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Boots on Sale $50 & Under

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Size 7 Ankle Leather Products

53 items found

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Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $63.00. MSRP $140.00. 55% 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: $63MSRP: $140

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. On sale for $80.00. MSRP $100.00. 20% off. 2.3 out of 5 stars

Columbia Landroamer Scout Nubuck

Columbia Landroamer Scout Nubuck

Brand Name: Columbia
Product Name: Landroamer Scout Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $80MSRP: $100

Rockport - Seamus. Color Dark Brown Suede. On sale for $59.99. MSRP $149.95. 60% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $59.99MSRP: $149.95

Columbia - Landroamer Explorer Waterproof. Color Grill/Desert Sun. On sale for $88.52. MSRP $120.00. 26% 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: Grill/Desert Sun
Price: $88.52MSRP: $120

Columbia - Landroamer Explorer Waterproof. Color Espresso II/Warp Red. On sale for $90.00. MSRP $120.00. 25% 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: $90MSRP: $120

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $109.22. MSRP $130.00. 16% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Wonder Beige/Wonder Beige/Charcoal
Price: $109.22MSRP: $130

Rockport - Mitchell Moc Boot. Color Tan. Low Stock. On sale for $48.97. MSRP $139.95. 65% off. 4.2 out of 5 stars

Low Stock

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Tan
Price: $48.97MSRP: $139.95

Dr. Martens - 1460 WarmWair Grizzly Leather Boots. Color Red. On sale for $135.00. MSRP $180.00. 25% off. 5.0 out of 5 stars

Dr. Martens 1460 WarmWair Grizzly Leather Boots

Dr. Martens 1460 WarmWair Grizzly Leather Boots

Brand Name: Dr. Martens
Product Name: 1460 WarmWair Grizzly Leather Boots
Gender: Unisex
Color: Red
Price: $135MSRP: $180

Dr. Martens - Combs Tech II. Color Black. On sale for $114.60. MSRP $120.00. 5% off. 4.8 out of 5 stars

Dr. Martens Combs Tech II

Dr. Martens Combs Tech II

Brand Name: Dr. Martens
Product Name: Combs Tech II
Gender: Unisex
Color: Black
Price: $114.60MSRP: $120

Steve Madden - Montreaux. Color Tan. Low Stock. On sale for $58.50. MSRP $130.00. 55% off.

Low Stock

Steve Madden Montreaux

Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Indigo. On sale for $112.50. MSRP $125.00. 10% off. 3.4 out of 5 stars

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft Mid Waterproof
Gender: Men's
Color: Indigo
Price: $112.50MSRP: $125

Dr. Martens - 1460. Color Nickel Grey. On sale for $154.49. MSRP $170.00. 9% off.

Dr. Martens 1460

Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Nickel Grey
Price: $154.49MSRP: $170

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

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Black/Black/Grey. On sale for $114.64. MSRP $130.00. 12% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Black/Black/Grey
Price: $114.64MSRP: $130

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $98.44. MSRP $120.00. 18% off. 4.1 out of 5 stars

Sperry Avenue Duck Boot

Sperry Avenue Duck Boot

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $98.44MSRP: $120

KEEN Utility - San Jose 6” Alloy Toe Waterproof 90 Degree Heel. Color Bistre/Gum. $175.00. 3.0 out of 5 stars

KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

Brand Name: KEEN Utility
Product Name: San Jose 6” Alloy Toe Waterproof 90 Degree Heel
Gender: Men's
Color: Bistre/Gum
Price: $175

Rockport - Caspe. Color Taupe Suede. Low Stock. On sale for $59.98. MSRP $149.95. 60% off. 5.0 out of 5 stars

Low Stock

Rockport Caspe

Rockport Caspe

Brand Name: Rockport
Product Name: Caspe
Gender: Men's
Color: Taupe Suede
Price: $59.98MSRP: $149.95

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. Low Stock. On sale for $58.50. MSRP $130.00. 55% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Martindale Chukka Boot

Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $58.50MSRP: $130

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $122.48. MSRP $159.95. 23% off. 2.5 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $122.48MSRP: $159.95

TOMS - Palomar. Color Tan Water Resistant Leather. On sale for $130.31. MSRP $179.95. 28% off.

