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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Ankle Elastic On Sale Products

32 items found

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UGG - Neumel Weather Hybrid. Color Mustard Seed/Summer Wheat. On sale for $171.00. MSRP $190.00. 10% off. 4.3 out of 5 stars

UGG Neumel Weather Hybrid

UGG Neumel Weather Hybrid

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Mustard Seed/Summer Wheat
Price: $171MSRP: $190

Dr. Martens - 2976. Color Olive. On sale for $99.00. MSRP $180.00. 45% 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: $99MSRP: $180

UGG - Ultra Mini Crafted Regenerate. Color Sand. Low Stock. On sale for $134.00. MSRP $200.00. 33% off. 4.2 out of 5 stars

Low Stock

UGG Ultra Mini Crafted Regenerate

UGG Ultra Mini Crafted Regenerate

Brand Name: UGG
Product Name: Ultra Mini Crafted Regenerate
Gender: Unisex
Color: Sand
Price: $134MSRP: $200

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

Reef - Swellsole Scallywag. Color Black/White/Gum. Low Stock. On sale for $57.75. MSRP $105.00. 45% off. 4.0 out of 5 stars

Low Stock

Reef Swellsole Scallywag

Reef Swellsole Scallywag

Brand Name: Reef
Product Name: Swellsole Scallywag
Gender: Men's
Color: Black/White/Gum
Price: $57.75MSRP: $105

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Faded Black. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 3.5 out of 5 stars

Low Stock

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Faded Black
Price: $105MSRP: $150

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Bay Leaf. On sale for $105.00. MSRP $150.00. 30% off. 3.5 out of 5 stars

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Bay Leaf
Price: $105MSRP: $150

UGG - Biltmore Chelsea. Color Chestnut Suede. Low Stock. On sale for $74.97. MSRP $149.95. 50% off. 4.4 out of 5 stars

Low Stock

UGG Biltmore Chelsea

UGG Biltmore Chelsea

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Chestnut Suede
Price: $74.97MSRP: $149.95

Sanuk - Chel-sea Rain. Color Mushroom. On sale for $80.00. MSRP $100.00. 20% off.

Sanuk Chel-sea Rain

Sanuk Chel-sea Rain

Brand Name: Sanuk
Product Name: Chel-sea Rain
Gender: Men's
Color: Mushroom
Price: $80MSRP: $100

SeaVees - Bolinas Offshore Boot. Color Black. Low Stock. On sale for $77.00. MSRP $110.00. 30% off. 3.2 out of 5 stars

Low Stock

SeaVees Bolinas Offshore Boot

SeaVees Bolinas Offshore Boot

Brand Name: SeaVees
Product Name: Bolinas Offshore Boot
Gender: Men's
Color: Black
Price: $77MSRP: $110

Johnston & Murphy - Hartley Chelsea. Color Brown Italian Calfskin. Low Stock. On sale for $97.50. MSRP $325.00. 70% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Hartley Chelsea

Johnston & Murphy Hartley Chelsea

Brand Name: Johnston & Murphy
Product Name: Hartley Chelsea
Gender: Men's
Color: Brown Italian Calfskin
Price: $97.50MSRP: $325

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. On sale for $105.00. MSRP $150.00. 30% off. 3.5 out of 5 stars

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: 30th Anniversary Gray Olive
Price: $105MSRP: $150

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Oatmeal/Brown. On sale for $135.00. MSRP $150.00. 10% off. 3.5 out of 5 stars

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Oatmeal/Brown
Price: $135MSRP: $150

Sanuk - Chel-sea Rain. Color Black. On sale for $75.00. MSRP $100.00. 25% off.

