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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 8.5 Synthetic Comfort Products

37 items found

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Clarks - Markman Plain. Color Tan Leather. Low Stock. On sale for $77.00. MSRP $110.00. 30% off. 3.8 out of 5 stars

Low Stock

Clarks Markman Plain

Clarks Markman Plain

Brand Name: Clarks
Product Name: Markman Plain
Gender: Men's
Color: Tan Leather
Price: $77MSRP: $110

Born - Allegheny II. Color Dk. Brown. On sale for $89.00. MSRP $130.00. 32% off. 2.9 out of 5 stars

Born Allegheny II

Born Allegheny II

Brand Name: Born
Product Name: Allegheny II
Gender: Men's
Color: Dk. Brown
Price: $89MSRP: $130

Nunn Bush - Otto Plain Toe Oxford. Color Mocha. Low Stock. On sale for $33.00. MSRP $110.00. 70% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Oxford

Nunn Bush Otto Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Oxford
Gender: Men's
Color: Mocha
Price: $33MSRP: $110

Propet - Viasol Lace. Color Tan. On sale for $53.97. MSRP $84.95. 36% off. 3.9 out of 5 stars

Propet Viasol Lace

Propet Viasol Lace

Brand Name: Propet
Product Name: Viasol Lace
Gender: Men's
Color: Tan
Price: $53.97MSRP: $84.95

Born - Allegheny II. Color Taupe. On sale for $84.50. MSRP $130.00. 35% off. 2.9 out of 5 stars

Born Allegheny II

Born Allegheny II

Brand Name: Born
Product Name: Allegheny II
Gender: Men's
Color: Taupe
Price: $84.50MSRP: $130

SKECHERS - Track Ezral Hands Free Slip-in. Color Navy/Lime. On sale for $64.00. MSRP $80.00. 20% off. 3.7 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: $64MSRP: $80

SKECHERS - Summits Key Pace Hands Free Slip-In. Color Charcoal/Black. On sale for $59.99. MSRP $80.00. 25% off. 4.3 out of 5 stars

SKECHERS Summits Key Pace Hands Free Slip-In

SKECHERS Summits Key Pace Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Summits Key Pace Hands Free Slip-In
Gender: Men's
Color: Charcoal/Black
Price: $59.99MSRP: $80

SKECHERS - Summits Key Pace Hands Free Slip-In. Color Navy. On sale for $69.46. MSRP $80.00. 13% off. 4.3 out of 5 stars

SKECHERS Summits Key Pace Hands Free Slip-In

SKECHERS Summits Key Pace Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Summits Key Pace Hands Free Slip-In
Gender: Men's
Color: Navy
Price: $69.46MSRP: $80

Eastland 1955 Edition - Devin. Color Dark Brown. Low Stock. On sale for $64.24. MSRP $90.00. 29% off.

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: $64.24MSRP: $90

Rockport - Chranson. Color Taupe Suede 1. Low Stock. On sale for $68.72. MSRP $124.95. 45% off. 3.8 out of 5 stars

Low Stock

Rockport Chranson

Rockport Chranson

Brand Name: Rockport
Product Name: Chranson
Gender: Men's
Color: Taupe Suede 1
Price: $68.72MSRP: $124.95

SKECHERS - Zenfield-Iver. Color Taupe. On sale for $59.43. MSRP $83.00. 28% off.

SKECHERS Zenfield-Iver

SKECHERS Zenfield-Iver

Brand Name: SKECHERS
Product Name: Zenfield-Iver
Gender: Men's
Color: Taupe
Price: $59.43MSRP: $83

Propet - Viasol Lace. Color Black. On sale for $46.48. MSRP $84.95. 45% off. 3.9 out of 5 stars

Propet Viasol Lace

Propet Viasol Lace

Brand Name: Propet
Product Name: Viasol Lace
Gender: Men's
Color: Black
Price: $46.48MSRP: $84.95

Propet - Viasol Lace. Color Grey. On sale for $48.38. MSRP $84.95. 43% off. 3.9 out of 5 stars

Propet Viasol Lace

Propet Viasol Lace

Brand Name: Propet
Product Name: Viasol Lace
Gender: Men's
Color: Grey
Price: $48.38MSRP: $84.95

Propet - Pomeroy. Color Tan. Low Stock. On sale for $104.78. MSRP $137.49. 24% off. 3.1 out of 5 stars

Low Stock

Propet Pomeroy

Propet Pomeroy

Brand Name: Propet
Product Name: Pomeroy
Gender: Men's
Color: Tan
Price: $104.78MSRP: $137.49

Propet - Pomeroy. Color Timber. On sale for $101.95. MSRP $137.49. 26% off. 3.1 out of 5 stars

Propet Pomeroy

Propet Pomeroy

Brand Name: Propet
Product Name: Pomeroy
Gender: Men's
Color: Timber
Price: $101.95MSRP: $137.49

Propet - Pomeroy. Color Navy. On sale for $101.95. MSRP $137.49. 26% off. 3.1 out of 5 stars

Propet Pomeroy

Propet Pomeroy

Brand Name: Propet
Product Name: Pomeroy
Gender: Men's
Color: Navy
Price: $101.95MSRP: $137.49

Rockport - Tayo. Color Black Embossed Leather. On sale for $59.99. MSRP $129.95. 54% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Black Embossed Leather
Price: $59.99MSRP: $129.95

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $64.60. MSRP $129.95. 50% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $64.60MSRP: $129.95

Born - Todd. Color Dark Brown. On sale for $80.40. MSRP $115.00. 30% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $80.40MSRP: $115

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.98. 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: $79.98MSRP: $120

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. On sale for $84.92. MSRP $110.00. 23% off. 4.2 out of 5 stars

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $84.92MSRP: $110

PIKOLINOS - Olvera M8A-4222C1. Color Blue. Low Stock. On sale for $92.50. MSRP $185.00. 50% off.

