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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Medium Size Comfort Gray Products

34 items found

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SKECHERS - Hands Free Slip-ins Go Walk Now - Payton Sneaker. Color Black/White. On sale for $53.99. MSRP $85.00. 36% off. 3.5 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Now - Payton Sneaker
Gender: Men's
Color: Black/White
Price: $53.99MSRP: $85

Deer Stags - Status. Color Grey/Luggage. On sale for $50.67. MSRP $100.00. 49% off. 3.1 out of 5 stars

Deer Stags Status

Deer Stags Status

Brand Name: Deer Stags
Product Name: Status
Gender: Men's
Color: Grey/Luggage
Price: $50.67MSRP: $100

adidas - Questar 3 Running Shoes. Color Preloved Ink/Halo Silver/Shadow Navy. On sale for $56.79. MSRP $80.00. 29% off. 4.6 out of 5 stars

adidas Questar 3 Running Shoes

adidas Questar 3 Running Shoes

Brand Name: adidas
Product Name: Questar 3 Running Shoes
Gender: Men's
Color: Preloved Ink/Halo Silver/Shadow Navy
Price: $56.79MSRP: $80

SKECHERS - Go Walk Flex - 216484. Color Black/White. On sale for $57.58. MSRP $65.00. 11% off. 4.2 out of 5 stars

SKECHERS Go Walk Flex - 216484

SKECHERS Go Walk Flex - 216484

Brand Name: SKECHERS
Product Name: Go Walk Flex - 216484
Gender: Men's
Color: Black/White
Price: $57.58MSRP: $65

Propet - Viasol Lace. Color Grey. On sale for $64.41. MSRP $84.95. 24% 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: $64.41MSRP: $84.95

Deer Stags - Breezy. Color Light Grey. Low Stock. On sale for $50.72. MSRP $100.00. 49% 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: $50.72MSRP: $100

SKECHERS - Edgeride Enzoh. Color Grey/Blue. On sale for $52.94. MSRP $70.00. 24% off. 4.7 out of 5 stars

SKECHERS Edgeride Enzoh

SKECHERS Edgeride Enzoh

Brand Name: SKECHERS
Product Name: Edgeride Enzoh
Gender: Men's
Color: Grey/Blue
Price: $52.94MSRP: $70

SKECHERS - Hands Free Slip-Ins Squad Chaos - Solid Step. Color Black/White. On sale for $57.15. MSRP $80.00. 29% off. 4.0 out of 5 stars

SKECHERS Hands Free Slip-Ins Squad Chaos - Solid Step

SKECHERS Hands Free Slip-Ins Squad Chaos - Solid Step

Brand Name: SKECHERS
Product Name: Hands Free Slip-Ins Squad Chaos - Solid Step
Gender: Men's
Color: Black/White
Price: $57.15MSRP: $80

Kenneth Cole - Elliot. Color Black/White. On sale for $66.75. MSRP $88.95. 25% off.

Kenneth Cole Elliot

Kenneth Cole Elliot

Brand Name: Kenneth Cole
Product Name: Elliot
Gender: Men's
Color: Black/White
Price: $66.75MSRP: $88.95

Under Armour - Charged Speed Swift. Color Castlerock/Castlerock/White. On sale for $64.99. MSRP $75.00. 13% off. 4.2 out of 5 stars

Under Armour Charged Speed Swift

Under Armour Charged Speed Swift

Brand Name: Under Armour
Product Name: Charged Speed Swift
Gender: Men's
Color: Castlerock/Castlerock/White
Price: $64.99MSRP: $75

TOMS - Alp FWD. Color Light Grey Mesh. On sale for $36.00. MSRP $60.00. 40% off. 3.8 out of 5 stars

TOMS Alp FWD

TOMS Alp FWD

Brand Name: TOMS
Product Name: Alp FWD
Gender: Men's
Color: Light Grey Mesh
Price: $36MSRP: $60

Columbia - Bahama X Relaxed. Color Grey Ice/Sea Salt. On sale for $66.20. MSRP $75.00. 12% off. 4.2 out of 5 stars

