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Boots on Sale $50 & Under

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Size 7 Ankle Comfort Products

52 items found

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Columbia - Landroamer Explorer Waterproof. Color Black/Dark Grey. Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 3.8 out of 5 stars

Low Stock

Columbia Landroamer Explorer Waterproof

Columbia Landroamer Explorer Waterproof

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Black/Dark Grey
Price: $108MSRP: $120

Kenneth Cole - Frank. Color Black Leather. On sale for $133.25. MSRP $184.95. 28% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $133.25MSRP: $184.95

Columbia - Bugaboot III. Color Cordovan/Rusty 1. On sale for $108.72. MSRP $120.00. 9% off. 4.1 out of 5 stars

Columbia Bugaboot III

Columbia Bugaboot III

Brand Name: Columbia
Product Name: Bugaboot III
Gender: Men's
Color: Cordovan/Rusty 1
Price: $108.72MSRP: $120

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Faded Black. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 3.2 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: $75MSRP: $150

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Oatmeal/Brown. On sale for $135.00. MSRP $150.00. 10% off. 3.2 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

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $84.00. MSRP $140.00. 40% 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: $84MSRP: $140

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Black. Low Stock. $134.95. 3.4 out of 5 stars

Low Stock

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: Black
Price: $134.95

Timberland PRO - Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots. Color Grey/Blue. On sale for $99.98. MSRP $125.00. 20% off. 3.7 out of 5 stars

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Brand Name: Timberland PRO
Product Name: Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots
Gender: Men's
Color: Grey/Blue
Price: $99.98MSRP: $125

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $98.72. MSRP $115.00. 14% 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: $98.72MSRP: $115

Clarks - Desert Coal. Color British Tan Suede. Low Stock. On sale for $96.00. MSRP $160.00. 40% off. 4.7 out of 5 stars

Low Stock

Clarks Desert Coal

Clarks Desert Coal

Brand Name: Clarks
Product Name: Desert Coal
Gender: Men's
Color: British Tan Suede
Price: $96MSRP: $160

ECCO - Ultra Terrain Waterproof Mid Hiking. Color Mocha/Mocha/Black. Low Stock. On sale for $202.50. MSRP $225.00. 10% 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: $202.50MSRP: $225

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. On sale for $90.00. MSRP $150.00. 40% off. 3.2 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: $90MSRP: $150

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Black Milled Nubuck. Low Stock. On sale for $139.50. MSRP $155.00. 10% off. 4.7 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Lace-Up Boot

Florsheim Norwalk Plain Toe Lace-Up Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Lace-Up Boot
Gender: Men's
Color: Black Milled Nubuck
Price: $139.50MSRP: $155

Tommy Hilfiger - Tarlin. Color Black. Low Stock. On sale for $105.72. MSRP $119.00. 11% off.

Low Stock

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $105.72MSRP: $119

DieHard - Charger. Color Brown. Low Stock. On sale for $59.97. MSRP $119.95. 50% off. 1.0 out of 5 stars

Low Stock

DieHard Charger

DieHard Charger

Brand Name: DieHard
Product Name: Charger
Gender: Men's
Color: Brown
Price: $59.97MSRP: $119.95

Dr. Martens - 1460. Color Nickel Grey. On sale for $110.50. MSRP $170.00. 35% off.

Dr. Martens 1460

Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Nickel Grey
Price: $110.50MSRP: $170

Rockport - Seamus. Color Black Leather. On sale for $74.97. MSRP $149.95. 50% off. 1.0 out of 5 stars

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Black Leather
Price: $74.97MSRP: $149.95

Merrell - Speed Eco Mid Wp. Color Charcoal. Low Stock. On sale for $126.16. MSRP $140.00. 10% off. 5.0 out of 5 stars

Low Stock

Merrell Speed Eco Mid Wp

Merrell Speed Eco Mid Wp

Brand Name: Merrell
Product Name: Speed Eco Mid Wp
Gender: Men's
Color: Charcoal
Price: $126.16MSRP: $140

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $126.99. MSRP $170.00. 25% off. 3.4 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

TOMS - Travel Lite Forrest. Color Brown. 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: Brown
Price: $78MSRP: $130

Clarks - Shepton. Color Sand Suede. On sale for $71.50. MSRP $110.00. 35% off. 1.7 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $71.50MSRP: $110

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

AllSaints - Hank Biker Boots. Color Black. On sale for $244.11. MSRP $379.00. 36% off.

AllSaints Hank Biker Boots

AllSaints Hank Biker Boots

Brand Name: AllSaints
Product Name: Hank Biker Boots
Gender: Men's
Color: Black
Price: $244.11MSRP: $379

Sperry - Norfolk Boots. Color Brown. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 1.0 out of 5 stars

Low Stock

Sperry Norfolk Boots

Sperry Norfolk Boots

Brand Name: Sperry
Product Name: Norfolk Boots
Gender: Men's
Color: Brown
Price: $90MSRP: $100

Dr. Martens - Bonny Tech Winter Extreme Lace-Up Boots. Color Black. On sale for $98.00. MSRP $140.00. 30% 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: $98MSRP: $140

Kenneth Cole - Wilhem. Color Mocha. On sale for $140.20. MSRP $164.95. 15% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $140.20MSRP: $164.95

Kenneth Cole - Raymond. Color Black Leather. On sale for $125.89. MSRP $184.95. 32% off.

