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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Medium Size Wedges Shoes

28 items found

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Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Black/Brit Tan/Ivory. On sale for $85.00. MSRP $170.00. 50% off.

Cole Haan Zerogrand Remastered Stitchlite Loafer

Cole Haan Zerogrand Remastered Stitchlite Loafer

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Loafer
Gender: Men's
Color: Black/Brit Tan/Ivory
Price: $85MSRP: $170

Marc Joseph New York - Douglas Street (Hands Free Technology). Color Cognac Napa Leather. Low Stock. On sale for $41.98. MSRP $139.95. 70% off.

Low Stock

Marc Joseph New York Douglas Street (Hands Free Technology)

Marc Joseph New York Douglas Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Douglas Street (Hands Free Technology)
Gender: Men's
Color: Cognac Napa Leather
Price: $41.98MSRP: $139.95

Cole Haan - Grand Crosscourt Downtown Sneakers. Color Optic White/Silver Lining/Ivory. On sale for $74.25. MSRP $135.00. 45% off. 3.2 out of 5 stars

Cole Haan Grand Crosscourt Downtown Sneakers

Cole Haan Grand Crosscourt Downtown Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Downtown Sneakers
Gender: Men's
Color: Optic White/Silver Lining/Ivory
Price: $74.25MSRP: $135

Kenneth Cole - Nicco. Color Black. On sale for $81.58. MSRP $109.95. 26% off.

Kenneth Cole Nicco

Kenneth Cole Nicco

Brand Name: Kenneth Cole
Product Name: Nicco
Gender: Men's
Color: Black
Price: $81.58MSRP: $109.95

Rockport - DMX Bowen. Color Dark Blue Suede. On sale for $49.48. MSRP $164.95. 70% off. 4.4 out of 5 stars

Rockport DMX Bowen

Rockport DMX Bowen

Brand Name: Rockport
Product Name: DMX Bowen
Gender: Men's
Color: Dark Blue Suede
Price: $49.48MSRP: $164.95

Rockport - Liam. Color Dark Brown Leather. On sale for $64.97. MSRP $129.95. 50% off. 4.3 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $64.97MSRP: $129.95

Vans - Mte™ Mid-Slip Insulated. Color Peyote. Low Stock. On sale for $94.50. MSRP $105.00. 10% off. 3.2 out of 5 stars

Low Stock

Vans Mte™ Mid-Slip Insulated

Vans Mte™ Mid-Slip Insulated

Brand Name: Vans
Product Name: Mte™ Mid-Slip Insulated
Gender: Unisex
Color: Peyote
Price: $94.50MSRP: $105

Dansko - Stephanie. Color Morel Waterproof Suede. Low Stock. On sale for $59.75. MSRP $189.99. 69% off. 3.4 out of 5 stars

Low Stock

Dansko Stephanie

Dansko Stephanie

Brand Name: Dansko
Product Name: Stephanie
Gender: Women's
Color: Morel Waterproof Suede
Price: $59.75MSRP: $189.99

Calvin Klein - Balen. Color Light Natural/White. On sale for $78.39. MSRP $109.00. 28% off.

Calvin Klein Balen

Calvin Klein Balen

Brand Name: Calvin Klein
Product Name: Balen
Gender: Men's
Color: Light Natural/White
Price: $78.39MSRP: $109

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Black/Ivory 1. On sale for $148.79. MSRP $160.00. 7% off. 1.0 out of 5 stars

Cole Haan Grandpro Featherarc Laser Sneakers

Cole Haan Grandpro Featherarc Laser Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Laser Sneakers
Gender: Men's
Color: Black/Ivory 1
Price: $148.79MSRP: $160

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $164.95

Superga - 2790 Platform. Color Black/F White. On sale for $28.00. MSRP $80.00. 65% off. 2.8 out of 5 stars

Superga 2790 Platform

Superga 2790 Platform

Brand Name: Superga
Product Name: 2790 Platform
Gender: Unisex
Color: Black/F White
Price: $28MSRP: $80

ECCO - Move Retro Sneakers. Color Magnet/Nutmeg Brown. On sale for $125.95. MSRP $139.95. 10% off.