Columbia Bahama X Relaxed

Columbia Bahama X Relaxed

Brand Name: Columbia
Product Name: Bahama X Relaxed
Gender: Men's
Color: Grey Ice/Sea Salt
Price: $66.20MSRP: $75

Gola - Harrier. Color Ash/Ecru. On sale for $60.50. MSRP $110.00. 45% off. 4.2 out of 5 stars

Gola Harrier

Gola Harrier

Brand Name: Gola
Product Name: Harrier
Gender: Men's
Color: Ash/Ecru
Price: $60.50MSRP: $110

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $67.88. MSRP $108.95. 38% off. 5.0 out of 5 stars

Kenneth Cole Estate Belt Oxford

Kenneth Cole Estate Belt Oxford

Brand Name: Kenneth Cole
Product Name: Estate Belt Oxford
Gender: Men's
Color: Dark Grey
Price: $67.88MSRP: $108.95

Kenneth Cole - Elliot. Color White/Grey Multi. On sale for $54.89. MSRP $88.95. 38% off.

Kenneth Cole Elliot

Kenneth Cole Elliot

Brand Name: Kenneth Cole
Product Name: Elliot
Gender: Men's
Color: White/Grey Multi
Price: $54.89MSRP: $88.95

Allbirds - Wool Runner Go. Color Dark Grey (Light Grey). Low Stock. On sale for $69.73. MSRP $110.00. 37% off. 4.2 out of 5 stars

Low Stock

Allbirds Wool Runner Go

Allbirds Wool Runner Go

Brand Name: Allbirds
Product Name: Wool Runner Go
Gender: Men's
Color: Dark Grey (Light Grey)
Price: $69.73MSRP: $110

SKECHERS - Glide-Step Ryla. Color Gray. On sale for $54.99. MSRP $65.00. 15% off. 4.1 out of 5 stars

SKECHERS Glide-Step Ryla

SKECHERS Glide-Step Ryla

Brand Name: SKECHERS
Product Name: Glide-Step Ryla
Gender: Men's
Color: Gray
Price: $54.99MSRP: $65

SKECHERS - Hands Free Slip-Ins Squad Chaos - Tough Wallk. Color Slate. On sale for $64.34. MSRP $80.00. 20% off. 4.6 out of 5 stars

SKECHERS Hands Free Slip-Ins Squad Chaos - Tough Wallk

SKECHERS Hands Free Slip-Ins Squad Chaos - Tough Wallk

Brand Name: SKECHERS
Product Name: Hands Free Slip-Ins Squad Chaos - Tough Wallk
Gender: Men's
Color: Slate
Price: $64.34MSRP: $80

SKECHERS - Eden Lx - Strando. Color Black/White. Low Stock. On sale for $62.89. MSRP $83.00. 24% off. 4.4 out of 5 stars

Low Stock

SKECHERS Eden Lx - Strando

SKECHERS Eden Lx - Strando

Brand Name: SKECHERS
Product Name: Eden Lx - Strando
Gender: Men's
Color: Black/White
Price: $62.89MSRP: $83

etnies - Marana. Color Grey/Black/Slate. Low Stock. On sale for $49.97. MSRP $99.95. 50% off. 4.0 out of 5 stars

Low Stock

etnies Marana

etnies Marana

Brand Name: etnies
Product Name: Marana
Gender: Men's
Color: Grey/Black/Slate
Price: $49.97MSRP: $99.95

Teva - Terra Canyon Mesh. Color Lunar Rock. On sale for $63.33. MSRP $80.00. 21% off. 3.8 out of 5 stars

Teva Terra Canyon Mesh

Teva Terra Canyon Mesh

Brand Name: Teva
Product Name: Terra Canyon Mesh
Gender: Unisex
Color: Lunar Rock
Price: $63.33MSRP: $80

SKECHERS - Hands Free Slip-Ins Squad Chaos - Tough Wallk. Color Grey. On sale for $61.11. MSRP $80.00. 24% off. 4.6 out of 5 stars

