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Boots on Sale $50 & Under

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Size 8.5 Casual Comfort Gray On Sale Products

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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. 3.6 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

adidas - Barreda Decode. Color Grey/Black/Grey. On sale for $72.00. MSRP $80.00. 10% off. 3.0 out of 5 stars

adidas Barreda Decode

adidas Barreda Decode

Brand Name: adidas
Product Name: Barreda Decode
Gender: Men's
Color: Grey/Black/Grey
Price: $72MSRP: $80

Deer Stags - Status. Color Grey/Luggage. On sale for $56.00. MSRP $100.00. 44% 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: $56MSRP: $100

Kenneth Cole - Dover. Color Light Grey/White Multi. On sale for $76.31. MSRP $119.95. 36% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: Light Grey/White Multi
Price: $76.31MSRP: $119.95

Deer Stags - Breezy. Color Light Grey. Low Stock. On sale for $57.24. MSRP $100.00. 43% 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: $57.24MSRP: $100

Propet - Traverse. Color Grey/Black. On sale for $87.47. MSRP $129.99. 33% off. 3.3 out of 5 stars

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Grey/Black
Price: $87.47MSRP: $129.99

Birkenstock - Bend - Suede (Unisex). Color Stone Coin. On sale for $115.50. MSRP $165.00. 30% off. 4.0 out of 5 stars

Birkenstock Bend - Suede (Unisex)

Birkenstock Bend - Suede (Unisex)

Brand Name: Birkenstock
Product Name: Bend - Suede (Unisex)
Gender: Unisex
Color: Stone Coin
Price: $115.50MSRP: $165

Vans - Old Skool. Color Metallic Pop Gray. On sale for $45.00. MSRP $75.00. 40% 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: $45MSRP: $75

Reebok - Campio XT. Color Moon/Moon/Chalk. On sale for $56.01. MSRP $65.00. 14% off. 4.0 out of 5 stars

Reebok Campio XT

Reebok Campio XT

Brand Name: Reebok
Product Name: Campio XT
Gender: Unisex
Color: Moon/Moon/Chalk
Price: $56.01MSRP: $65

Cole Haan - Grand Crosscourt Runox Sneakers. Color Grey Nubuck. On sale for $59.97. MSRP $110.00. 45% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Runox Sneakers

Cole Haan Grand Crosscourt Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox Sneakers
Gender: Men's
Color: Grey Nubuck
Price: $59.97MSRP: $110

Kenneth Cole - Dover. Color White/Grey Multi. On sale for $73.98. MSRP $119.95. 38% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: White/Grey Multi
Price: $73.98MSRP: $119.95

Kenneth Cole - Pryor. Color Black/White. On sale for $96.22. MSRP $134.95. 29% off. 5.0 out of 5 stars

Kenneth Cole Pryor

Kenneth Cole Pryor

Brand Name: Kenneth Cole
Product Name: Pryor
Gender: Men's
Color: Black/White
Price: $96.22MSRP: $134.95

Rockport - Tristen Step Activated Lace To Toe. Color Grey. On sale for $116.95. MSRP $129.95. 10% off. 3.2 out of 5 stars

Rockport Tristen Step Activated Lace To Toe

Rockport Tristen Step Activated Lace To Toe

Brand Name: Rockport
Product Name: Tristen Step Activated Lace To Toe
Gender: Men's
Color: Grey
Price: $116.95MSRP: $129.95

Allbirds - Tree Runner Go - Utility. Color Blizzard, Deep Navy (Natural White). On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Blizzard, Deep Navy (Natural White)
Price: $78MSRP: $130

Allbirds - Tree Runner Go - Utility. Color Blizzard, Hazy Pine (Natural White). On sale for $86.43. MSRP $130.00. 34% off. 4.0 out of 5 stars

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Blizzard, Hazy Pine (Natural White)
Price: $86.43MSRP: $130

