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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Medium Size Ankle Boots and Booties

33 items found

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UGG - Classic Mini Mod. Color Chestnut. On sale for $79.99. MSRP $200.00. 60% off. 4.0 out of 5 stars

UGG Classic Mini Mod

UGG Classic Mini Mod

Brand Name: UGG
Product Name: Classic Mini Mod
Gender: Men's
Color: Chestnut
Price: $79.99MSRP: $200.00

UGG - Venture Daze Ultra Mini. Color Chestnut/Ceramic. On sale for $90.00. MSRP $180.00. 50% off. 4.5 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Chestnut/Ceramic
Price: $90.00MSRP: $180.00

Dr. Martens - Anistone Lo Leather Boots. Color Dark Brown. Low Stock. On sale for $110.95. MSRP $170.00. 35% off. 2.9 out of 5 stars

Low Stock

Dr. Martens Anistone Lo Leather Boots

Dr. Martens Anistone Lo Leather Boots

Brand Name: Dr. Martens
Product Name: Anistone Lo Leather Boots
Gender: Unisex
Color: Dark Brown
Price: $110.95MSRP: $170.00

UGG - Classic Mini Mod. Color Black. Low Stock. On sale for $79.99. MSRP $200.00. 60% off. 4.0 out of 5 stars

Low Stock

UGG Classic Mini Mod

UGG Classic Mini Mod

Brand Name: UGG
Product Name: Classic Mini Mod
Gender: Men's
Color: Black
Price: $79.99MSRP: $200.00

AllSaints - Hank Biker Boots. Color Black. On sale for $265.30. MSRP $379.00. 30% off.

AllSaints Hank Biker Boots

AllSaints Hank Biker Boots

Brand Name: AllSaints
Product Name: Hank Biker Boots
Gender: Men's
Color: Black
Price: $265.30MSRP: $379.00

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color December Sky/Black/Pavement. On sale for $211.63. MSRP $250.00. 15% off. 4.0 out of 5 stars

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: December Sky/Black/Pavement
Price: $211.63MSRP: $250.00

Eastland 1955 Edition - Belgrade. Color Black. Low Stock. On sale for $84.00. MSRP $140.00. 40% off.

Low Stock

Eastland 1955 Edition Belgrade

Eastland 1955 Edition Belgrade

Brand Name: Eastland 1955 Edition
Product Name: Belgrade
Gender: Men's
Color: Black
Price: $84.00MSRP: $140.00

Josef Seibel - Earl 12 Boots. Color Black. Low Stock. On sale for $110.50. MSRP $170.00. 35% off.

Low Stock

Josef Seibel Earl 12 Boots

Josef Seibel Earl 12 Boots

Brand Name: Josef Seibel
Product Name: Earl 12 Boots
Gender: Men's
Color: Black
Price: $110.50MSRP: $170.00

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. On sale for $138.60. MSRP $198.00. 30% off.

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: $138.60MSRP: $198.00

UGG - Neumel Shaggy Suede. Color Burnt Cedar. On sale for $97.50. MSRP $150.00. 35% off. 4.9 out of 5 stars

UGG Neumel Shaggy Suede

UGG Neumel Shaggy Suede

Brand Name: UGG
Product Name: Neumel Shaggy Suede
Gender: Men's
Color: Burnt Cedar
Price: $97.50MSRP: $150.00

Rockport - Seamus. Color Dark Brown Suede. On sale for $104.99. MSRP $149.95. 30% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $104.99MSRP: $149.95

Rockport - Seamus. Color Medium Natural Leather. Low Stock. On sale for $134.95. MSRP $149.95. 10% off.

Low Stock

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Medium Natural Leather
Price: $134.95MSRP: $149.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $135.04. MSRP $159.95. 16% 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: $135.04MSRP: $159.95

Dunham - Brisco. Color Black Leather. On sale for $114.14. 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: $114.14MSRP: $159.95

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. On sale for $173.60. MSRP $190.00. 9% off. 4.7 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: Rust Full Grain
Price: $173.60MSRP: $190.00

Timberland - Redwood Falls Waterproof. Color Black Nubuck. Low Stock. On sale for $146.65. MSRP $160.00. 8% off. 4.2 out of 5 stars

Low Stock

Timberland Redwood Falls Waterproof

Timberland Redwood Falls Waterproof

Brand Name: Timberland
Product Name: Redwood Falls Waterproof
Gender: Men's
Color: Black Nubuck
Price: $146.65MSRP: $160.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Burgundy Full Grain. Low Stock. On sale for $148.11. MSRP $170.00. 13% off. 4.7 out of 5 stars

Low Stock

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: Burgundy Full Grain
Price: $148.11MSRP: $170.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $163.52. MSRP $170.00. 4% off. 4.7 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: $163.52MSRP: $170.00

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Taupe. On sale for $189.00. MSRP $210.00. 10% off.