Sanuk Chel-sea Rain

Sanuk Chel-sea Rain

Brand Name: Sanuk
Product Name: Chel-sea Rain
Gender: Men's
Color: Black
Price: $75MSRP: $100

SOREL - Carson™ Chelsea Waterproof. Color Brown. Low Stock. On sale for $46.50. MSRP $155.00. 70% 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: $46.50MSRP: $155

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $99.25. MSRP $115.00. 14% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $99.25MSRP: $115

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. Low Stock. On sale for $111.08. MSRP $145.00. 23% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Maury Cap Toe Chelsea Boot

Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Cognac
Price: $111.08MSRP: $145

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. Low Stock. On sale for $55.60. MSRP $145.00. 62% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Maury Cap Toe Chelsea Boot

Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Chocolate
Price: $55.60MSRP: $145

Johnston & Murphy - Calder Chelsea Boots. Color Black Tumbled Full Grain. Low Stock. On sale for $85.50. MSRP $179.00. 52% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Calder Chelsea Boots

Johnston & Murphy Calder Chelsea Boots

Brand Name: Johnston & Murphy
Product Name: Calder Chelsea Boots
Gender: Men's
Color: Black Tumbled Full Grain
Price: $85.50MSRP: $179

Cole Haan - Roundhill Grand Chelsea Boots. Color Woodbury/Water Resistant. Low Stock. On sale for $221.00. MSRP $260.00. 15% off. 5.0 out of 5 stars

Low Stock

Cole Haan Roundhill Grand Chelsea Boots

Cole Haan Roundhill Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chelsea Boots
Gender: Men's
Color: Woodbury/Water Resistant
Price: $221MSRP: $260

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $150.00. MSRP $200.00. 25% 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: $150MSRP: $200

Cole Haan - Roundhill Grand Chelsea Boots. Color Black/Black Waterproof. Low Stock. On sale for $234.00. MSRP $260.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Roundhill Grand Chelsea Boots

Cole Haan Roundhill Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chelsea Boots
Gender: Men's
Color: Black/Black Waterproof
Price: $234MSRP: $260

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $180.00. MSRP $200.00. 10% off.

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: $180MSRP: $200

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

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Black. Low Stock. On sale for $148.45. MSRP $164.95. 10% off. 4.3 out of 5 stars

Low Stock

Ariat Turbo Chelsea Waterproof Carbon Toe EH

Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Black
Price: $148.45MSRP: $164.95

UGG - Neumel Chelsea. Color Rocky Oak. Low Stock. On sale for $135.00. MSRP $150.00. 10% 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: $135MSRP: $150

Columbia - Landroamer™ Scout. Color Black/Dark Grey. Low Stock. On sale for $82.56. MSRP $100.00. 17% 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: $82.56MSRP: $100

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

Dr. Martens 2976

Dr. Martens 2976

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

Sperry - Mountain-Sider Chelsea. Color Brown. Low Stock. On sale for $74.72. MSRP $130.00. 43% off.

Low Stock

Sperry Mountain-Sider Chelsea

Sperry Mountain-Sider Chelsea

Brand Name: Sperry
Product Name: Mountain-Sider Chelsea
Gender: Men's
Color: Brown
Price: $74.72MSRP: $130

Frye - Tyler Flex Chelsea. Color Black. On sale for $201.00. MSRP $268.00. 25% off. 3.5 out of 5 stars

Frye Tyler Flex Chelsea

Frye Tyler Flex Chelsea

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Black
Price: $201MSRP: $268

Globe - Dover II Trek. Color Wheat/Gum/Summit. On sale for $87.46. MSRP $124.95. 30% off.

Globe Dover II Trek

Globe Dover II Trek

Brand Name: Globe
Product Name: Dover II Trek
Gender: Men's
Color: Wheat/Gum/Summit
Price: $87.46MSRP: $124.95

Sperry - Clifton Boots. Color Black. Low Stock. On sale for $82.50. MSRP $110.00. 25% off. 5.0 out of 5 stars

Low Stock

Sperry Clifton Boots

Sperry Clifton Boots

Brand Name: Sperry
Product Name: Clifton Boots
Gender: Men's
Color: Black
Price: $82.50MSRP: $110