SKECHERS - Go Golf Max-Fairway 4. Color Grey/Blue. On sale for $72.87. MSRP $85.00. 14% off. 4.2 out of 5 stars

SKECHERS Go Golf Max-Fairway 4

SKECHERS Go Golf Max-Fairway 4

Brand Name: SKECHERS
Product Name: Go Golf Max-Fairway 4
Gender: Men's
Color: Grey/Blue
Price: $72.87MSRP: $85

SKECHERS - Go Walk Flex - New World Hands Free Slip-Ins. Color White/Grey. On sale for $60.73. MSRP $80.00. 24% 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: $60.73MSRP: $80

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color Ironstone Nubuck/Paloma/Paloma. On sale for $120.00. MSRP $160.00. 25% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: Ironstone Nubuck/Paloma/Paloma
Price: $120MSRP: $160

Kenneth Cole - Tully Cap Toe Oxford. Color Dark Grey Leather. On sale for $120.38. MSRP $159.95. 25% off.

Kenneth Cole Tully Cap Toe Oxford

Kenneth Cole Tully Cap Toe Oxford

Brand Name: Kenneth Cole
Product Name: Tully Cap Toe Oxford
Gender: Men's
Color: Dark Grey Leather
Price: $120.38MSRP: $159.95

Allbirds - Tree Dasher 2. Color Blizzard, Hazy Cobalt (clarity Blue). Low Stock. On sale for $94.50. MSRP $135.00. 30% off. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher 2

Allbirds Tree Dasher 2

Brand Name: Allbirds
Product Name: Tree Dasher 2
Gender: Men's
Color: Blizzard, Hazy Cobalt (clarity Blue)
Price: $94.50MSRP: $135

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

Calvin Klein - Picio. Color Light Grey/White Multi. On sale for $77.35. MSRP $115.00. 33% off. 5.0 out of 5 stars

Calvin Klein Picio

Calvin Klein Picio

Brand Name: Calvin Klein
Product Name: Picio
Gender: Men's
Color: Light Grey/White Multi
Price: $77.35MSRP: $115

SKECHERS - Ultra Flex 3.0 Smooth Step Hands Free Slip-Ins. Color Gray. On sale for $68.41. MSRP $95.00. 28% off. 4.6 out of 5 stars

SKECHERS Ultra Flex 3.0 Smooth Step Hands Free Slip-Ins

SKECHERS Ultra Flex 3.0 Smooth Step Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Ultra Flex 3.0 Smooth Step Hands Free Slip-Ins
Gender: Men's
Color: Gray
Price: $68.41MSRP: $95

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

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 - Vercors. Color Grey/Blue. Low Stock. On sale for $77.00. MSRP $144.95. 47% off. 3.4 out of 5 stars

Low Stock

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Grey/Blue
Price: $77MSRP: $144.95

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $89.37. MSRP $110.00. 19% off.

Cole Haan Grand Crosscourt Modern Runner

Cole Haan Grand Crosscourt Modern Runner

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Runner
Gender: Men's
Color: Microchip/Quiet Shade/Optic White
Price: $89.37MSRP: $110

Propet - Hatcher. Color Dark Grey. On sale for $68.74. MSRP $89.95. 24% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Dark Grey
Price: $68.74MSRP: $89.95

Propet - Viator Hi. Color Grey/Orange. Low Stock. On sale for $88.03. MSRP $104.95. 16% off. 4.7 out of 5 stars

Low Stock

Propet Viator Hi

Propet Viator Hi

Brand Name: Propet
Product Name: Viator Hi
Gender: Men's
Color: Grey/Orange
Price: $88.03MSRP: $104.95

Cole Haan - Originalgrand Cityspectre Captoe Oxfords. Color Raven Nubuck/Dark Natural/Quiet Shade. On sale for $129.95. MSRP $190.00. 32% off. 5.0 out of 5 stars

