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Boots on Sale $50 & Under

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Size 8.5 Comfort Products

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Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $80.69. MSRP $110.00. 27% 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: Pavement/Biscuit/Storm Cloud
Price: $80.69MSRP: $110

Cole Haan - Grand Crosscourt Daily Court Sneakers. Color Navy Blazer/British Tan/Ivory. Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Daily Court Sneakers

Cole Haan Grand Crosscourt Daily Court Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Daily Court Sneakers
Gender: Men's
Color: Navy Blazer/British Tan/Ivory
Price: $108MSRP: $120

Cole Haan - Go-To Wing Oxfords. Color Big Dipper Nubuck/Ivory. On sale for $123.28. MSRP $160.00. 23% off.

Cole Haan Go-To Wing Oxfords

Cole Haan Go-To Wing Oxfords

Brand Name: Cole Haan
Product Name: Go-To Wing Oxfords
Gender: Men's
Color: Big Dipper Nubuck/Ivory
Price: $123.28MSRP: $160

Columbia - Escape Thrive Titanium. Color Moonstone/White. $139.99. 4.3 out of 5 stars

Columbia Escape Thrive Titanium

Columbia Escape Thrive Titanium

Brand Name: Columbia
Product Name: Escape Thrive Titanium
Gender: Men's
Color: Moonstone/White
Price: $139.99

Columbia - Peakfreak Rush Mid Outdry. Color Canvas Tan/Metal. On sale for $113.10. MSRP $130.00. 13% off. 5.0 out of 5 stars

Columbia Peakfreak Rush Mid Outdry

Columbia Peakfreak Rush Mid Outdry

Brand Name: Columbia
Product Name: Peakfreak Rush Mid Outdry
Gender: Men's
Color: Canvas Tan/Metal
Price: $113.10MSRP: $130

Columbia - Konos TRS. Color Mountain/Tangy Orange. Low Stock. On sale for $86.25. MSRP $115.00. 25% off.

Low Stock

Columbia Konos TRS

Columbia Konos TRS

Brand Name: Columbia
Product Name: Konos TRS
Gender: Men's
Color: Mountain/Tangy Orange
Price: $86.25MSRP: $115

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Morel Nubuck/Dark Natural/Silver Birch. On sale for $171.00. MSRP $190.00. 10% off. 4.0 out of 5 stars

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wingtip Oxfords
Gender: Men's
Color: Morel Nubuck/Dark Natural/Silver Birch
Price: $171MSRP: $190

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Black/Black. On sale for $171.00. MSRP $190.00. 10% off. 4.0 out of 5 stars

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wingtip Oxfords
Gender: Men's
Color: Black/Black
Price: $171MSRP: $190

SKECHERS - Edgeride Raygo Hands Free Slip-In. Color Black/Blue. On sale for $63.57. MSRP $80.00. 21% off. 4.1 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: Black/Blue
Price: $63.57MSRP: $80

Allbirds - Canvas Piper. Color Natural White, Hanami Night (Blizzard). Low Stock. On sale for $45.00. MSRP $90.00. 50% off. 3.5 out of 5 stars

Low Stock

Allbirds Canvas Piper

Allbirds Canvas Piper

Brand Name: Allbirds
Product Name: Canvas Piper
Gender: Men's
Color: Natural White, Hanami Night (Blizzard)
Price: $45MSRP: $90

New Balance - 574 Vulc. Color Black. On sale for $80.94. MSRP $89.99. 10% off. 3.2 out of 5 stars

New Balance 574 Vulc

New Balance 574 Vulc

Brand Name: New Balance
Product Name: 574 Vulc
Gender: Men's
Color: Black
Price: $80.94MSRP: $89.99

etnies - Scam. Color Burgundy/Tan. On sale for $56.00. MSRP $80.00. 30% off.

etnies Scam

etnies Scam

Brand Name: etnies
Product Name: Scam
Gender: Men's
Color: Burgundy/Tan
Price: $56MSRP: $80

Polo Ralph Lauren - Alston Leather & Plaid Wool Penny Loafers. Color Dark Brown/Blackwatch. On sale for $160.20. MSRP $178.00. 10% off.

