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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 8.5 Ankle Solid Shoes

37 items found

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Eastland 1955 Edition - Hugo. Color Black. Low Stock. On sale for $34.97. MSRP $100.00. 65% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100

Propet - Varese. Color Grey/Black. On sale for $77.49. MSRP $154.99. 50% off. 3.7 out of 5 stars

Propet Varese

Propet Varese

Brand Name: Propet
Product Name: Varese
Gender: Men's
Color: Grey/Black
Price: $77.49MSRP: $154.99

Columbia - Landroamer Explorer Waterproof. Color Grill/Desert Sun. On sale for $88.01. MSRP $120.00. 27% 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: $88.01MSRP: $120

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Durum. Low Stock. On sale for $120.23. MSRP $125.00. 4% off. 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: Durum
Price: $120.23MSRP: $125

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $70.00. MSRP $100.00. 30% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $70MSRP: $100

Steve Madden - Palta. Color Sand. On sale for $91.00. MSRP $130.00. 30% off.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $91MSRP: $130

SOREL - Carson™ Chelsea Waterproof. Color Brown. Low Stock. On sale for $131.75. MSRP $155.00. 15% 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: $131.75MSRP: $155

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $166.46. MSRP $170.00. 2% off. 4.6 out of 5 stars

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Wheat Full Grain
Price: $166.46MSRP: $170

Clarks - Desert Boots. Color Navy Suede. On sale for $120.00. MSRP $150.00. 20% off.

Clarks Desert Boots

Clarks Desert Boots

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Navy Suede
Price: $120MSRP: $150

Steve Madden - Merrnie. Color Tan. On sale for $71.99. MSRP $79.99. 10% off.

Steve Madden Merrnie

Steve Madden Merrnie

Brand Name: Steve Madden
Product Name: Merrnie
Gender: Men's
Color: Tan
Price: $71.99MSRP: $79.99

Propet - Varese. Color Black. On sale for $77.49. MSRP $154.99. 50% off. 3.7 out of 5 stars

Propet Varese

Propet Varese

Brand Name: Propet
Product Name: Varese
Gender: Men's
Color: Black
Price: $77.49MSRP: $154.99

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $116.56. MSRP $138.00. 16% 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: $116.56MSRP: $138

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. On sale for $102.00. MSRP $120.00. 15% off. 5.0 out of 5 stars

Columbia Landroamer Explorer Waterproof Nubuck

Columbia Landroamer Explorer Waterproof Nubuck

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $102MSRP: $120

Born - Theo. Color Dark.Brown (Pyramid). Low Stock. On sale for $71.50. MSRP $130.00. 45% off. 5.0 out of 5 stars

Low Stock

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Dark.Brown (Pyramid)
Price: $71.50MSRP: $130

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $116.44. 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: $116.44MSRP: $149.95

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $445.50. MSRP $495.00. 10% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $445.50MSRP: $495

Eastland 1955 Edition - Allagash Standard. Color Peanut. On sale for $101.50. MSRP $145.00. 30% off.

Eastland 1955 Edition Allagash Standard

Eastland 1955 Edition Allagash Standard

Brand Name: Eastland 1955 Edition
Product Name: Allagash Standard
Gender: Men's
Color: Peanut
Price: $101.50MSRP: $145

Florsheim - Renegade Cap Toe Boot. Color Cognac. Low Stock. On sale for $135.00. MSRP $150.00. 10% 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: Cognac
Price: $135MSRP: $150

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $98.00. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $98MSRP: $139.95

Kenneth Cole - Captain Combat. Color Black. On sale for $98.00. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $98MSRP: $139.95

Eastland 1955 Edition - Cyrus. Color Brown. Low Stock. On sale for $67.50. MSRP $90.00. 25% off. 1.0 out of 5 stars

Low Stock

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Brown
Price: $67.50MSRP: $90

Allen Edmonds - Higginsfplug. Color Burgundy. Low Stock. On sale for $371.25. MSRP $495.00. 25% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Higginsfplug

Allen Edmonds Higginsfplug

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Gender: Men's
Color: Burgundy
Price: $371.25MSRP: $495

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. $258.35. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: British Tan/C
Price: $258.35

Cole Haan - Berkshire Chelsea Boots. Color Lava Suede/Dark. On sale for $227.18. MSRP $250.00. 9% off. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $227.18MSRP: $250

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $157.34. MSRP $164.95. 5% 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: Black Leather
Price: $157.34MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $148.69. MSRP $164.95. 10% 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: $148.69MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $141.22. MSRP $164.95. 14% 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: $141.22MSRP: $164.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $138.70. 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: $138.70MSRP: $159.95

Dunham - Brisco. Color Black Leather. On sale for $117.20. MSRP $159.95. 27% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $117.20MSRP: $159.95

Kenneth Cole - Hulard. Color Medium Brown. On sale for $101.17. MSRP $128.95. 22% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Medium Brown
Price: $101.17MSRP: $128.95

Kenneth Cole - Petro. Color Black. On sale for $90.30. MSRP $128.95. 30% off.

Kenneth Cole Petro

Kenneth Cole Petro

Brand Name: Kenneth Cole
Product Name: Petro
Gender: Men's
Color: Black
Price: $90.30MSRP: $128.95

Kenneth Cole - Hulard. Color Black. On sale for $90.30. MSRP $128.95. 30% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Black
Price: $90.30MSRP: $128.95

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $116.96. MSRP $120.00. 3% 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: $116.96MSRP: $120

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

Eastland 1955 Edition - Baxter. Color Black. Low Stock. On sale for $101.25. MSRP $135.00. 25% off.

Low Stock

Eastland 1955 Edition Baxter

Eastland 1955 Edition Baxter

Brand Name: Eastland 1955 Edition
Product Name: Baxter
Gender: Men's
Color: Black
Price: $101.25MSRP: $135

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