $231.33. MSRP $250.00. 7% 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: Dark Sequoia/Natural
Price: $231.33MSRP: $250

UGG - Neumel Chelsea. Color Rocky Oak. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 4.6 out of 5 stars

Low Stock

UGG Neumel Chelsea

UGG Neumel Chelsea

Brand Name: UGG
Product Name: Neumel Chelsea
Gender: Men's
Color: Rocky Oak
Price: $105MSRP: $150

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $126.99. MSRP $170.00. 25% off. 2.9 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

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $146.21. MSRP $184.95. 21% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $146.21MSRP: $184.95

Kenneth Cole - Frank. Color Black Leather. On sale for $137.68. MSRP $184.95. 26% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $137.68MSRP: $184.95

Clarks - Wallaston Boot. Color Cola Suede. Low Stock. On sale for $97.50. MSRP $120.00. 19% off. 4.2 out of 5 stars

Low Stock

Clarks Wallaston Boot

Clarks Wallaston Boot

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

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. Low Stock. On sale for $115.00. MSRP $230.00. 50% off.

Low Stock

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: $115MSRP: $230

UGG - Classic Ultra Mini. Color Mangolia Leaf. $159.99. 3.9 out of 5 stars

UGG Classic Ultra Mini

UGG Classic Ultra Mini

Brand Name: UGG
Product Name: Classic Ultra Mini
Gender: Men's
Color: Mangolia Leaf
Price: $159.99

Sperry - AO Double Sole Cross Lace MM. Color Dark Tan. Low Stock. On sale for $84.00. MSRP $120.00. 30% off. 4.1 out of 5 stars

Low Stock

Sperry AO Double Sole Cross Lace MM

Sperry AO Double Sole Cross Lace MM

Brand Name: Sperry
Product Name: AO Double Sole Cross Lace MM
Gender: Men's
Color: Dark Tan
Price: $84MSRP: $120

Globe - Dover. Color Black Suede/Gillette. Low Stock. On sale for $69.96. MSRP $99.95. 30% off. 4.3 out of 5 stars

Low Stock

Globe Dover

Globe Dover

Brand Name: Globe
Product Name: Dover
Gender: Men's
Color: Black Suede/Gillette
Price: $69.96MSRP: $99.95

Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. Low Stock. On sale for $42.00. MSRP $140.00. 70% off. 3.4 out of 5 stars

Low Stock

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: $42MSRP: $140

Dr. Martens - 2976 Bex. Color Dark Brown. Low Stock. On sale for $162.12. MSRP $180.00. 10% off. 3.3 out of 5 stars

Low Stock

Dr. Martens 2976 Bex

Dr. Martens 2976 Bex

Brand Name: Dr. Martens
Product Name: 2976 Bex
Gender: Unisex
Color: Dark Brown
Price: $162.12MSRP: $180

Birkenstock - Highwood Deep Blue. Color Dark Tea. On sale for $136.50. MSRP $210.00. 35% off. 4.3 out of 5 stars

Birkenstock Highwood Deep Blue

Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Dark Tea
Price: $136.50MSRP: $210

Kenneth Cole - Todd. Color Dark Brown Leather. $218.95. 3.0 out of 5 stars

Kenneth Cole Todd

Kenneth Cole Todd

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

KEEN - Targhee 4 Mid Height Durable Comfortable Waterproof. Color Dark Olive/Gold Flame. Low Stock. On sale for $152.95. MSRP $169.95. 10% off. 4.0 out of 5 stars

Low Stock

KEEN Targhee 4 Mid Height Durable Comfortable Waterproof

KEEN Targhee 4 Mid Height Durable Comfortable Waterproof

Brand Name: KEEN
Product Name: Targhee 4 Mid Height Durable Comfortable Waterproof
Gender: Men's
Color: Dark Olive/Gold Flame
Price: $152.95MSRP: $169.95

Columbia - Fairbanks Omni-Heat. Color Graphite/Dark Moss 1. Low Stock. On sale for $61.83. MSRP $125.00. 51% off. 4.4 out of 5 stars

Low Stock

Columbia Fairbanks Omni-Heat

Columbia Fairbanks Omni-Heat

Brand Name: Columbia
Product Name: Fairbanks Omni-Heat
Gender: Men's
Color: Graphite/Dark Moss 1
Price: $61.83MSRP: $125

Columbia - Crestwood Mid Waterproof. Color Dark Grey/Mountain Red. On sale for $90.00. MSRP $100.00. 10% off. 4.1 out of 5 stars

Columbia Crestwood Mid Waterproof

Columbia Crestwood Mid Waterproof

Brand Name: Columbia
Product Name: Crestwood Mid Waterproof
Gender: Men's
Color: Dark Grey/Mountain Red
Price: $90MSRP: $100