SKECHERS Hands Free Slip-Ins Squad Chaos - Tough Wallk

SKECHERS Hands Free Slip-Ins Squad Chaos - Tough Wallk

Brand Name: SKECHERS
Product Name: Hands Free Slip-Ins Squad Chaos - Tough Wallk
Gender: Men's
Color: Grey
Price: $61.11MSRP: $80

etnies - Jameson 2 Eco. Color Grey/Grey/Blue. Low Stock. On sale for $32.47. MSRP $64.95. 50% off. 4.0 out of 5 stars

Low Stock

etnies Jameson 2 Eco

etnies Jameson 2 Eco

Brand Name: etnies
Product Name: Jameson 2 Eco
Gender: Men's
Color: Grey/Grey/Blue
Price: $32.47MSRP: $64.95

Vans - Old Skool. Color Metallic Pop Gray. On sale for $52.50. MSRP $75.00. 30% off. 4.6 out of 5 stars

Vans Old Skool

Vans Old Skool

Brand Name: Vans
Product Name: Old Skool
Gender: Unisex
Color: Metallic Pop Gray
Price: $52.50MSRP: $75

Columbia - Konos™ Low. Color Nori/Elk. On sale for $60.00. MSRP $80.00. 25% off. 4.0 out of 5 stars

Columbia Konos™ Low

Columbia Konos™ Low

Brand Name: Columbia
Product Name: Konos™ Low
Gender: Men's
Color: Nori/Elk
Price: $60MSRP: $80

SKECHERS - Oak Canyon Consistent Winne Hands Free Slip-In. Color Grey. On sale for $63.75. MSRP $90.00. 29% off. 3.9 out of 5 stars

SKECHERS Oak Canyon Consistent Winne Hands Free Slip-In

SKECHERS Oak Canyon Consistent Winne Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Oak Canyon Consistent Winne Hands Free Slip-In
Gender: Men's
Color: Grey
Price: $63.75MSRP: $90

etnies - Jameson 2 Eco. Color Granite Wash. Low Stock. On sale for $38.99. MSRP $65.00. 40% off. 4.0 out of 5 stars

Low Stock

etnies Jameson 2 Eco

etnies Jameson 2 Eco

Brand Name: etnies
Product Name: Jameson 2 Eco
Gender: Men's
Color: Granite Wash
Price: $38.99MSRP: $65

Vans - Sport Low. Color Black/White. On sale for $67.54. MSRP $70.00. 4% off. 1.0 out of 5 stars

Vans Sport Low

Vans Sport Low

Brand Name: Vans
Product Name: Sport Low
Gender: Unisex
Color: Black/White
Price: $67.54MSRP: $70

SKECHERS - Edgeride Raygo Hands Free Slip-In. Color White/Grey. On sale for $53.99. MSRP $80.00. 33% off. 4.2 out of 5 stars

SKECHERS Edgeride Raygo Hands Free Slip-In

SKECHERS Edgeride Raygo Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Edgeride Raygo Hands Free Slip-In
Gender: Men's
Color: White/Grey
Price: $53.99MSRP: $80

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

Propet - Hatcher. Color Dark Grey. On sale for $64.43. MSRP $89.95. 28% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Dark Grey
Price: $64.43MSRP: $89.95

SKECHERS - Go Walk Flex - New World Hands Free Slip-Ins. Color White/Grey. On sale for $57.92. 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: White/Grey
Price: $57.92MSRP: $80

Reef - Terramar LE. Color Grey. Low Stock. On sale for $47.50. MSRP $95.00. 50% 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: $47.50MSRP: $95

SKECHERS - Go Run Consistent 2.0 Lockhart Hands Free Slip-In. Color Gray/Charcoal. On sale for $63.75. MSRP $85.00. 25% off. 4.2 out of 5 stars

SKECHERS Go Run Consistent 2.0 Lockhart Hands Free Slip-In

SKECHERS Go Run Consistent 2.0 Lockhart Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Go Run Consistent 2.0 Lockhart Hands Free Slip-In
Gender: Men's
Color: Gray/Charcoal
Price: $63.75MSRP: $85