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Boots on Sale $50 & Under

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Men's Size 8.5 Casual Comfort Products

223 items found

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Deer Stags - Breezy. Color Light Grey. Low Stock. On sale for $52.99. MSRP $100.00. 47% off. 5.0 out of 5 stars

Low Stock

Deer Stags Breezy

Deer Stags Breezy

Brand Name: Deer Stags
Product Name: Breezy
Gender: Men's
Color: Light Grey
Price: $52.99MSRP: $100

Propet - Stark. Color Black. Low Stock. On sale for $68.00. MSRP $124.99. 46% off. 4.0 out of 5 stars

Low Stock

Propet Stark

Propet Stark

Brand Name: Propet
Product Name: Stark
Gender: Men's
Color: Black
Price: $68MSRP: $124.99

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

SKECHERS - Parson Ralven Hands Free Slip-Ins. Color Gray. On sale for $59.99. MSRP $80.00. 25% off. 4.4 out of 5 stars

SKECHERS Parson Ralven Hands Free Slip-Ins

SKECHERS Parson Ralven Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Parson Ralven Hands Free Slip-Ins
Gender: Men's
Color: Gray
Price: $59.99MSRP: $80

SKECHERS - Parson Ralven Hands Free Slip-Ins. Color Taupe. On sale for $64.98. MSRP $80.00. 19% off. 4.4 out of 5 stars

SKECHERS Parson Ralven Hands Free Slip-Ins

SKECHERS Parson Ralven Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Parson Ralven Hands Free Slip-Ins
Gender: Men's
Color: Taupe
Price: $64.98MSRP: $80

SKECHERS - Go Walk Flex - New World Hands Free Slip-Ins. Color Navy/Lime. On sale for $57.35. MSRP $80.00. 28% off. 4.4 out of 5 stars

SKECHERS Go Walk Flex - New World Hands Free Slip-Ins

SKECHERS Go Walk Flex - New World Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Flex - New World Hands Free Slip-Ins
Gender: Men's
Color: Navy/Lime
Price: $57.35MSRP: $80

Johnston & Murphy - Upton Perfed Plain Toe. Color Navy. Low Stock. On sale for $69.99. MSRP $149.00. 53% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Perfed Plain Toe

Johnston & Murphy Upton Perfed Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Perfed Plain Toe
Gender: Men's
Color: Navy
Price: $69.99MSRP: $149

Sperry - Striper II CVO SW. Color Navy. Low Stock. $65.00.

Low Stock

Sperry Striper II CVO SW

Sperry Striper II CVO SW

Brand Name: Sperry
Product Name: Striper II CVO SW
Gender: Men's
Color: Navy
Price: $65

Born - Beck Tie. Color Navy. Low Stock. On sale for $62.50. MSRP $125.00. 50% off. 5.0 out of 5 stars

Low Stock

Born Beck Tie

Born Beck Tie

Brand Name: Born
Product Name: Beck Tie
Gender: Men's
Color: Navy
Price: $62.50MSRP: $125

Reef - Terramar LE. Color Grey. Low Stock. On sale for $38.00. MSRP $95.00. 60% off. 4.0 out of 5 stars

Low Stock

Reef Terramar LE

Reef Terramar LE

Brand Name: Reef
Product Name: Terramar LE
Gender: Men's
Color: Grey
Price: $38MSRP: $95

Reef - Terramar LE. Color Tan. Low Stock. On sale for $66.50. MSRP $95.00. 30% off. 4.0 out of 5 stars

Low Stock

Reef Terramar LE

Reef Terramar LE

Brand Name: Reef
Product Name: Terramar LE
Gender: Men's
Color: Tan
Price: $66.50MSRP: $95

Vans - Lowland 2.0. Color Sun/Dried Tomato. Low Stock. On sale for $34.00. MSRP $85.00. 60% off. 5.0 out of 5 stars

Low Stock

Vans Lowland 2.0

Vans Lowland 2.0

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: Sun/Dried Tomato
Price: $34MSRP: $85

ECCO - Cozmo EVA Slide. Color Sand. On sale for $60.76. MSRP $70.00. 13% off. 5.0 out of 5 stars