Polo Ralph Lauren Alston Leather & Plaid Wool Penny Loafers

Polo Ralph Lauren Alston Leather & Plaid Wool Penny Loafers

Brand Name: Polo Ralph Lauren
Product Name: Alston Leather & Plaid Wool Penny Loafers
Gender: Men's
Color: Dark Brown/Blackwatch
Price: $160.20MSRP: $178

SKECHERS - Ultra Flex 3.0 Smooth Step Hands Free Slip-Ins. Color Navy. On sale for $71.03. MSRP $95.00. 25% 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: Navy
Price: $71.03MSRP: $95

SKECHERS - Ultra Flex 3.0 Right Away Hands Free Slip-Ins. Color Gray. On sale for $66.22. 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: $66.22MSRP: $95

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Brown. On sale for $75.91. MSRP $100.00. 24% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Brown
Price: $75.91MSRP: $100

Propet - Cash. Color Gunsmoke. On sale for $92.23. MSRP $119.95. 23% off. 3.0 out of 5 stars

Propet Cash

Propet Cash

Brand Name: Propet
Product Name: Cash
Gender: Men's
Color: Gunsmoke
Price: $92.23MSRP: $119.95

Propet - Cash. Color Navy. On sale for $91.66. MSRP $119.95. 24% off. 3.0 out of 5 stars

Propet Cash

Propet Cash

Brand Name: Propet
Product Name: Cash
Gender: Men's
Color: Navy
Price: $91.66MSRP: $119.95

Vans - Hylane. Color Citadel. On sale for $71.91. MSRP $90.00. 20% off. 4.5 out of 5 stars

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Citadel
Price: $71.91MSRP: $90

Vans - Hylane. Color Marshmallow. On sale for $84.47. MSRP $90.00. 6% off. 4.5 out of 5 stars

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Marshmallow
Price: $84.47MSRP: $90

Michael Kors - Atlas Knit Trainer. Color Light Sand. Low Stock. On sale for $119.53. MSRP $198.00. 40% off.

Low Stock

Michael Kors Atlas Knit Trainer

Michael Kors Atlas Knit Trainer

Brand Name: Michael Kors
Product Name: Atlas Knit Trainer
Gender: Men's
Color: Light Sand
Price: $119.53MSRP: $198

Michael Kors - Atlas Knit Trainer. Color Dark Chambray. Low Stock. On sale for $106.93. MSRP $198.00. 46% off.

Low Stock

Michael Kors Atlas Knit Trainer

Michael Kors Atlas Knit Trainer

Brand Name: Michael Kors
Product Name: Atlas Knit Trainer
Gender: Men's
Color: Dark Chambray
Price: $106.93MSRP: $198

Born - Mariner 3-Eye. Color Navy. On sale for $39.00. MSRP $130.00. 70% off. 5.0 out of 5 stars

Born Mariner 3-Eye

Born Mariner 3-Eye

Brand Name: Born
Product Name: Mariner 3-Eye
Gender: Men's
Color: Navy
Price: $39MSRP: $130

Vans - Hylane. Color Suede Red. Low Stock. On sale for $67.50. MSRP $90.00. 25% off. 4.5 out of 5 stars

Low Stock

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Suede Red
Price: $67.50MSRP: $90

Johnston & Murphy - Sullivan Double Buckle Cap Toe. Color Mahogany Croc Embossed Italian Calfskin. Low Stock. On sale for $129.99. MSRP $199.00. 35% off.