TOMS Palomar

TOMS Palomar

Brand Name: TOMS
Product Name: Palomar
Gender: Men's
Color: Tan Water Resistant Leather
Price: $130.31MSRP: $179.95

AllSaints - Hank Biker Boots. Color Black. On sale for $248.84. MSRP $379.00. 34% off.

AllSaints Hank Biker Boots

AllSaints Hank Biker Boots

Brand Name: AllSaints
Product Name: Hank Biker Boots
Gender: Men's
Color: Black
Price: $248.84MSRP: $379

AllSaints - Hank Combat Boots. Color Black. On sale for $265.30. MSRP $379.00. 30% off. 5.0 out of 5 stars

AllSaints Hank Combat Boots

AllSaints Hank Combat Boots

Brand Name: AllSaints
Product Name: Hank Combat Boots
Gender: Men's
Color: Black
Price: $265.30MSRP: $379

Clarks - Shepton. Color Sand Suede. On sale for $77.00. MSRP $110.00. 30% off. 2.0 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $77MSRP: $110

Tommy Hilfiger - Nyo. Color Black. Low Stock. On sale for $27.98. MSRP $79.95. 65% off.

Low Stock

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Black
Price: $27.98MSRP: $79.95

TOMS - Griffin. Color Canteen. On sale for $112.00. MSRP $140.00. 20% off.

TOMS Griffin

TOMS Griffin

Brand Name: TOMS
Product Name: Griffin
Gender: Men's
Color: Canteen
Price: $112MSRP: $140

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $396.00. MSRP $495.00. 20% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $396MSRP: $495

Dr. Martens - Combs Tech. Color Savannah Tan. On sale for $78.00. MSRP $120.00. 35% off. 4.4 out of 5 stars

Dr. Martens Combs Tech

Dr. Martens Combs Tech

Brand Name: Dr. Martens
Product Name: Combs Tech
Gender: Unisex
Color: Savannah Tan
Price: $78MSRP: $120

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $116.56. MSRP $130.00. 10% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Olive Strata/Olive Strata/Silver Pebble
Price: $116.56MSRP: $130

Dr. Martens - Rilla. Color Savannah Tan. On sale for $118.14. MSRP $130.00. 9% off.

Dr. Martens Rilla

Dr. Martens Rilla

Brand Name: Dr. Martens
Product Name: Rilla
Gender: Unisex
Color: Savannah Tan
Price: $118.14MSRP: $130

Steve Madden - Palta. Color Sand. $130.00.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $130

KEEN - Hightrail Mid Waterproof. Color Forest Night/Gold Flame. Low Stock. On sale for $139.45. MSRP $154.95. 10% off. 4.0 out of 5 stars

Low Stock

KEEN Hightrail Mid Waterproof

KEEN Hightrail Mid Waterproof

Brand Name: KEEN
Product Name: Hightrail Mid Waterproof
Gender: Men's
Color: Forest Night/Gold Flame
Price: $139.45MSRP: $154.95

Dr. Martens - Bonny Tech Winter Extreme Lace-Up Boots. Color Black. On sale for $105.00. MSRP $140.00. 25% off. 3.0 out of 5 stars

Dr. Martens Bonny Tech Winter Extreme Lace-Up Boots

Dr. Martens Bonny Tech Winter Extreme Lace-Up Boots

Brand Name: Dr. Martens
Product Name: Bonny Tech Winter Extreme Lace-Up Boots
Gender: Unisex
Color: Black
Price: $105MSRP: $140

Vans - U MTE™ Crestline Waterproof. Color Tobacco Brown. On sale for $144.00. MSRP $160.00. 10% off. 5.0 out of 5 stars

Vans U MTE™ Crestline Waterproof

Vans U MTE™ Crestline Waterproof

Brand Name: Vans
Product Name: U MTE™ Crestline Waterproof
Gender: Unisex
Color: Tobacco Brown
Price: $144MSRP: $160

Dr. Martens - Combs Jungle Zip Casual Boots. Color Black. On sale for $105.00. MSRP $140.00. 25% 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: Black
Price: $105MSRP: $140