Kenneth Cole Raymond

Kenneth Cole Raymond

Brand Name: Kenneth Cole
Product Name: Raymond
Gender: Men's
Color: Black Leather
Price: $125.89MSRP: $184.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $132.00. MSRP $164.95. 20% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $132MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $111.45. MSRP $159.95. 30% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $111.45MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $108.49. MSRP $159.95. 32% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $108.49MSRP: $159.95

ECCO - Offroad Waterproof High Lace-Up Hiking Boots. Color Black Nubuck/Mocha Oil Nubuck. Low Stock. On sale for $109.00. MSRP $185.00. 41% off. 5.0 out of 5 stars

Low Stock

ECCO Offroad Waterproof High Lace-Up Hiking Boots

ECCO Offroad Waterproof High Lace-Up Hiking Boots

Brand Name: ECCO
Product Name: Offroad Waterproof High Lace-Up Hiking Boots
Gender: Men's
Color: Black Nubuck/Mocha Oil Nubuck
Price: $109MSRP: $185

Columbia - Fairbanks Mid. Color Kettle/Tangy Orange. Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 3.9 out of 5 stars

Low Stock

Columbia Fairbanks Mid

Columbia Fairbanks Mid

Brand Name: Columbia
Product Name: Fairbanks Mid
Gender: Men's
Color: Kettle/Tangy Orange
Price: $108MSRP: $120

Steve Madden - Hatford. Color Black. On sale for $81.93. MSRP $100.00. 18% off.

Steve Madden Hatford

Steve Madden Hatford

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $81.93MSRP: $100

Columbia - Peakfreak Rush Mid Outdry. Color Everblue/Citron Haze. Low Stock. On sale for $123.50. MSRP $130.00. 5% off. 5.0 out of 5 stars

Low Stock

Columbia Peakfreak Rush Mid Outdry

Columbia Peakfreak Rush Mid Outdry

Brand Name: Columbia
Product Name: Peakfreak Rush Mid Outdry
Gender: Men's
Color: Everblue/Citron Haze
Price: $123.50MSRP: $130

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. Low Stock. On sale for $87.05. MSRP $100.00. 13% off. 2.3 out of 5 stars

Low Stock

Columbia Landroamer Scout Nubuck

Columbia Landroamer Scout Nubuck

Brand Name: Columbia
Product Name: Landroamer Scout Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $87.05MSRP: $100

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $111.96. MSRP $120.00. 7% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $111.96MSRP: $120

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $118.45. MSRP $160.00. 26% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Finney Cap Toe Chelsea Boot

Stacy Adams Finney Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Finney Cap Toe Chelsea Boot
Gender: Men's
Color: Navy Multi
Price: $118.45MSRP: $160

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $103.16. MSRP $149.95. 31% 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: $103.16MSRP: $149.95

Clarks - Wallaston Boot. Color Cola Suede. Low Stock. On sale for $97.50. MSRP $120.00. 19% off. 3.7 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

Clarks - Relaxlite Moc. Color Black Suede. Low Stock. On sale for $55.00. MSRP $110.00. 50% off.

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Black Suede
Price: $55MSRP: $110

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $104.53. MSRP $149.95. 30% 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: $104.53MSRP: $149.95

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

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $148.59. MSRP $218.95. 32% off. 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: $148.59MSRP: $218.95

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Black/Black/Grey. On sale for $112.22. MSRP $130.00. 14% 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: $112.22MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $107.14. MSRP $130.00. 18% 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: $107.14MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $102.57. MSRP $130.00. 21% 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: $102.57MSRP: $130

Dansko - Delphine. Color Black Waterproof Burnished. On sale for $120.97. MSRP $219.95. 45% off. 4.3 out of 5 stars

Dansko Delphine

Dansko Delphine

Brand Name: Dansko
Product Name: Delphine
Gender: Women's
Color: Black Waterproof Burnished
Price: $120.97MSRP: $219.95

Columbia - Newton Wander. Color Titanium Grey Steel/Dark Grey. On sale for $99.00. MSRP $110.00. 10% off. 4.3 out of 5 stars

Columbia Newton Wander

Columbia Newton Wander

Brand Name: Columbia
Product Name: Newton Wander
Gender: Men's
Color: Titanium Grey Steel/Dark Grey
Price: $99MSRP: $110

Columbia - Escape Thrive Titanium Mid Outdry. Color Moonstone/Graphite. On sale for $160.00. MSRP $180.00. 11% off.

Columbia Escape Thrive Titanium Mid Outdry

Columbia Escape Thrive Titanium Mid Outdry

Brand Name: Columbia
Product Name: Escape Thrive Titanium Mid Outdry
Gender: Men's
Color: Moonstone/Graphite
Price: $160MSRP: $180

ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. On sale for $206.95. MSRP $229.95. 10% off. 4.0 out of 5 stars

ECCO London Lace Up Waterproof Chukka Boots

ECCO London Lace Up Waterproof Chukka Boots

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $206.95MSRP: $229.95

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.60. MSRP $194.95. 30% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $135.60MSRP: $194.95