ECCO Cozmo EVA Slide

ECCO Cozmo EVA Slide

Brand Name: ECCO
Product Name: Cozmo EVA Slide
Gender: Unisex
Color: Sand
Price: $60.76MSRP: $70

SKECHERS - Go Walk Flex - New World Hands Free Slip-Ins. Color White/Grey. On sale for $59.21. MSRP $80.00. 26% off. 4.4 out of 5 stars

SKECHERS Go Walk Flex - New World Hands Free Slip-Ins

SKECHERS Go Walk Flex - New World Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Flex - New World Hands Free Slip-Ins
Gender: Men's
Color: White/Grey
Price: $59.21MSRP: $80

SKECHERS - Go Walk 7 - Free Hand 2 Hands Free Slip-Ins. Color Navy/Red. On sale for $60.00. MSRP $100.00. 40% off. 3.7 out of 5 stars

SKECHERS Go Walk 7 - Free Hand 2 Hands Free Slip-Ins

SKECHERS Go Walk 7 - Free Hand 2 Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk 7 - Free Hand 2 Hands Free Slip-Ins
Gender: Men's
Color: Navy/Red
Price: $60MSRP: $100

Tommy Hilfiger - Trenity. Color Light Brown. Low Stock. On sale for $57.53. MSRP $99.00. 42% off.

Low Stock

Tommy Hilfiger Trenity

Tommy Hilfiger Trenity

Brand Name: Tommy Hilfiger
Product Name: Trenity
Gender: Men's
Color: Light Brown
Price: $57.53MSRP: $99

Dr. Scholl's - Sync Cap. Color Black Faux Leather. Low Stock. On sale for $39.99. MSRP $95.00. 58% 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: $39.99MSRP: $95

Josef Seibel - Finley 01. Color Black/Kombi Oiled Full Grain/Kombi. On sale for $60.00. MSRP $150.00. 60% off. 1.5 out of 5 stars

Josef Seibel Finley 01

Josef Seibel Finley 01

Brand Name: Josef Seibel
Product Name: Finley 01
Gender: Men's
Color: Black/Kombi Oiled Full Grain/Kombi
Price: $60MSRP: $150

Josef Seibel - Finley 02. Color Black Full Grain/Kombi. On sale for $60.00. MSRP $150.00. 60% off. 5.0 out of 5 stars

Josef Seibel Finley 02

Josef Seibel Finley 02

Brand Name: Josef Seibel
Product Name: Finley 02
Gender: Men's
Color: Black Full Grain/Kombi
Price: $60MSRP: $150

Johnston & Murphy - Upton Gl3 Luxe Hybrid. Color Dark Brown Croc Print/White Full Grain. Low Stock. On sale for $50.70. MSRP $169.00. 70% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Upton Gl3 Luxe Hybrid

Johnston & Murphy Upton Gl3 Luxe Hybrid

Brand Name: Johnston & Murphy
Product Name: Upton Gl3 Luxe Hybrid
Gender: Men's
Color: Dark Brown Croc Print/White Full Grain
Price: $50.70MSRP: $169

SKECHERS - Ultra Flex 3.0 Right Away Hands Free Slip-Ins. Color Black. On sale for $67.58. MSRP $95.00. 29% off. 4.5 out of 5 stars

SKECHERS Ultra Flex 3.0 Right Away Hands Free Slip-Ins

SKECHERS Ultra Flex 3.0 Right Away Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Ultra Flex 3.0 Right Away Hands Free Slip-Ins
Gender: Men's
Color: Black
Price: $67.58MSRP: $95

SKECHERS - Ultra Flex 3.0 Right Away Hands Free Slip-Ins. Color Gray. On sale for $66.58. MSRP $95.00. 30% off. 4.5 out of 5 stars

SKECHERS Ultra Flex 3.0 Right Away Hands Free Slip-Ins

SKECHERS Ultra Flex 3.0 Right Away Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Ultra Flex 3.0 Right Away Hands Free Slip-Ins
Gender: Men's
Color: Gray
Price: $66.58MSRP: $95

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