Low Stock

Johnston & Murphy Sullivan Double Buckle Cap Toe

Johnston & Murphy Sullivan Double Buckle Cap Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Double Buckle Cap Toe
Gender: Men's
Color: Mahogany Croc Embossed Italian Calfskin
Price: $129.99MSRP: $199

Propet - Viasol. Color Black. Low Stock. On sale for $69.95. MSRP $84.99. 18% off. 4.1 out of 5 stars

Low Stock

Propet Viasol

Propet Viasol

Brand Name: Propet
Product Name: Viasol
Gender: Men's
Color: Black
Price: $69.95MSRP: $84.99

Propet - Findley. Color Tan. Low Stock. On sale for $109.08. MSRP $134.99. 19% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan
Price: $109.08MSRP: $134.99

Propet - Viator Hi. Color Grey/Orange. Low Stock. On sale for $89.15. MSRP $104.95. 15% 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: $89.15MSRP: $104.95

Cole Haan - Grand Crosscourt 20.4.7 Sneakers. Color Black/Ivory. On sale for $88.34. MSRP $130.00. 32% off.

Cole Haan Grand Crosscourt 20.4.7 Sneakers

Cole Haan Grand Crosscourt 20.4.7 Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt 20.4.7 Sneakers
Gender: Men's
Color: Black/Ivory
Price: $88.34MSRP: $130

Born - Todd. Color Dark Brown. Low Stock. On sale for $77.66. MSRP $115.00. 32% off. 3.8 out of 5 stars

Low Stock

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $77.66MSRP: $115

Cole Haan - Grand Crosscourt 20.4.7 Sneakers. Color Midnight Moon/Quiet Shade/Ivory. On sale for $89.92. MSRP $130.00. 31% off.

Cole Haan Grand Crosscourt 20.4.7 Sneakers

Cole Haan Grand Crosscourt 20.4.7 Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt 20.4.7 Sneakers
Gender: Men's
Color: Midnight Moon/Quiet Shade/Ivory
Price: $89.92MSRP: $130

Cole Haan - Morse Grand Plain Toe Oxfords. Color Morel Nubuck/Silver Birch. Low Stock. On sale for $112.00. MSRP $140.00. 20% off.

Low Stock

Cole Haan Morse Grand Plain Toe Oxfords

Cole Haan Morse Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Plain Toe Oxfords
Gender: Men's
Color: Morel Nubuck/Silver Birch
Price: $112MSRP: $140

TOMS - Carlo Mid Terrain 2.0. Color Oak Brown. On sale for $99.00. MSRP $110.00. 10% off.

TOMS Carlo Mid Terrain 2.0

TOMS Carlo Mid Terrain 2.0

Brand Name: TOMS
Product Name: Carlo Mid Terrain 2.0
Gender: Men's
Color: Oak Brown
Price: $99MSRP: $110

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. Low Stock. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Low Stock

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: $79.95MSRP: $110

Cole Haan - Grand Shadowlite Plain Toe Oxfords. Color British Tan/Ivory. On sale for $126.00. MSRP $140.00. 10% off.

Cole Haan Grand Shadowlite Plain Toe Oxfords

Cole Haan Grand Shadowlite Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Shadowlite Plain Toe Oxfords
Gender: Men's
Color: British Tan/Ivory
Price: $126MSRP: $140

Cole Haan - Grand 4-Eye Loafers. Color British Tan/Angora. On sale for $115.78. MSRP $130.00. 11% off.

Cole Haan Grand 4-Eye Loafers

Cole Haan Grand 4-Eye Loafers

Brand Name: Cole Haan
Product Name: Grand 4-Eye Loafers
Gender: Men's
Color: British Tan/Angora
Price: $115.78MSRP: $130

Born - Todd. Color Brown Full Grain Leather. On sale for $73.85. MSRP $115.00. 36% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Brown Full Grain Leather
Price: $73.85MSRP: $115

Calvin Klein - Obexx. Color Black Leather. On sale for $84.00. MSRP $140.00. 40% off.

Calvin Klein Obexx

Calvin Klein Obexx

Brand Name: Calvin Klein
Product Name: Obexx
Gender: Men's
Color: Black Leather
Price: $84MSRP: $140

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