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Boots on Sale $50 & Under

Shop Boots Deals

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Chukka Boots

19 items found

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Stacy Adams - Eastmont Elastic Lace Boots. Color White. Low Stock. On sale for $70.00. MSRP $140.00. 50% off. 4.3 out of 5 stars

Low Stock

Stacy Adams Eastmont Elastic Lace Boots

Stacy Adams Eastmont Elastic Lace Boots

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: White
Price: $70MSRP: $140

UGG - Burleigh Chukka. Color Chestnut. Low Stock. On sale for $111.96. MSRP $159.95. 30% off. 4.7 out of 5 stars

Low Stock

UGG Burleigh Chukka

UGG Burleigh Chukka

Brand Name: UGG
Product Name: Burleigh Chukka
Gender: Men's
Color: Chestnut
Price: $111.96MSRP: $159.95

Oboz - Burke Chukka. Color Grizzly. Low Stock. On sale for $98.00. MSRP $140.00. 30% off. 4.1 out of 5 stars

Low Stock

Oboz Burke Chukka

Oboz Burke Chukka

Brand Name: Oboz
Product Name: Burke Chukka
Gender: Men's
Color: Grizzly
Price: $98MSRP: $140

KEEN - KNX Chukka. Color Brindle/Plaza Taupe. Low Stock. On sale for $79.97. MSRP $159.95. 50% off. 3.8 out of 5 stars

Low Stock

KEEN KNX Chukka

KEEN KNX Chukka

Brand Name: KEEN
Product Name: KNX Chukka
Gender: Men's
Color: Brindle/Plaza Taupe
Price: $79.97MSRP: $159.95

Born - Ethan. Color Taupe (Avola). On sale for $88.57. MSRP $150.00. 41% off. 2.0 out of 5 stars

Born Ethan

Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $88.57MSRP: $150

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.95. MSRP $120.00. 33% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Chukka Boots

Nunn Bush Otto Plain Toe Chukka Boots

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Gray
Price: $79.95MSRP: $120

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $51.01. MSRP $90.00. 43% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $51.01MSRP: $90

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

Florsheim - Norwalk Plain Toe Chukka Boot. Color Cognac Milled Leather. Low Stock. On sale for $40.48. MSRP $135.00. 70% off. 4.6 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Chukka Boot

Florsheim Norwalk Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Chukka Boot
Gender: Men's
Color: Cognac Milled Leather
Price: $40.48MSRP: $135

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $74.98. MSRP $110.00. 32% off. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $74.98MSRP: $110

UGG - Neumel Weather Hybrid. Color Mustard Seed/Summer Wheat. $189.99. 4.3 out of 5 stars

UGG Neumel Weather Hybrid

UGG Neumel Weather Hybrid

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Mustard Seed/Summer Wheat
Price: $189.99

UGG - Neumel Weather Hybrid. Color Obsidian/Cobble Grey. Low Stock. On sale for $95.00. MSRP $190.00. 50% off. 4.3 out of 5 stars

Low Stock

UGG Neumel Weather Hybrid

UGG Neumel Weather Hybrid

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Obsidian/Cobble Grey
Price: $95MSRP: $190

Steve Madden - Harken - Extended Sizes. Color Black. Low Stock. On sale for $80.26. MSRP $109.99. 27% off. 4.1 out of 5 stars

Low Stock

Steve Madden Harken - Extended Sizes

Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Gender: Men's
Color: Black
Price: $80.26MSRP: $109.99

Born - Erik. Color Brown (Castano). On sale for $120.00. MSRP $160.00. 25% off.

Born Erik

Born Erik

Brand Name: Born
Product Name: Erik
Gender: Men's
Color: Brown (Castano)
Price: $120MSRP: $160

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Stacy Adams - Eastmont Elastic Lace Boots. Color Cognac. Low Stock. On sale for $77.00. MSRP $140.00. 45% off. 4.3 out of 5 stars

Low Stock

Stacy Adams Eastmont Elastic Lace Boots

Stacy Adams Eastmont Elastic Lace Boots

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: Cognac
Price: $77MSRP: $140

Sperry - Coldbay Chukka Realtree MM. Color Olive. $120.00.

Sperry Coldbay Chukka Realtree MM

Sperry Coldbay Chukka Realtree MM

Brand Name: Sperry
Product Name: Coldbay Chukka Realtree MM
Gender: Men's
Color: Olive
Price: $120

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $182.19. MSRP $200.00. 9% off. 2.2 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $182.19MSRP: $200

KEEN - KS Moc Chukka. Color Bison/Bison. Low Stock. On sale for $125.95. MSRP $139.95. 10% off. 5.0 out of 5 stars

Low Stock

KEEN KS Moc Chukka

KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Bison/Bison
Price: $125.95MSRP: $139.95