Dr. Martens Sinclair Leather Platform Boots

Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Taupe
Price: $189.00MSRP: $210.00

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $98.00. MSRP $139.95. 30% off.

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $98.00MSRP: $139.95

Kenneth Cole - Captain Combat. Color Black. On sale for $98.00. MSRP $139.95. 30% off.

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $98.00MSRP: $139.95

PIKOLINOS - M9K-8028C1. Color Brandy. Low Stock. On sale for $207.00. MSRP $230.00. 10% off.

Low Stock

PIKOLINOS M9K-8028C1

PIKOLINOS M9K-8028C1

Brand Name: PIKOLINOS
Product Name: M9K-8028C1
Gender: Men's
Color: Brandy
Price: $207.00MSRP: $230.00

Polo Ralph Lauren - Asher Suede Chukka Boot. Color Teak. Low Stock. On sale for $168.30. MSRP $198.00. 15% off. 2.0 out of 5 stars

Low Stock

Polo Ralph Lauren Asher Suede Chukka Boot

Polo Ralph Lauren Asher Suede Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Asher Suede Chukka Boot
Gender: Men's
Color: Teak
Price: $168.30MSRP: $198.00

MOON BOOT - Icon Low Quilt. Color Caramel. Low Stock. On sale for $279.00. MSRP $310.00. 10% off.

Low Stock

MOON BOOT Icon Low Quilt

MOON BOOT Icon Low Quilt

Brand Name: MOON BOOT
Product Name: Icon Low Quilt
Gender: Unisex
Color: Caramel
Price: $279.00MSRP: $310.00

UGG - Venture Daze Ultra Mini. Color Burnt Olive/Charcoal. On sale for $117.00. MSRP $180.00. 35% off. 4.5 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Burnt Olive/Charcoal
Price: $117.00MSRP: $180.00

UGG - Venture Daze Ultra Mini. Color Red Jasper/Black. Low Stock. On sale for $81.00. MSRP $180.00. 55% off. 4.5 out of 5 stars

Low Stock

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Red Jasper/Black
Price: $81.00MSRP: $180.00

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $119.47. MSRP $159.95. 25% 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: $119.47MSRP: $159.95

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $122.11. MSRP $159.95. 24% 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: $122.11MSRP: $159.95

Sperry - Cutwater Deck Realtree. Color Olive. Low Stock. On sale for $82.50. MSRP $110.00. 25% off.

Low Stock

Sperry Cutwater Deck Realtree

Sperry Cutwater Deck Realtree

Brand Name: Sperry
Product Name: Cutwater Deck Realtree
Gender: Men's
Color: Olive
Price: $82.50MSRP: $110.00

Danner - Mountain Moc 917 GTX. Color Roasted Pecan. Low Stock. On sale for $197.95. MSRP $219.95. 10% off. 5.0 out of 5 stars

Low Stock

Danner Mountain Moc 917 GTX

Danner Mountain Moc 917 GTX

Brand Name: Danner
Product Name: Mountain Moc 917 GTX
Gender: Men's
Color: Roasted Pecan
Price: $197.95MSRP: $219.95

Vivienne Westwood - Pirate Boot. Color Calf Burgundy. Low Stock. On sale for $830.05. MSRP $1,277.00. 35% off.

Low Stock

Vivienne Westwood Pirate Boot

Vivienne Westwood Pirate Boot

Brand Name: Vivienne Westwood
Product Name: Pirate Boot
Gender: Men's
Color: Calf Burgundy
Price: $830.05MSRP: $1,277.00

UGG - Venture Daze Ultra Mini. Color Chestnut. $179.95. 4.6 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Chestnut
Price: $179.95

AllSaints - Toby Boots. Color Dark Brown. Low Stock. On sale for $194.35. MSRP $299.00. 35% off.

Low Stock

AllSaints Toby Boots

AllSaints Toby Boots

Brand Name: AllSaints
Product Name: Toby Boots
Gender: Men's
Color: Dark Brown
Price: $194.35MSRP: $299.00