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Boots on Sale $50 & Under

Shop Boots Deals

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timberland earthkeepers front country travel plain toe chukka

27 items found

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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

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

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

TOMS - Travel Lite Forrest. Color Brown. On sale for $65.00. MSRP $130.00. 50% off. 5.0 out of 5 stars

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $65MSRP: $130

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off. 5.0 out of 5 stars

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Kenneth Cole - Winston. Color Mocha Multi. On sale for $111.96. MSRP $159.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $111.96MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $112.00. MSRP $159.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $112MSRP: $159.95

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

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

Polo Ralph Lauren - Ranger Mid Suede & Wool Tweed Boots. Color Tweed Colorblock. Low Stock. On sale for $171.00. MSRP $228.00. 25% off. 5.0 out of 5 stars

Low Stock

Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Suede & Wool Tweed Boots
Gender: Men's
Color: Tweed Colorblock
Price: $171MSRP: $228

SKECHERS - Go Walk Travel Milan Hands Free Slip-Ins. Color Black/Pink. On sale for $71.28. MSRP $81.00. 12% off. 4.4 out of 5 stars

SKECHERS Go Walk Travel Milan Hands Free Slip-Ins

SKECHERS Go Walk Travel Milan Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Travel Milan Hands Free Slip-Ins
Gender: Women's
Color: Black/Pink
Price: $71.28MSRP: $81

SKECHERS - Go Walk Travel Milan Hands Free Slip-Ins. Color Off-White. On sale for $62.83. MSRP $81.00. 22% off. 4.4 out of 5 stars

SKECHERS Go Walk Travel Milan Hands Free Slip-Ins

SKECHERS Go Walk Travel Milan Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Travel Milan Hands Free Slip-Ins
Gender: Women's
Color: Off-White
Price: $62.83MSRP: $81

TOMS - Travel Lite Cabrillo. Color White. Low Stock. On sale for $58.00. MSRP $95.00. 39% off.

Low Stock

TOMS Travel Lite Cabrillo

TOMS Travel Lite Cabrillo

Brand Name: TOMS
Product Name: Travel Lite Cabrillo
Gender: Women's
Color: White
Price: $58MSRP: $95

Steve Madden - Nunan. Color Tan. Low Stock. $80.00. 4.4 out of 5 stars

Low Stock

Steve Madden Nunan

Steve Madden Nunan

Brand Name: Steve Madden
Product Name: Nunan
Gender: Men's
Color: Tan
Price: $80

SKECHERS - Segment Relaxed Fit Oxford. Color Black. Low Stock. On sale for $76.95. MSRP $83.00. 7% off. 4.0 out of 5 stars

Low Stock

SKECHERS Segment Relaxed Fit Oxford

SKECHERS Segment Relaxed Fit Oxford

Brand Name: SKECHERS
Product Name: Segment Relaxed Fit Oxford
Gender: Men's
Color: Black
Price: $76.95MSRP: $83

SKECHERS - Segment Relaxed Fit Oxford. Color Brown. On sale for $74.70. MSRP $83.00. 10% off. 4.1 out of 5 stars

SKECHERS Segment Relaxed Fit Oxford

SKECHERS Segment Relaxed Fit Oxford

Brand Name: SKECHERS
Product Name: Segment Relaxed Fit Oxford
Gender: Men's
Color: Brown
Price: $74.70MSRP: $83

Cole Haan - Grand Crosscourt Runox. Color British Tan. On sale for $79.98. MSRP $120.00. 33% off.

Cole Haan Grand Crosscourt Runox

Cole Haan Grand Crosscourt Runox

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox
Gender: Men's
Color: British Tan
Price: $79.98MSRP: $120

SKECHERS - Zirrus Hands Free Slip-in. Color Black/Black. Low Stock. On sale for $85.01. MSRP $90.00. 6% off. 4.3 out of 5 stars

Low Stock

SKECHERS Zirrus Hands Free Slip-in

SKECHERS Zirrus Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Zirrus Hands Free Slip-in
Gender: Men's
Color: Black/Black
Price: $85.01MSRP: $90

SKECHERS - Track Ezral Hands Free Slip-in. Color Black/Black. On sale for $72.00. MSRP $80.00. 10% off. 3.8 out of 5 stars

SKECHERS Track Ezral Hands Free Slip-in

SKECHERS Track Ezral Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Track Ezral Hands Free Slip-in
Gender: Men's
Color: Black/Black
Price: $72MSRP: $80

SKECHERS - Zirrus Hands Free Slip-in. Color Taupe/Black. On sale for $79.21. MSRP $90.00. 12% off. 4.3 out of 5 stars

SKECHERS Zirrus Hands Free Slip-in

SKECHERS Zirrus Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Zirrus Hands Free Slip-in
Gender: Men's
Color: Taupe/Black
Price: $79.21MSRP: $90

SKECHERS - Glide-Step Sylo. Color Black/Black. On sale for $55.99. MSRP $65.00. 14% off. 3.1 out of 5 stars

SKECHERS Glide-Step Sylo

SKECHERS Glide-Step Sylo

Brand Name: SKECHERS
Product Name: Glide-Step Sylo
Gender: Men's
Color: Black/Black
Price: $55.99MSRP: $65

SKECHERS - Track Ezral Hands Free Slip-in. Color Navy/Lime. On sale for $68.00. MSRP $80.00. 15% off. 3.8 out of 5 stars

SKECHERS Track Ezral Hands Free Slip-in

SKECHERS Track Ezral Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Track Ezral Hands Free Slip-in
Gender: Men's
Color: Navy/Lime
Price: $68MSRP: $80

SKECHERS - Track Ezral Hands Free Slip-in. Color Charcoal. On sale for $63.75. MSRP $80.00. 20% off. 3.8 out of 5 stars

SKECHERS Track Ezral Hands Free Slip-in

SKECHERS Track Ezral Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Track Ezral Hands Free Slip-in
Gender: Men's
Color: Charcoal
Price: $63.75MSRP: $80

Dr. Scholl's - Time Off Win. Color Beatboxing Blueberry Fabric. Low Stock. On sale for $77.00. MSRP $110.00. 30% off.

Low Stock

Dr. Scholl's Time Off Win

Dr. Scholl's Time Off Win

Brand Name: Dr. Scholl's
Product Name: Time Off Win
Gender: Women's
Color: Beatboxing Blueberry Fabric
Price: $77MSRP: $110

SKECHERS - Track Ezral Hands Free Slip-in. Color White/Navy. Low Stock. On sale for $50.99. MSRP $80.00. 36% off. 3.8 out of 5 stars

Low Stock

SKECHERS Track Ezral Hands Free Slip-in

SKECHERS Track Ezral Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Track Ezral Hands Free Slip-in
Gender: Men's
Color: White/Navy
Price: $50.99MSRP: $80

Dr. Scholl's - Time Off Win. Color Black. Low Stock. On sale for $50.25. MSRP $110.00. 54% off.

Low Stock

Dr. Scholl's Time Off Win

Dr. Scholl's Time Off Win

Brand Name: Dr. Scholl's
Product Name: Time Off Win
Gender: Women's
Color: Black
Price: $50.25MSRP: $110