Low Stock

PIKOLINOS Olvera M8A-4222C1

PIKOLINOS Olvera M8A-4222C1

Brand Name: PIKOLINOS
Product Name: Olvera M8A-4222C1
Gender: Men's
Color: Blue
Price: $92.50MSRP: $185

SKECHERS - Urban Explore Cozy Fit Hands Free Slip-in. Color Black/White. On sale for $84.33. MSRP $90.00. 6% off. 4.0 out of 5 stars

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Urban Explore Cozy Fit Hands Free Slip-in
Gender: Men's
Color: Black/White
Price: $84.33MSRP: $90

SKECHERS - Track Ezral Hands Free Slip-in. Color Charcoal. On sale for $72.00. MSRP $80.00. 10% off. 3.7 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: $72MSRP: $80

SKECHERS - Urban Explore Cozy Fit Hands Free Slip-in. Color Black/Charcoal. On sale for $82.88. MSRP $90.00. 8% off. 4.0 out of 5 stars

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Urban Explore Cozy Fit Hands Free Slip-in
Gender: Men's
Color: Black/Charcoal
Price: $82.88MSRP: $90

SKECHERS - Urban Explore Cozy Fit Hands Free Slip-in. Color Navy/Black. On sale for $83.73. MSRP $90.00. 7% off. 4.0 out of 5 stars

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Urban Explore Cozy Fit Hands Free Slip-in
Gender: Men's
Color: Navy/Black
Price: $83.73MSRP: $90

SKECHERS - Summits Leyter Hands Free Slip-in. Color Olive/Black. On sale for $72.00. MSRP $80.00. 10% off. 4.3 out of 5 stars

SKECHERS Summits Leyter Hands Free Slip-in

SKECHERS Summits Leyter Hands Free Slip-in

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

SKECHERS - Summits Leyter Hands Free Slip-in. Color Navy/Blue. On sale for $68.00. MSRP $80.00. 15% off. 4.3 out of 5 stars

SKECHERS Summits Leyter Hands Free Slip-in

SKECHERS Summits Leyter Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Summits Leyter Hands Free Slip-in
Gender: Men's
Color: Navy/Blue
Price: $68MSRP: $80

SKECHERS - Track Ezral Hands Free Slip-in. Color Black/Black. On sale for $72.00. MSRP $80.00. 10% off. 3.7 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 $72.00. MSRP $90.00. 20% off. 5.0 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: $72MSRP: $90

SKECHERS - Summits Leyter Hands Free Slip-in. Color Gray/Blue. On sale for $61.68. MSRP $80.00. 23% off. 4.3 out of 5 stars

SKECHERS Summits Leyter Hands Free Slip-in

SKECHERS Summits Leyter Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Summits Leyter Hands Free Slip-in
Gender: Men's
Color: Gray/Blue
Price: $61.68MSRP: $80

SKECHERS - Urban Explore Cozy Fit Hands Free Slip-in. Color Olive. On sale for $82.20. MSRP $90.00. 9% off. 4.0 out of 5 stars

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

SKECHERS Urban Explore Cozy Fit Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Urban Explore Cozy Fit Hands Free Slip-in
Gender: Men's
Color: Olive
Price: $82.20MSRP: $90

Deer Stags - Matthew. Color Brown. On sale for $59.12. MSRP $85.00. 30% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $59.12MSRP: $85

SKECHERS - Summits Key Pace Hands Free Slip-In. Color Black. On sale for $65.48. MSRP $80.00. 18% off. 4.3 out of 5 stars

SKECHERS Summits Key Pace Hands Free Slip-In

SKECHERS Summits Key Pace Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Summits Key Pace Hands Free Slip-In
Gender: Men's
Color: Black
Price: $65.48MSRP: $80

SKECHERS - Summits Key Pace Hands Free Slip-In. Color Black/Black. On sale for $66.05. MSRP $80.00. 17% off. 4.3 out of 5 stars

SKECHERS Summits Key Pace Hands Free Slip-In

SKECHERS Summits Key Pace Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Summits Key Pace Hands Free Slip-In
Gender: Men's
Color: Black/Black
Price: $66.05MSRP: $80

Rockport - Ports of Call Perth. Color Navy Blue Leather. $149.95. 4.2 out of 5 stars

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Navy Blue Leather
Price: $149.95

Dr. Scholl's - Sync Cap. Color Black Faux Leather. Low Stock. On sale for $50.35. MSRP $95.00. 47% off. 1.5 out of 5 stars

Low Stock

Dr. Scholl's Sync Cap

Dr. Scholl's Sync Cap

Brand Name: Dr. Scholl's
Product Name: Sync Cap
Gender: Men's
Color: Black Faux Leather
Price: $50.35MSRP: $95