Cole Haan Originalgrand Cityspectre Captoe Oxfords

Cole Haan Originalgrand Cityspectre Captoe Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Captoe Oxfords
Gender: Men's
Color: Raven Nubuck/Dark Natural/Quiet Shade
Price: $129.95MSRP: $190

SKECHERS - Hands Free Slip-ins Go Walk Glide-Step 2.0 - Zalor Sneaker. Color Black/White. On sale for $86.92. MSRP $100.00. 13% off. 4.1 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Glide-Step 2.0 - Zalor Sneaker

SKECHERS Hands Free Slip-ins Go Walk Glide-Step 2.0 - Zalor Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Glide-Step 2.0 - Zalor Sneaker
Gender: Men's
Color: Black/White
Price: $86.92MSRP: $100

SKECHERS - Hands Free Slip-ins Go Walk Flex Sneaker. Color Gray. On sale for $72.00. MSRP $80.00. 10% off. 5.0 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Flex Sneaker

SKECHERS Hands Free Slip-ins Go Walk Flex Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Flex Sneaker
Gender: Men's
Color: Gray
Price: $72MSRP: $80

Vans - Mte™ Standard Zip Waterproof. Color Faded Black. On sale for $198.00. MSRP $220.00. 10% off.

Vans Mte™ Standard Zip Waterproof

Vans Mte™ Standard Zip Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Zip Waterproof
Gender: Unisex
Color: Faded Black
Price: $198MSRP: $220

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

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

Calvin Klein - Oliver. Color Light Grey. On sale for $71.51. MSRP $99.00. 28% off. 3.0 out of 5 stars

Calvin Klein Oliver

Calvin Klein Oliver

Brand Name: Calvin Klein
Product Name: Oliver
Gender: Men's
Color: Light Grey
Price: $71.51MSRP: $99

SKECHERS - Hands Free Slip-Ins Squad Chaos - Tough Wallk. Color Slate. On sale for $66.57. MSRP $80.00. 17% 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: $66.57MSRP: $80

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $80.89. MSRP $110.00. 26% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Quiet Shade
Price: $80.89MSRP: $110

ECCO - Oslo Wing Tip Oxford. Color Dust. Low Stock. On sale for $149.97. MSRP $249.95. 40% off. 2.5 out of 5 stars

Low Stock

ECCO Oslo Wing Tip Oxford

ECCO Oslo Wing Tip Oxford

Brand Name: ECCO
Product Name: Oslo Wing Tip Oxford
Gender: Men's
Color: Dust
Price: $149.97MSRP: $249.95

Propet - Stability X. Color Light Grey. On sale for $99.95. MSRP $112.49. 11% off. 4.0 out of 5 stars

Propet Stability X

Propet Stability X

Brand Name: Propet
Product Name: Stability X
Gender: Men's
Color: Light Grey
Price: $99.95MSRP: $112.49

New Balance - Fresh Foam X Kaiha Road. Color Dark Arctic Grey/Black. On sale for $83.99. MSRP $104.99. 20% off. 4.1 out of 5 stars

New Balance Fresh Foam X Kaiha Road

New Balance Fresh Foam X Kaiha Road

Brand Name: New Balance
Product Name: Fresh Foam X Kaiha Road
Gender: Men's
Color: Dark Arctic Grey/Black
Price: $83.99MSRP: $104.99

Propet - Viasol Lace. Color Grey. On sale for $45.00. MSRP $84.95. 47% 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: $45MSRP: $84.95

Teva - Terra Canyon Mesh. Color Lunar Rock. On sale for $64.00. MSRP $80.00. 20% 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: $64MSRP: $80

Mephisto - Gerome. Color Light Grey. On sale for $350.10. MSRP $389.00. 10% off.

