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Boots on Sale $50 & Under

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Men's Wedge Heel Leather Casual Products

37 items found

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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

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

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

TravisMathew - The Daily Lite. Color Titan. Low Stock. On sale for $64.97. MSRP $129.95. 50% 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: Titan
Price: $64.97MSRP: $129.95

SKECHERS - Fury. Color Taupe. On sale for $56.95. MSRP $75.00. 24% off. 4.8 out of 5 stars

SKECHERS Fury

SKECHERS Fury

Brand Name: SKECHERS
Product Name: Fury
Gender: Men's
Color: Taupe
Price: $56.95MSRP: $75

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

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

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

Dr. Martens - Myles. Color Black Brando. On sale for $99.99. MSRP $120.00. 17% off. 4.3 out of 5 stars

Dr. Martens Myles

Dr. Martens Myles

Brand Name: Dr. Martens
Product Name: Myles
Gender: Unisex
Color: Black Brando
Price: $99.99MSRP: $120

SOREL - Slabtown 62' Chelsea Waterproof. Color Canoe/Black. Low Stock. On sale for $85.00. MSRP $170.00. 50% off.

Low Stock

SOREL Slabtown 62' Chelsea Waterproof

SOREL Slabtown 62' Chelsea Waterproof

Brand Name: SOREL
Product Name: Slabtown 62' Chelsea Waterproof
Gender: Men's
Color: Canoe/Black
Price: $85MSRP: $170

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

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

ECCO - Biom 2.2 Traveler Slip-On Sneakers. Color Marine Leather. Low Stock. On sale for $122.50. MSRP $174.95. 30% off.

Low Stock

ECCO Biom 2.2 Traveler Slip-On Sneakers

ECCO Biom 2.2 Traveler Slip-On Sneakers

Brand Name: ECCO
Product Name: Biom 2.2 Traveler Slip-On Sneakers
Gender: Men's
Color: Marine Leather
Price: $122.50MSRP: $174.95

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

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

Low Stock

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

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 Stitchlite Wing Oxford. Color Light Sesame/Coffee/Indian Teal/Ivory. Low Stock. On sale for $135.00. MSRP $150.00. 10% off. 3.8 out of 5 stars

Low Stock

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: Light Sesame/Coffee/Indian Teal/Ivory
Price: $135MSRP: $150

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Ironstone/British Tan/Ivory. Low Stock. On sale for $112.00. MSRP $160.00. 30% off. 3.8 out of 5 stars

Low Stock

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: Ironstone/British Tan/Ivory
Price: $112MSRP: $160

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 Truffle/Irish Coffee/Majolica Blue. On sale for $147.10. MSRP $160.00. 8% 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: $147.10MSRP: $160

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Navy Blazer/Brit Tan/Ivory. Low Stock. On sale for $136.20. MSRP $170.00. 20% 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: $136.20MSRP: $170

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color Navy Blazer Nubuck/Ivory. On sale for $144.25. MSRP $170.00. 15% 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: $144.25MSRP: $170

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

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color British Tan/Ivory. On sale for $170.19. 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: $170.19MSRP: $180

TravisMathew - The Daily Lite. Color Heather Natural. Low Stock. On sale for $48.83. MSRP $129.95. 62% 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 Natural
Price: $48.83MSRP: $129.95

TravisMathew - The Daily Lite. Color Provincial Blue. Low Stock. On sale for $90.96. MSRP $129.95. 30% 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: Provincial Blue
Price: $90.96MSRP: $129.95

TravisMathew - The Daily Lite. Color Heather Mood Indigo. Low Stock. On sale for $110.45. MSRP $129.95. 15% 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: $110.45MSRP: $129.95

TravisMathew - The Daily Lite. Color Heather Ebony. Low Stock. On sale for $90.96. MSRP $129.95. 30% 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 Ebony
Price: $90.96MSRP: $129.95

Rockport - DMX Colby. Color White Leather. Low Stock. On sale for $69.60. MSRP $164.95. 58% off. 3.7 out of 5 stars

Low Stock

Rockport DMX Colby

Rockport DMX Colby

Brand Name: Rockport
Product Name: DMX Colby
Gender: Men's
Color: White Leather
Price: $69.60MSRP: $164.95

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

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 - Grandpro Featherarc Laser Sneakers. Color Black/Ivory 1. On sale for $145.56. 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: $145.56MSRP: $160

Cole Haan - Grandpro Featherarc Laser Sneakers. Color British Tan/Ivory. Low Stock. On sale for $135.64. MSRP $168.00. 19% 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: $135.64MSRP: $168

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Ironstone Nubuck/Silver Birch/Navy Blazer. Low Stock. On sale for $151.20. MSRP $168.00. 10% 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: $151.20MSRP: $168

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