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Boots on Sale $50 or Less!

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Men's Solid Chukka Boots

32 items found

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Thomas & Vine - Lowry Split Toe Ankle Boot. Color Brown. Low Stock. On sale for $33.59. MSRP $119.99.. 5.0 out of 5 stars

Low Stock

Thomas & Vine Lowry Split Toe Ankle Boot

Thomas & Vine Lowry Split Toe Ankle Boot

Brand Name: Thomas & Vine
Product Name: Lowry Split Toe Ankle Boot
Gender: Men's
Color: Brown
Price: $33.59MSRP: $119.99

Born - Theo. Color Black. On sale for $86.52. MSRP $130.00.. 5.0 out of 5 stars

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Black
Price: $86.52MSRP: $130.00

Florsheim - Forge Plain Toe Chukka. Color Black. On sale for $112.45. MSRP $125.00.. 2.7 out of 5 stars

Florsheim Forge Plain Toe Chukka

Florsheim Forge Plain Toe Chukka

Brand Name: Florsheim
Product Name: Forge Plain Toe Chukka
Gender: Men's
Color: Black
Price: $112.45MSRP: $125.00

Bruno Magli - Taddeo. Color Taupe Suede. Low Stock. On sale for $168.75. MSRP $375.00..

Low Stock

Bruno Magli Taddeo

Bruno Magli Taddeo

Brand Name: Bruno Magli
Product Name: Taddeo
Gender: Men's
Color: Taupe Suede
Price: $168.75MSRP: $375.00

Cole Haan - Berkshire Lug Chukka Boot. Color British Tan/C. Low Stock. On sale for $232.50. MSRP $250.00.. 4.7 out of 5 stars

Low Stock

Cole Haan Berkshire Lug Chukka Boot

Cole Haan Berkshire Lug Chukka Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: British Tan/C
Price: $232.50MSRP: $250.00

Cole Haan - Berkshire Lug Chukka Boot. Color Lava Suede/Dark. On sale for $187.50. MSRP $250.00.. 4.7 out of 5 stars

Cole Haan Berkshire Lug Chukka Boot

Cole Haan Berkshire Lug Chukka Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Lava Suede/Dark
Price: $187.50MSRP: $250.00

Cole Haan - Berkshire Lug Chukka Boot. Color Bloodstone/Dark Natural Water Resistant. On sale for $144.00. MSRP $240.00.. 4.7 out of 5 stars

Cole Haan Berkshire Lug Chukka Boot

Cole Haan Berkshire Lug Chukka Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Bloodstone/Dark Natural Water Resistant
Price: $144.00MSRP: $240.00

Born - Theo. Color Navy/Brown Distressed. Low Stock. On sale for $97.50. MSRP $130.00.. 5.0 out of 5 stars

Low Stock

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Navy/Brown Distressed
Price: $97.50MSRP: $130.00

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. On sale for $97.50. MSRP $130.00.. 4.0 out of 5 stars

Stacy Adams Martindale Chukka Boot

Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $97.50MSRP: $130.00

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $121.93. MSRP $138.00.. 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: $121.93MSRP: $138.00

Cole Haan - Hawthorne Chukka Boot. Color Dark Chocolate. On sale for $115.86. MSRP $140.00.. 4.5 out of 5 stars

Cole Haan Hawthorne Chukka Boot

Cole Haan Hawthorne Chukka Boot

Brand Name: Cole Haan
Product Name: Hawthorne Chukka Boot
Gender: Men's
Color: Dark Chocolate
Price: $115.86MSRP: $140.00

Allen Edmonds - Graham Moccasins. Color Snuff Suede. Low Stock. On sale for $321.75. MSRP $495.00..

Low Stock

Allen Edmonds Graham Moccasins

Allen Edmonds Graham Moccasins

Brand Name: Allen Edmonds
Product Name: Graham Moccasins
Gender: Men's
Color: Snuff Suede
Price: $321.75MSRP: $495.00

ECCO - Grainer Chukka Boot. Color Camel. On sale for $150.29. MSRP $190.00.. 2.5 out of 5 stars

ECCO Grainer Chukka Boot

ECCO Grainer Chukka Boot

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $150.29MSRP: $190.00

Dr. Scholl's - Manchester. Color Tan Faux Leather. On sale for $84.65. MSRP $120.00.. 3.0 out of 5 stars

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Tan Faux Leather
Price: $84.65MSRP: $120.00

Dr. Scholl's - Manchester. Color Grey Faux Leather. On sale for $79.99. MSRP $120.00.. 3.0 out of 5 stars

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Grey Faux Leather
Price: $79.99MSRP: $120.00

Dr. Scholl's - Manchester. Color Black Faux Leather. On sale for $79.99. MSRP $120.00.. 3.0 out of 5 stars

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Black Faux Leather
Price: $79.99MSRP: $120.00

Johnston & Murphy Collection - Dudley Chukka. Color Brown Waxed English Suede. On sale for $189.75. MSRP $275.00..

Johnston & Murphy Collection Dudley Chukka

Johnston & Murphy Collection Dudley Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Chukka
Gender: Men's
Color: Brown Waxed English Suede
Price: $189.75MSRP: $275.00

ECCO - London Plain Toe Chukka Boots. Color Cognac. On sale for $149.99. MSRP $225.00..