Sperry - Mini Lug Chukka. Color Other Beige. On sale for $120.00. MSRP $150.00. 20% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Beige
Price: $120MSRP: $150

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. 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: Black/Black
Price: $207MSRP: $230

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

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. On sale for $189.00. MSRP $210.00. 10% off. 4.4 out of 5 stars

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Black/Black Waterproof
Price: $189MSRP: $210

KEEN - Targhee III Mid Waterproof. Color Bungee Cord/Black. On sale for $139.59. MSRP $170.00. 18% off. 4.0 out of 5 stars

KEEN Targhee III Mid Waterproof

KEEN Targhee III Mid Waterproof

Brand Name: KEEN
Product Name: Targhee III Mid Waterproof
Gender: Men's
Color: Bungee Cord/Black
Price: $139.59MSRP: $170

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $251.05. MSRP $260.00. 3% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: British Tan/C
Price: $251.05MSRP: $260

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. On sale for $219.40. MSRP $250.00. 12% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $219.40MSRP: $250

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $110.00. MSRP $115.00. 4% off. 4.2 out of 5 stars

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: $110MSRP: $115

Rockport - Seamus. Color Black Leather. On sale for $82.47. MSRP $149.95. 45% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Black Leather
Price: $82.47MSRP: $149.95

Cole Haan - Grand Remix Chukka. Color Morel Nubuck/Ivory. On sale for $112.00. MSRP $140.00. 20% off. 4.0 out of 5 stars

Cole Haan Grand Remix Chukka

Cole Haan Grand Remix Chukka

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: Morel Nubuck/Ivory
Price: $112MSRP: $140

ECCO - Ultra Terrain Waterproof Mid Hiking. Color Mocha/Mocha/Black. Low Stock. On sale for $158.28. MSRP $225.00. 30% off.

Low Stock

ECCO Ultra Terrain Waterproof Mid Hiking

ECCO Ultra Terrain Waterproof Mid Hiking

Brand Name: ECCO
Product Name: Ultra Terrain Waterproof Mid Hiking
Gender: Men's
Color: Mocha/Mocha/Black
Price: $158.28MSRP: $225

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $117.56. MSRP $159.95. 27% off. 2.5 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Taupe Leather
Price: $117.56MSRP: $159.95

La Sportiva - Tx4 Evo Mid GTX. Color Carbon/Clay. Low Stock. On sale for $119.50. MSRP $239.00. 50% off.

Low Stock

La Sportiva Tx4 Evo Mid GTX

La Sportiva Tx4 Evo Mid GTX

Brand Name: La Sportiva
Product Name: Tx4 Evo Mid GTX
Gender: Men's
Color: Carbon/Clay
Price: $119.50MSRP: $239

Florsheim - Renegade Cap Toe Boot. Color Brown Crazy Horse. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 4.3 out of 5 stars

Low Stock

Florsheim Renegade Cap Toe Boot

Florsheim Renegade Cap Toe Boot

Brand Name: Florsheim
Product Name: Renegade Cap Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $105MSRP: $150

Stacy Adams - Bradley Chelsea Boot. Color Tan. On sale for $133.75. MSRP $160.00. 16% off. 5.0 out of 5 stars

Stacy Adams Bradley Chelsea Boot

Stacy Adams Bradley Chelsea Boot

Brand Name: Stacy Adams
Product Name: Bradley Chelsea Boot
Gender: Men's
Color: Tan
Price: $133.75MSRP: $160

TOMS - Travel Lite Forrest. Color Tan. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $78MSRP: $130

Timberland - Motion Access. Color Light Taupe Knit. Low Stock. On sale for $90.00. MSRP $120.00. 25% off. 4.6 out of 5 stars

Low Stock

Timberland Motion Access

Timberland Motion Access

Brand Name: Timberland
Product Name: Motion Access
Gender: Men's
Color: Light Taupe Knit
Price: $90MSRP: $120

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. Low Stock. On sale for $97.50. MSRP $145.00. 33% 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: Black
Price: $97.50MSRP: $145

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $95.74. MSRP $145.00. 34% off. 4.7 out of 5 stars

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: $95.74MSRP: $145