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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Casual Shoes On Sale

719 items found

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Cole Haan - Grand Crosscourt Daily Court Sneakers. Color Optic White/Indian Teal/Optic White. On sale for $108.00. MSRP $120.00. 10% off. 5.0 out of 5 stars

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: Optic White/Indian Teal/Optic White
Price: $108MSRP: $120

Vans - Classic Slip-On. Color Wool Navy/Black. On sale for $56.00. MSRP $70.00. 20% off. 4.6 out of 5 stars

Vans Classic Slip-On

Vans Classic Slip-On

Brand Name: Vans
Product Name: Classic Slip-On
Gender: Unisex
Color: Wool Navy/Black
Price: $56MSRP: $70

Allbirds - Tree Runner Go - Utility. Color Blizzard, Deep Navy (Natural White). On sale for $110.50. MSRP $130.00. 15% off. 4.2 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: $110.50MSRP: $130

Allbirds - Canvas Piper. Color Natural White, Hanami Night (Blizzard). Low Stock. On sale for $63.00. MSRP $90.00. 30% 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: $63MSRP: $90

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.95. 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: $79.95MSRP: $120

Cole Haan - Morse Grand Plain Toe Oxfords. Color Big Dipper Suede/Ivory/Sea Stone. Low Stock. On sale for $65.00. MSRP $130.00. 50% 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: Big Dipper Suede/Ivory/Sea Stone
Price: $65MSRP: $130

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $88.92. 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: $88.92MSRP: $110

Cole Haan - Grand 4-Eye Loafers. Color British Tan/Angora. On sale for $109.61. MSRP $130.00. 16% 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: $109.61MSRP: $130

TOMS - Carlo Mid Terrain 2.0. Color Tan. 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: Tan
Price: $99MSRP: $110

Merrell - Jungle Moc. Color Basalt. On sale for $78.99. MSRP $109.95. 28% off. 4.6 out of 5 stars

Merrell Jungle Moc

Merrell Jungle Moc

Brand Name: Merrell
Product Name: Jungle Moc
Gender: Men's
Color: Basalt
Price: $78.99MSRP: $109.95

Propet - Viator Hi. Color Grey/Orange. Low Stock. On sale for $52.47. MSRP $104.95. 50% 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: $52.47MSRP: $104.95

Cole Haan - Harmon Grand Cap Toe Oxfords. Color Madeira/Black Wr. Low Stock. On sale for $162.00. MSRP $180.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Harmon Grand Cap Toe Oxfords

Cole Haan Harmon Grand Cap Toe Oxfords

Brand Name: Cole Haan
Product Name: Harmon Grand Cap Toe Oxfords
Gender: Men's
Color: Madeira/Black Wr
Price: $162MSRP: $180

Cole Haan - Grandpro Court Skyweave Sneakers. Color Midnight Moon Suede/Raven/Quiet Shade. Low Stock. On sale for $187.20. MSRP $208.00. 10% off.

Low Stock

Cole Haan Grandpro Court Skyweave Sneakers

Cole Haan Grandpro Court Skyweave Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Court Skyweave Sneakers
Gender: Men's
Color: Midnight Moon Suede/Raven/Quiet Shade
Price: $187.20MSRP: $208

Vans - Classic Slip-On. Color Sherpa White. On sale for $54.95. MSRP $65.00. 15% off. 4.6 out of 5 stars

Vans Classic Slip-On

Vans Classic Slip-On

Brand Name: Vans
Product Name: Classic Slip-On
Gender: Unisex
Color: Sherpa White
Price: $54.95MSRP: $65

Cole Haan - Grand Crosscourt 20.4.7 Sneakers. Color Black/Ivory. On sale for $93.71. MSRP $130.00. 28% 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: $93.71MSRP: $130

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Morel Nubuck/Dark Natural/Silver Birch. On sale for $133.00. MSRP $190.00. 30% 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: $133MSRP: $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

Cole Haan - Grand Shadowlite Plain Toe Oxfords. Color British Tan/Ivory. On sale for $99.97. MSRP $140.00. 29% 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: $99.97MSRP: $140

Allbirds - Tree Runner Go - Utility. Color Natural White/Rustic Brown/Natural White. Low Stock. On sale for $97.50. MSRP $130.00. 25% off. 4.2 out of 5 stars

Low Stock

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Natural White/Rustic Brown/Natural White
Price: $97.50MSRP: $130

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