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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Medium Size Wedges Products

36 items found

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Cole Haan - Grand Crosscourt Runox Sneakers. Color Navy Nubuck. On sale for $66.00. MSRP $110.00. 40% 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: Navy Nubuck
Price: $66MSRP: $110

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

Calvin Klein - Balen. Color Light Natural/White. On sale for $76.30. MSRP $109.00. 30% off.

Calvin Klein Balen

Calvin Klein Balen

Brand Name: Calvin Klein
Product Name: Balen
Gender: Men's
Color: Light Natural/White
Price: $76.30MSRP: $109

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

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Chocolate Raisin/Claret/Ivory. On sale for $112.00. MSRP $160.00. 30% 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: $112MSRP: $160

Kenneth Cole - Nicco. Color Ivory. On sale for $76.66. MSRP $109.95. 30% off.

Kenneth Cole Nicco

Kenneth Cole Nicco

Brand Name: Kenneth Cole
Product Name: Nicco
Gender: Men's
Color: Ivory
Price: $76.66MSRP: $109.95

SKECHERS - Hands Free Slip-ins Go Walk Flex - Netro Sneaker. Color Taupe. On sale for $59.99. MSRP $80.00. 25% 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: $59.99MSRP: $80

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

Michael Kors - Keating Lace Up. Color Brown. Low Stock. $148.00.

Low Stock

Michael Kors Keating Lace Up

Michael Kors Keating Lace Up

Brand Name: Michael Kors
Product Name: Keating Lace Up
Gender: Men's
Color: Brown
Price: $148

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Ironstone Nubuck/Silver Birch/Navy Blazer. Low Stock. On sale for $126.00. MSRP $168.00. 25% off. 1.0 out of 5 stars

Low Stock

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: Ironstone Nubuck/Silver Birch/Navy Blazer
Price: $126MSRP: $168

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Black/Ivory 1. On sale for $146.12. MSRP $160.00. 9% 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: $146.12MSRP: $160

Cole Haan - Grandpro Featherarc Laser Sneakers. Color British Tan/Ivory. Low Stock. On sale for $142.44. MSRP $168.00. 15% off. 1.0 out of 5 stars

Low Stock

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: British Tan/Ivory
Price: $142.44MSRP: $168

Dunham - Alpine Mid Boots. Color Black 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: Black Leather
Price: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown 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 Brown Leather
Price: $164.95

SKECHERS - Bobs Glide Step Arc Waves 2.0 - Class Rank. Color Black/Black. On sale for $66.64. MSRP $70.00. 5% 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: $66.64MSRP: $70

SKECHERS - Bobs Glide Step Arc Waves 2.0 - Class Rank. Color Black/White/Red. On sale for $59.22. MSRP $70.00. 15% 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/White/Red
Price: $59.22MSRP: $70

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 - 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

Cole Haan - Grand Crosscourt Premier 2 Sneakers. Color Black/British Tan/Optic White. Low Stock. On sale for $115.20. MSRP $128.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Premier 2 Sneakers

Cole Haan Grand Crosscourt Premier 2 Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Premier 2 Sneakers
Gender: Men's
Color: Black/British Tan/Optic White
Price: $115.20MSRP: $128

Cole Haan - Grand Crosscourt Runox Sneakers. Color Grey Nubuck. On sale for $74.98. MSRP $110.00. 32% 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: $74.98MSRP: $110

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color British Tan/Ivory. On sale for $171.63. MSRP $180.00. 5% 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: $171.63MSRP: $180

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color Navy Blazer Nubuck/Ivory. On sale for $146.13. MSRP $170.00. 14% 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: Navy Blazer Nubuck/Ivory
Price: $146.13MSRP: $170

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Sea Stone/Natural/Ivory. Low Stock. On sale for $161.23. MSRP $170.00. 5% 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: Sea Stone/Natural/Ivory
Price: $161.23MSRP: $170

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Truffle/Irish Coffee/Majolica Blue. On sale for $144.59. MSRP $160.00. 10% 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: Truffle/Irish Coffee/Majolica Blue
Price: $144.59MSRP: $160

Kenneth Cole - Dover. Color Ivory/Medium Brown Multi. On sale for $84.00. MSRP $119.95. 30% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: Ivory/Medium Brown Multi
Price: $84MSRP: $119.95

Kenneth Cole - Nicco. Color Black. On sale for $77.00. MSRP $109.95. 30% off.

Kenneth Cole Nicco

Kenneth Cole Nicco

Brand Name: Kenneth Cole
Product Name: Nicco
Gender: Men's
Color: Black
Price: $77MSRP: $109.95

Kenneth Cole - Dover. Color White/Grey Multi. On sale for $85.19. MSRP $119.95. 29% off.

Kenneth Cole Dover

Kenneth Cole Dover

Brand Name: Kenneth Cole
Product Name: Dover
Gender: Men's
Color: White/Grey Multi
Price: $85.19MSRP: $119.95

PIKOLINOS - Manacor M1A-3230. Color Cuero. Low Stock. On sale for $140.00. MSRP $200.00. 30% 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: $140MSRP: $200

PIKOLINOS - Manacor M1A-3230. Color Black. Low Stock. On sale for $140.00. MSRP $200.00. 30% 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: $140MSRP: $200

SKECHERS - Hands Free Slip-ins Go Walk Flex - Netro Sneaker. Color Black. $80.00. 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: $80

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

Johnston & Murphy - Anson Lace-To-Toe. Color Brown Hand-Stained Calfskin. On sale for $171.00. MSRP $228.00. 25% off. 5.0 out of 5 stars

Johnston & Murphy Anson Lace-To-Toe

Johnston & Murphy Anson Lace-To-Toe

Brand Name: Johnston & Murphy
Product Name: Anson Lace-To-Toe
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $171MSRP: $228

Vans - Mte™ Mid-Slip Insulated. Color Brown. 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: Brown
Price: $94.50MSRP: $105

TravisMathew - The Daily Lite. Color Heather Mood Indigo. Low Stock. On sale for $116.95. MSRP $129.95. 10% off. 4.2 out of 5 stars

Low Stock

TravisMathew The Daily Lite

TravisMathew The Daily Lite

Brand Name: TravisMathew
Product Name: The Daily Lite
Gender: Men's
Color: Heather Mood Indigo
Price: $116.95MSRP: $129.95

TOMS - TRVL LITE Loafers. Color Light Grey. On sale for $72.00. MSRP $90.00. 20% off. 3.0 out of 5 stars

TOMS TRVL LITE Loafers

TOMS TRVL LITE Loafers

Brand Name: TOMS
Product Name: TRVL LITE Loafers
Gender: Men's
Color: Light Grey
Price: $72MSRP: $90

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Orion Blue Nubuck/Oxford Tan/Lava. On sale for $124.27. MSRP $160.00. 22% 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: Orion Blue Nubuck/Oxford Tan/Lava
Price: $124.27MSRP: $160