ECCO London Plain Toe Chukka Boots

ECCO London Plain Toe Chukka Boots

Brand Name: ECCO
Product Name: London Plain Toe Chukka Boots
Gender: Men's
Color: Cognac
Price: $149.99MSRP: $225.00

La Canadienne - Alston. Color Taupe Suede. Low Stock. On sale for $212.50. MSRP $425.00..

Low Stock

La Canadienne Alston

La Canadienne Alston

Brand Name: La Canadienne
Product Name: Alston
Gender: Men's
Color: Taupe Suede
Price: $212.50MSRP: $425.00

johnnie-O - Chill Chukka 2.0. Color Gray. Low Stock. On sale for $146.52. MSRP $198.00..

Low Stock

johnnie-O Chill Chukka 2.0

johnnie-O Chill Chukka 2.0

Brand Name: johnnie-O
Product Name: Chill Chukka 2.0
Gender: Men's
Color: Gray
Price: $146.52MSRP: $198.00

Tommy Hilfiger - Natash. Color Black. Low Stock. On sale for $65.40. MSRP $109.00..

Low Stock

Tommy Hilfiger Natash

Tommy Hilfiger Natash

Brand Name: Tommy Hilfiger
Product Name: Natash
Gender: Men's
Color: Black
Price: $65.40MSRP: $109.00

Tommy Hilfiger - Natash. Color Brown. Low Stock. On sale for $65.40. MSRP $109.00..

Low Stock

Tommy Hilfiger Natash

Tommy Hilfiger Natash

Brand Name: Tommy Hilfiger
Product Name: Natash
Gender: Men's
Color: Brown
Price: $65.40MSRP: $109.00

Johnston & Murphy Collection - Jenson Chukka. Color Brown Italian Calfskin. Low Stock. On sale for $203.55. MSRP $295.00.. 2.5 out of 5 stars

Low Stock

Johnston & Murphy Collection Jenson Chukka

Johnston & Murphy Collection Jenson Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Jenson Chukka
Gender: Men's
Color: Brown Italian Calfskin
Price: $203.55MSRP: $295.00

Stacy Adams - Martfield Chukka Boot. Color Mocha. Low Stock. On sale for $114.40. MSRP $130.00.. 5.0 out of 5 stars

Low Stock

Stacy Adams Martfield Chukka Boot

Stacy Adams Martfield Chukka Boot

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Mocha
Price: $114.40MSRP: $130.00

Stacy Adams - Martfield Chukka Boot. Color Dark Gray. Low Stock. On sale for $97.50. MSRP $130.00.. 5.0 out of 5 stars

Low Stock

Stacy Adams Martfield Chukka Boot

Stacy Adams Martfield Chukka Boot

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Dark Gray
Price: $97.50MSRP: $130.00

Stacy Adams - Martfield Chukka Boot. Color Sand. Low Stock. On sale for $84.50. MSRP $130.00.. 5.0 out of 5 stars

Low Stock

Stacy Adams Martfield Chukka Boot

Stacy Adams Martfield Chukka Boot

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Sand
Price: $84.50MSRP: $130.00

Eastland 1955 Edition - Devin. Color Dark Brown. Low Stock. On sale for $67.50. MSRP $90.00..

Low Stock

Eastland 1955 Edition Devin

Eastland 1955 Edition Devin

Brand Name: Eastland 1955 Edition
Product Name: Devin
Gender: Men's
Color: Dark Brown
Price: $67.50MSRP: $90.00

Allen Edmonds - Graham Moccasins. Color Loden Suede. Low Stock. On sale for $350.00. MSRP $495.00..

Low Stock

Allen Edmonds Graham Moccasins

Allen Edmonds Graham Moccasins

Brand Name: Allen Edmonds
Product Name: Graham Moccasins
Gender: Men's
Color: Loden Suede
Price: $350.00MSRP: $495.00

Johnston & Murphy Collection - Dudley Chukka. Color Tan Dip-Dyed Calfskin. Low Stock. On sale for $151.25. MSRP $275.00..

Low Stock

Johnston & Murphy Collection Dudley Chukka

Johnston & Murphy Collection Dudley Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Chukka
Gender: Men's
Color: Tan Dip-Dyed Calfskin
Price: $151.25MSRP: $275.00

Rockport - Berenger Plain Toe Chukka. Color Tan. Low Stock. On sale for $99.57. MSRP $119.95.. 3.5 out of 5 stars

Low Stock

Rockport Berenger Plain Toe Chukka

Rockport Berenger Plain Toe Chukka

Brand Name: Rockport
Product Name: Berenger Plain Toe Chukka
Gender: Men's
Color: Tan
Price: $99.57MSRP: $119.95

BOSS - Calev Leather Desert Boot. Color Dark Brown. Low Stock. On sale for $170.20. MSRP $230.00..

Low Stock

BOSS Calev Leather Desert Boot

BOSS Calev Leather Desert Boot

Brand Name: BOSS
Product Name: Calev Leather Desert Boot
Gender: Men's
Color: Dark Brown
Price: $170.20MSRP: $230.00

Martin Dingman - Ernest Kudu. Color Evergreen. Low Stock. On sale for $229.10. MSRP $395.00..

Low Stock

Martin Dingman Ernest Kudu

Martin Dingman Ernest Kudu

Brand Name: Martin Dingman
Product Name: Ernest Kudu
Gender: Men's
Color: Evergreen
Price: $229.10MSRP: $395.00