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Boots on Sale $50 & Under

Shop Boots Deals

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Men Chelsea Boots

21 items found

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Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. Low Stock. On sale for $99.99. MSRP $145.00. 31% 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: $99.99MSRP: $145.00

Tommy Hilfiger - Vitus. Color Black. On sale for $59.50. MSRP $119.00. 50% off.

Tommy Hilfiger Vitus

Tommy Hilfiger Vitus

Brand Name: Tommy Hilfiger
Product Name: Vitus
Gender: Men's
Color: Black
Price: $59.50MSRP: $119.00

Stacy Adams - Gabriel Chelsea Boot. Color Mushroom. On sale for $104.00. MSRP $130.00. 20% off. 4.5 out of 5 stars

Stacy Adams Gabriel Chelsea Boot

Stacy Adams Gabriel Chelsea Boot

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Mushroom
Price: $104.00MSRP: $130.00

Steve Madden - Montreaux. Color Tan. On sale for $84.50. MSRP $130.00. 35% off.

Steve Madden Montreaux

Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $84.50MSRP: $130.00

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $111.38. MSRP $125.00. 11% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Dark Brown 2
Price: $111.38MSRP: $125.00

Vagabond Shoemakers - Johnny 2.0 Warm Lined Leather Chelsea Boot. Color Black. Low Stock. On sale for $132.00. MSRP $220.00. 40% off.

Low Stock

Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Brand Name: Vagabond Shoemakers
Product Name: Johnny 2.0 Warm Lined Leather Chelsea Boot
Gender: Men's
Color: Black
Price: $132.00MSRP: $220.00

Deer Stags - Argos. Color Tan/Blue. On sale for $70.00. MSRP $100.00. 30% off. 3.7 out of 5 stars

Deer Stags Argos

Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Tan/Blue
Price: $70.00MSRP: $100.00

SOREL - Carson™ Chelsea Waterproof. Color Brown. On sale for $102.47. MSRP $155.00. 34% off. 1.0 out of 5 stars

SOREL Carson™ Chelsea Waterproof

SOREL Carson™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Brown
Price: $102.47MSRP: $155.00

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $102.46. MSRP $115.00. 11% 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: $102.46MSRP: $115.00

Bogs - Classic Casual Chelsea II. Color Brown. On sale for $126.48. MSRP $150.00. 16% off. 4.5 out of 5 stars

Bogs Classic Casual Chelsea II

Bogs Classic Casual Chelsea II

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Gender: Men's
Color: Brown
Price: $126.48MSRP: $150.00

Eastland 1955 Edition - Cyrus. Color Brown. On sale for $54.03. MSRP $90.00. 40% off. 1.0 out of 5 stars

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Brown
Price: $54.03MSRP: $90.00

Eastland 1955 Edition - Cyrus. Color Black. On sale for $60.22. MSRP $90.00. 33% off. 1.0 out of 5 stars

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Black
Price: $60.22MSRP: $90.00

Eastland 1955 Edition - Cyrus. Color Nutmeg. 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: Nutmeg
Price: $67.50MSRP: $90.00

COACH - Carver Boot. Color Black. On sale for $257.61. MSRP $295.00. 13% off.

COACH Carver Boot

COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Gender: Men's
Color: Black
Price: $257.61MSRP: $295.00

Allen Edmonds - Liverpool. Color Walnut. Low Stock. On sale for $297.00. MSRP $495.00. 40% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Liverpool

Allen Edmonds Liverpool

Brand Name: Allen Edmonds
Product Name: Liverpool
Gender: Men's
Color: Walnut
Price: $297.00MSRP: $495.00

Steve Madden - Highline. Color Black Suede. On sale for $85.15. MSRP $109.95. 23% off. 4.2 out of 5 stars

Steve Madden Highline

Steve Madden Highline

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Black Suede
Price: $85.15MSRP: $109.95

Steve Madden - Highline. Color Sand Suede. On sale for $90.93. MSRP $109.95. 17% off. 4.2 out of 5 stars

Steve Madden Highline

Steve Madden Highline

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Sand Suede
Price: $90.93MSRP: $109.95

La Canadienne - Alton. Color Black Leather. Low Stock. On sale for $247.50. MSRP $450.00. 45% off.

Low Stock

La Canadienne Alton

La Canadienne Alton

Brand Name: La Canadienne
Product Name: Alton
Gender: Men's
Color: Black Leather
Price: $247.50MSRP: $450.00

Dr. Martens - 2976. Color Saddle Tan. On sale for $138.53. MSRP $180.00. 23% off. 3.4 out of 5 stars

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Saddle Tan
Price: $138.53MSRP: $180.00

Dr. Martens - 2976. Color Olive. On sale for $151.44. MSRP $180.00. 16% off. 3.4 out of 5 stars

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Olive
Price: $151.44MSRP: $180.00

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: $396.00MSRP: $495.00