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Boots on Sale $50 & Under

Shop Boots Deals

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Size 14 Ankle Casual Products

28 items found

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The North Face - Never Stop Exploring Chukka Suede. Color TNF Black/Asphalt Grey. On sale for $75.00. MSRP $125.00. 40% off. 4.1 out of 5 stars

The North Face Never Stop Exploring Chukka Suede

The North Face Never Stop Exploring Chukka Suede

Brand Name: The North Face
Product Name: Never Stop Exploring Chukka Suede
Gender: Men's
Color: TNF Black/Asphalt Grey
Price: $75.00MSRP: $125.00

Columbia - Landroamer Explorer Waterproof. Color Espresso II/Warp Red. On sale for $84.00. MSRP $120.00. 30% off. 3.8 out of 5 stars

Columbia Landroamer Explorer Waterproof

Columbia Landroamer Explorer Waterproof

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Espresso II/Warp Red
Price: $84.00MSRP: $120.00

The North Face - Never Stop Exploring Chukka Suede. Color Almond Butter/Warm Sand. On sale for $75.00. MSRP $125.00. 40% off. 4.1 out of 5 stars

The North Face Never Stop Exploring Chukka Suede

The North Face Never Stop Exploring Chukka Suede

Brand Name: The North Face
Product Name: Never Stop Exploring Chukka Suede
Gender: Men's
Color: Almond Butter/Warm Sand
Price: $75.00MSRP: $125.00

Dr. Martens - 2976. Color Saddle Tan. 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: Saddle Tan
Price: $99.00MSRP: $180.00

Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $91.00. MSRP $140.00. 35% off. 3.8 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: $91.00MSRP: $140.00

Dunham - Alpine Mid Boots. Color Black Leather. $164.95. 3.2 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Black Leather
Price: $164.95

Columbia - Landroamer™ Scout NB. Color Curry/Poppy Red. On sale for $71.33. MSRP $100.00. 29% off. 3.4 out of 5 stars

Columbia Landroamer™ Scout NB

Columbia Landroamer™ Scout NB

Brand Name: Columbia
Product Name: Landroamer™ Scout NB
Gender: Men's
Color: Curry/Poppy Red
Price: $71.33MSRP: $100.00

Anthony Veer - Jefferson Chelsea Boot. Color Black. Low Stock. On sale for $102.47. MSRP $204.95. 50% off. 4.3 out of 5 stars

Low Stock

Anthony Veer Jefferson Chelsea Boot

Anthony Veer Jefferson Chelsea Boot

Brand Name: Anthony Veer
Product Name: Jefferson Chelsea Boot
Gender: Men's
Color: Black
Price: $102.47MSRP: $204.95

Polo Ralph Lauren - Ranger Boot. Color Polo Tan. $198.00. 4.7 out of 5 stars

Polo Ralph Lauren Ranger Boot

Polo Ralph Lauren Ranger Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Boot
Gender: Men's
Color: Polo Tan
Price: $198.00

Steve Madden - Harken - Extended Sizes. Color Black. Low Stock. On sale for $69.99. MSRP $99.99. 30% off. 4.1 out of 5 stars

Low Stock

Steve Madden Harken - Extended Sizes

Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Gender: Men's
Color: Black
Price: $69.99MSRP: $99.99

Globe - Dover II. Color Black/Wasted Talent. Low Stock. On sale for $99.96. MSRP $124.95. 20% off. 4.8 out of 5 stars

Low Stock

Globe Dover II

Globe Dover II

Brand Name: Globe
Product Name: Dover II
Gender: Men's
Color: Black/Wasted Talent
Price: $99.96MSRP: $124.95

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $89.97. MSRP $149.95. 40% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Taupe Multi
Price: $89.97MSRP: $149.95

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $116.41. MSRP $149.95. 22% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $116.41MSRP: $149.95

