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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Ankle Shoes

22 items found

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Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $42.00. MSRP $140.00. 70% 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: $42MSRP: $140

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $37.50. MSRP $125.00. 70% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $37.50MSRP: $125

Dr. Martens - Rilla. Color Savannah Tan. On sale for $39.00. MSRP $130.00. 70% off.

Dr. Martens Rilla

Dr. Martens Rilla

Brand Name: Dr. Martens
Product Name: Rilla
Gender: Unisex
Color: Savannah Tan
Price: $39MSRP: $130

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Low Stock

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: $34.50MSRP: $115

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $34.50MSRP: $115

Johnston & Murphy - Brody Chukka. Color Snuff Suede. Low Stock. On sale for $49.50. MSRP $165.00. 70% off.

Low Stock

Johnston & Murphy Brody Chukka

Johnston & Murphy Brody Chukka

Brand Name: Johnston & Murphy
Product Name: Brody Chukka
Gender: Men's
Color: Snuff Suede
Price: $49.50MSRP: $165

Born - Lincoln. Color Dark Brown (Bark). Low Stock. On sale for $45.00. MSRP $100.00. 55% off.

Low Stock

Born Lincoln

Born Lincoln

Brand Name: Born
Product Name: Lincoln
Gender: Men's
Color: Dark Brown (Bark)
Price: $45MSRP: $100

Born - Lincoln. Color Black. Low Stock. On sale for $50.00. MSRP $100.00. 50% off.

Low Stock

Born Lincoln

Born Lincoln

Brand Name: Born
Product Name: Lincoln
Gender: Men's
Color: Black
Price: $50MSRP: $100

Xero Shoes - Daylite Hiker Fusion. Color Black. Low Stock. On sale for $47.99. MSRP $119.99. 60% off. 4.4 out of 5 stars

Low Stock

Xero Shoes Daylite Hiker Fusion

Xero Shoes Daylite Hiker Fusion

Brand Name: Xero Shoes
Product Name: Daylite Hiker Fusion
Gender: Men's
Color: Black
Price: $47.99MSRP: $119.99

Bogs - Kicker Rain Chelsea II. Color Black 1. Low Stock. On sale for $42.50. MSRP $85.00. 50% off. 4.3 out of 5 stars

Low Stock

Bogs Kicker Rain Chelsea II

Bogs Kicker Rain Chelsea II

Brand Name: Bogs
Product Name: Kicker Rain Chelsea II
Gender: Men's
Color: Black 1
Price: $42.50MSRP: $85

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. Low Stock. On sale for $45.00. MSRP $150.00. 70% 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: 30th Anniversary Gray Olive
Price: $45MSRP: $150

Sperry - Norfolk Boots. Color Brown. Low Stock. On sale for $50.00. MSRP $100.00. 50% 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: $50MSRP: $100

Converse - Chuck Taylor All Star Elements High Top Boot. Color Incensed/Egret/Black. Low Stock. On sale for $50.00. MSRP $125.00. 60% off.

Low Stock

Converse Chuck Taylor All Star Elements High Top Boot

Converse Chuck Taylor All Star Elements High Top Boot

Brand Name: Converse
Product Name: Chuck Taylor All Star Elements High Top Boot
Gender: Unisex
Color: Incensed/Egret/Black
Price: $50MSRP: $125

Converse - Chuck Taylor All Star Elements Mid Boots. Color Egret/Egret/Black. Low Stock. On sale for $50.00. MSRP $100.00. 50% off.

Low Stock

Converse Chuck Taylor All Star Elements Mid Boots

Converse Chuck Taylor All Star Elements Mid Boots

Brand Name: Converse
Product Name: Chuck Taylor All Star Elements Mid Boots
Gender: Unisex
Color: Egret/Egret/Black
Price: $50MSRP: $100

Steve Madden - Noah. Color Taupe Suede. Low Stock. On sale for $43.99. MSRP $79.99. 45% off. 4.3 out of 5 stars

Low Stock

Steve Madden Noah

Brand Name: Steve Madden
Product Name: Noah
Gender: Men's
Color: Taupe Suede
Price: $43.99MSRP: $79.99

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. Low Stock. On sale for $25.50. MSRP $85.00. 70% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Dark Brown Faux Leather
Price: $25.50MSRP: $85

KEEN Utility - Vista Energy (Comp Toe). Color Hawaiian Ocean/Black. Low Stock. On sale for $37.50. MSRP $125.00. 70% off. 3.6 out of 5 stars

Low Stock

KEEN Utility Vista Energy (Comp Toe)

KEEN Utility Vista Energy (Comp Toe)

Brand Name: KEEN Utility
Product Name: Vista Energy (Comp Toe)
Gender: Men's
Color: Hawaiian Ocean/Black
Price: $37.50MSRP: $125

Ben Sherman - Dirk Chukka. Color Black. Low Stock. On sale for $36.00. MSRP $120.00. 70% off.

Low Stock

Ben Sherman Dirk Chukka

Ben Sherman Dirk Chukka

Brand Name: Ben Sherman
Product Name: Dirk Chukka
Gender: Men's
Color: Black
Price: $36MSRP: $120

Deer Stags - Argos. Color Black/Blue. On sale for $48.00. MSRP $100.00. 52% off. 3.7 out of 5 stars

Deer Stags Argos

Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $48MSRP: $100

Crocs - Classic Rain Boot. Color Navy. Low Stock. On sale for $17.98. MSRP $59.95. 70% off. 4.3 out of 5 stars

Low Stock

Crocs Classic Rain Boot

Crocs Classic Rain Boot

Brand Name: Crocs
Product Name: Classic Rain Boot
Gender: Unisex
Color: Navy
Price: $17.98MSRP: $59.95

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Brown Crazy Horse. Low Stock. On sale for $46.50. MSRP $155.00. 70% 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: Brown Crazy Horse
Price: $46.50MSRP: $155

Palladium - Pampa Sport Cuff WPN. Color Black. Low Stock. On sale for $41.98. MSRP $139.95. 70% off. 4.3 out of 5 stars

Low Stock

Palladium Pampa Sport Cuff WPN

Palladium Pampa Sport Cuff WPN

Brand Name: Palladium
Product Name: Pampa Sport Cuff WPN
Gender: Unisex
Color: Black
Price: $41.98MSRP: $139.95