Mephisto Gerome

Mephisto Gerome

Brand Name: Mephisto
Product Name: Gerome
Gender: Men's
Color: Light Grey
Price: $350.10MSRP: $389

SKECHERS - Hands Free Slip-Ins Squad Chaos - Tough Wallk. Color Grey. On sale for $62.02. MSRP $80.00. 22% 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: $62.02MSRP: $80

SKECHERS - Glide-Step Ryla. Color Gray. On sale for $54.99. MSRP $65.00. 15% off. 4.0 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

ECCO - Biom 2.1 Cross Mountain Street Sneakers. Color Pavement Nubuck/Pavement. On sale for $123.75. MSRP $225.00. 45% off. 3.5 out of 5 stars

ECCO Biom 2.1 Cross Mountain Street Sneakers

ECCO Biom 2.1 Cross Mountain Street Sneakers

Brand Name: ECCO
Product Name: Biom 2.1 Cross Mountain Street Sneakers
Gender: Men's
Color: Pavement Nubuck/Pavement
Price: $123.75MSRP: $225

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $69.74. MSRP $108.95. 36% 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: $69.74MSRP: $108.95

Allbirds - Wool Runner Go. Color Dark Grey (Light Grey). Low Stock. On sale for $70.71. MSRP $110.00. 36% 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: $70.71MSRP: $110

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color Ironstone Nubuck/Ivory. Low Stock. On sale for $85.00. MSRP $170.00. 50% off. 5.0 out of 5 stars

Low Stock

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Wing Tip Oxford
Gender: Men's
Color: Ironstone Nubuck/Ivory
Price: $85MSRP: $170

Kenneth Cole - Elliot. Color White/Grey Multi. On sale for $58.82. MSRP $88.95. 34% off.

Kenneth Cole Elliot

Kenneth Cole Elliot

Brand Name: Kenneth Cole
Product Name: Elliot
Gender: Men's
Color: White/Grey Multi
Price: $58.82MSRP: $88.95

Kenneth Cole - Elliot. Color Black/White. On sale for $80.05. MSRP $88.95. 10% off.

Kenneth Cole Elliot

Kenneth Cole Elliot

Brand Name: Kenneth Cole
Product Name: Elliot
Gender: Men's
Color: Black/White
Price: $80.05MSRP: $88.95

Kenneth Cole - Alder. Color Light Grey Multi. On sale for $116.84. MSRP $159.95. 27% off.

Kenneth Cole Alder

Kenneth Cole Alder

Brand Name: Kenneth Cole
Product Name: Alder
Gender: Men's
Color: Light Grey Multi
Price: $116.84MSRP: $159.95

Kenneth Cole - Alder. Color Taupe/Dark Grey Multi. On sale for $116.61. MSRP $159.95. 27% off.

Kenneth Cole Alder

Kenneth Cole Alder

Brand Name: Kenneth Cole
Product Name: Alder
Gender: Men's
Color: Taupe/Dark Grey Multi
Price: $116.61MSRP: $159.95

Cole Haan - American Classics Bit Loafers. Color Raven Nubuck/Dark Latte. On sale for $149.87. MSRP $175.00. 14% off. 5.0 out of 5 stars

Cole Haan American Classics Bit Loafers

Cole Haan American Classics Bit Loafers

Brand Name: Cole Haan
Product Name: American Classics Bit Loafers
Gender: Men's
Color: Raven Nubuck/Dark Latte
Price: $149.87MSRP: $175

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Ironstone Nubuck/Ivory. On sale for $119.79. MSRP $150.00. 20% off. 5.0 out of 5 stars

Cole Haan Grand Hurrion Wing Tip Oxford

Cole Haan Grand Hurrion Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Wing Tip Oxford
Gender: Men's
Color: Ironstone Nubuck/Ivory
Price: $119.79MSRP: $150

Stacy Adams - Sync Lace-Up. Color Natural. On sale for $86.99. MSRP $125.00. 30% off. 4.3 out of 5 stars

Stacy Adams Sync Lace-Up

Stacy Adams Sync Lace-Up

Brand Name: Stacy Adams
Product Name: Sync Lace-Up
Gender: Men's
Color: Natural
Price: $86.99MSRP: $125