UGG - Classic Mini. Color Hickory. $159.95. 4.5 out of 5 stars

UGG Classic Mini

UGG Classic Mini

Brand Name: UGG
Product Name: Classic Mini
Gender: Men's
Color: Hickory
Price: $159.95

Propet - Traverse. Color Sand/Brown. Low Stock. On sale for $69.97. MSRP $129.99. 46% off. 3.3 out of 5 stars

Low Stock

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Sand/Brown
Price: $69.97MSRP: $129.99

Bogs - Classic Casual Rain. Color Cognac Multi. Low Stock. On sale for $89.82. MSRP $135.00. 33% off. 4.4 out of 5 stars

Low Stock

Bogs Classic Casual Rain

Bogs Classic Casual Rain

Brand Name: Bogs
Product Name: Classic Casual Rain
Gender: Men's
Color: Cognac Multi
Price: $89.82MSRP: $135.00

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. $198.00.

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $198.00

Drew - Trek Waterproof Boot. Color Black Nubuck. Low Stock. On sale for $132.75. MSRP $295.00. 55% off. 4.1 out of 5 stars

Low Stock

Drew Trek Waterproof Boot

Drew Trek Waterproof Boot

Brand Name: Drew
Product Name: Trek Waterproof Boot
Gender: Men's
Color: Black Nubuck
Price: $132.75MSRP: $295.00

Johnston & Murphy - Raleigh Double Buckle Boots. Color Mahogany Full Grain. Low Stock. On sale for $157.25. MSRP $185.00. 15% off.

Low Stock

Johnston & Murphy Raleigh Double Buckle Boots

Johnston & Murphy Raleigh Double Buckle Boots

Brand Name: Johnston & Murphy
Product Name: Raleigh Double Buckle Boots
Gender: Men's
Color: Mahogany Full Grain
Price: $157.25MSRP: $185.00

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $158.75. MSRP $164.95. 4% off. 3.2 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $158.75MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $135.99. MSRP $164.95. 18% off. 3.2 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $135.99MSRP: $164.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $138.97. MSRP $159.95. 13% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $138.97MSRP: $159.95

Dunham - Brisco. Color Black Leather. On sale for $114.36. MSRP $159.95. 29% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $114.36MSRP: $159.95

Columbia - Newton Ridge™ BC. Color Ash Brown/Waterfall. On sale for $70.00. MSRP $100.00. 30% off. 3.9 out of 5 stars

Columbia Newton Ridge™ BC

Columbia Newton Ridge™ BC

Brand Name: Columbia
Product Name: Newton Ridge™ BC
Gender: Men's
Color: Ash Brown/Waterfall
Price: $70.00MSRP: $100.00

Dr. Martens - Rilla. Color Savannah Tan. On sale for $116.31. MSRP $130.00. 11% off.

Dr. Martens Rilla

Dr. Martens Rilla

Brand Name: Dr. Martens
Product Name: Rilla
Gender: Unisex
Color: Savannah Tan
Price: $116.31MSRP: $130.00

Dr. Martens - 1460. Color Muted Purple. Low Stock. On sale for $144.45. MSRP $170.00. 15% off. 5.0 out of 5 stars

Low Stock

Dr. Martens 1460

Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Muted Purple
Price: $144.45MSRP: $170.00

Dr. Martens - 1460 Pascal. Color Powder Pink. On sale for $153.00. MSRP $170.00. 10% off. 4.5 out of 5 stars

Dr. Martens 1460 Pascal

Dr. Martens 1460 Pascal

Brand Name: Dr. Martens
Product Name: 1460 Pascal
Gender: Unisex
Color: Powder Pink
Price: $153.00MSRP: $170.00

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $118.15. MSRP $138.00. 14% off. 4.2 out of 5 stars

Polo Ralph Lauren Talan Chukka Boot

Polo Ralph Lauren Talan Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Talan Chukka Boot
Gender: Men's
Color: Defender Green
Price: $118.15MSRP: $138.00