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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Leather Outsole Closed Toe On Sale Products

25 items found

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TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Vans - MTE Ultrarange 2.0 RW. Color True White. On sale for $55.00. MSRP $100.00. 45% off. 3.9 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: True White
Price: $55MSRP: $100

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $77.82. MSRP $110.00. 29% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Navy Blazer
Price: $77.82MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $74.44. MSRP $110.00. 32% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Ivory/Black
Price: $74.44MSRP: $110

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $121.16. MSRP $160.00. 24% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Optic White/Glacier Gray/Ivory
Price: $121.16MSRP: $160

Marc Joseph New York - Spring Street. Color Ice Basket Napa. Low Stock. On sale for $70.00. MSRP $175.00. 60% off.

Low Stock

Marc Joseph New York Spring Street

Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Ice Basket Napa
Price: $70MSRP: $175

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $130

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $66.88. MSRP $105.00. 36% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Valet Velour Slip-On Loafer

Stacy Adams Valet Velour Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Gender: Men's
Color: Dark Blue
Price: $66.88MSRP: $105

Stacy Adams - Valet Velour Slip-On Loafer. Color Burgundy. On sale for $81.26. MSRP $105.00. 23% off. 4.5 out of 5 stars

Stacy Adams Valet Velour Slip-On Loafer

Stacy Adams Valet Velour Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Gender: Men's
Color: Burgundy
Price: $81.26MSRP: $105

ECCO - Classic Tie Sneakers. Color Mink. On sale for $107.95. MSRP $119.95. 10% off. 4.0 out of 5 stars

ECCO Classic Tie Sneakers

ECCO Classic Tie Sneakers

Brand Name: ECCO
Product Name: Classic Tie Sneakers
Gender: Men's
Color: Mink
Price: $107.95MSRP: $119.95

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $80.88. MSRP $115.00. 30% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $80.88MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $78.94. MSRP $115.00. 31% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Tan Multi
Price: $78.94MSRP: $115

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $83.02. MSRP $110.00. 25% 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: $83.02MSRP: $110

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Black/Nimbus/Cloud Ivory. On sale for $101.05. MSRP $130.00. 22% off. 3.0 out of 5 stars

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Plain Toe Oxfords
Gender: Men's
Color: Black/Nimbus/Cloud Ivory
Price: $101.05MSRP: $130

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $81.48. MSRP $110.00. 26% 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: $81.48MSRP: $110

Cole Haan - Morse Grand Wingtip Oxfords. Color Golden Honey Suede/Silver Birch. Low Stock. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Low Stock

Cole Haan Morse Grand Wingtip Oxfords

Cole Haan Morse Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Wingtip Oxfords
Gender: Men's
Color: Golden Honey Suede/Silver Birch
Price: $126MSRP: $140

Cole Haan - American Classics Montrose Plain Toe Ox. Color Navy Blazer Nubuck/Angora. On sale for $171.00. MSRP $190.00. 10% off. 5.0 out of 5 stars

Cole Haan American Classics Montrose Plain Toe Ox

Cole Haan American Classics Montrose Plain Toe Ox

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Ox
Gender: Men's
Color: Navy Blazer Nubuck/Angora
Price: $171MSRP: $190

Cole Haan - Grand Laser Bit Drivers. Color Golden Toffee Nubuck/Gum. Low Stock. On sale for $127.67. MSRP $150.00. 15% off.

Low Stock

Cole Haan Grand Laser Bit Drivers

Cole Haan Grand Laser Bit Drivers

Brand Name: Cole Haan
Product Name: Grand Laser Bit Drivers
Gender: Men's
Color: Golden Toffee Nubuck/Gum
Price: $127.67MSRP: $150

Cole Haan - Original Grand Tour Golf Waterproof. Color Birch Beige/Cinnabar/Ivory Wp. On sale for $188.84. MSRP $210.00. 10% off.

Cole Haan Original Grand Tour Golf Waterproof

Cole Haan Original Grand Tour Golf Waterproof

Brand Name: Cole Haan
Product Name: Original Grand Tour Golf Waterproof
Gender: Men's
Color: Birch Beige/Cinnabar/Ivory Wp
Price: $188.84MSRP: $210

Gordon Rush - Cooper. Color Grey. Low Stock. On sale for $67.96. MSRP $169.90. 60% off. 2.0 out of 5 stars

Low Stock

Gordon Rush Cooper

Gordon Rush Cooper

Brand Name: Gordon Rush
Product Name: Cooper
Gender: Men's
Color: Grey
Price: $67.96MSRP: $169.90

Vans - MTE Ultrarange Neo VR3. Color Dark Brown. Low Stock. On sale for $93.75. MSRP $125.00. 25% off.

Low Stock

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Dark Brown
Price: $93.75MSRP: $125

PUMA - Royale. Color Puma White/Deep Navy/Team Light Blue. On sale for $112.00. MSRP $160.00. 30% off.

PUMA Royale

PUMA Royale

Brand Name: PUMA
Product Name: Royale
Gender: Men's
Color: Puma White/Deep Navy/Team Light Blue
Price: $112MSRP: $160

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $120.54. MSRP $155.00. 22% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Navy Blazer/Titanium/Ivory
Price: $120.54MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $119.27. MSRP $155.00. 23% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Black/New Caramel/Ivory
Price: $119.27MSRP: $155

Cole Haan - GrandPro Luxe Slip-On Sneakers. Color Spiced Brown Suede/Raven/Ivory. Low Stock. On sale for $153.00. MSRP $170.00. 10% off. 4.0 out of 5 stars

Low Stock

Cole Haan GrandPro Luxe Slip-On Sneakers

Cole Haan GrandPro Luxe Slip-On Sneakers

Brand Name: Cole Haan
Product Name: GrandPro Luxe Slip-On Sneakers
Gender: Men's
Color: Spiced Brown Suede/Raven/Ivory
Price: $153MSRP: $170