ECCO Move Retro Sneakers

ECCO Move Retro Sneakers

Brand Name: ECCO
Product Name: Move Retro Sneakers
Gender: Men's
Color: Magnet/Nutmeg Brown
Price: $125.95MSRP: $139.95

Cole Haan - Grand Crosscourt Runox Sneakers. Color Grey Nubuck. On sale for $73.87. MSRP $110.00. 33% 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: $73.87MSRP: $110

PIKOLINOS - Manacor M1A-3230. Color Cuero. Low Stock. On sale for $180.00. MSRP $200.00. 10% off.

Low Stock

PIKOLINOS Manacor M1A-3230

PIKOLINOS Manacor M1A-3230

Brand Name: PIKOLINOS
Product Name: Manacor M1A-3230
Gender: Men's
Color: Cuero
Price: $180MSRP: $200

PIKOLINOS - Manacor M1A-3230. Color Black. Low Stock. On sale for $150.00. MSRP $200.00. 25% off.

Low Stock

PIKOLINOS Manacor M1A-3230

PIKOLINOS Manacor M1A-3230

Brand Name: PIKOLINOS
Product Name: Manacor M1A-3230
Gender: Men's
Color: Black
Price: $150MSRP: $200

SKECHERS - Bobs Glide Step Arc Waves 2.0 - Class Rank. Color Black/Black. On sale for $62.20. MSRP $70.00. 11% off. 4.0 out of 5 stars

SKECHERS Bobs Glide Step Arc Waves 2.0 - Class Rank

SKECHERS Bobs Glide Step Arc Waves 2.0 - Class Rank

Brand Name: SKECHERS
Product Name: Bobs Glide Step Arc Waves 2.0 - Class Rank
Gender: Men's
Color: Black/Black
Price: $62.20MSRP: $70

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

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

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color British Tan/Ivory. On sale for $126.00. MSRP $180.00. 30% off. 5.0 out of 5 stars

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: British Tan/Ivory
Price: $126MSRP: $180

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Navy Blazer/Brit Tan/Ivory. Low Stock. On sale for $125.73. MSRP $170.00. 26% off.

Low Stock

Cole Haan Zerogrand Remastered Stitchlite Loafer

Cole Haan Zerogrand Remastered Stitchlite Loafer

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Loafer
Gender: Men's
Color: Navy Blazer/Brit Tan/Ivory
Price: $125.73MSRP: $170

Kenneth Cole - Dover. Color White/Grey Multi. On sale for $78.23. MSRP $119.95. 35% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: White/Grey Multi
Price: $78.23MSRP: $119.95

Kenneth Cole - Nicco. Color Ivory. On sale for $70.73. MSRP $109.95. 36% off.

Kenneth Cole Nicco

Kenneth Cole Nicco

Brand Name: Kenneth Cole
Product Name: Nicco
Gender: Men's
Color: Ivory
Price: $70.73MSRP: $109.95

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Sea Stone/Natural/Ivory. On sale for $156.03. MSRP $170.00. 8% off.

Cole Haan Zerogrand Remastered Stitchlite Loafer

Cole Haan Zerogrand Remastered Stitchlite Loafer

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Loafer
Gender: Men's
Color: Sea Stone/Natural/Ivory
Price: $156.03MSRP: $170

Kenneth Cole - Dover. Color Ivory/Medium Brown Multi. On sale for $82.10. MSRP $119.95. 32% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: Ivory/Medium Brown Multi
Price: $82.10MSRP: $119.95

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Chocolate Raisin/Claret/Ivory. On sale for $89.97. MSRP $160.00. 44% off. 3.8 out of 5 stars

Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Stitchlite Wing Oxford
Gender: Men's
Color: Chocolate Raisin/Claret/Ivory
Price: $89.97MSRP: $160

SKECHERS - Hands Free Slip-ins Go Walk Flex - Netro Sneaker. Color Black. On sale for $77.58. MSRP $80.00. 3% off. 4.3 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Flex - Netro Sneaker

SKECHERS Hands Free Slip-ins Go Walk Flex - Netro Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Flex - Netro Sneaker
Gender: Men's
Color: Black
Price: $77.58MSRP: $80

SKECHERS - Hands Free Slip-ins Go Walk Flex - Netro Sneaker. Color Taupe. On sale for $78.57. MSRP $80.00. 2% off. 4.3 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Flex - Netro Sneaker

SKECHERS Hands Free Slip-ins Go Walk Flex - Netro Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Flex - Netro Sneaker
Gender: Men's
Color: Taupe
Price: $78.57MSRP: $80