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Boots on Sale $50 & Under

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Size 7.5 Medium Size Leather Outsole Shoes

29 items found

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Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $65.00. MSRP $130.00. 50% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: China Blue Suede/Ivory
Price: $65MSRP: $130

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $84.09. MSRP $110.00. 24% 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: $84.09MSRP: $110

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. On sale for $105.74. MSRP $115.00. 8% off. 5.0 out of 5 stars

Stacy Adams Gabardo Bike Toe Lace-Up

Stacy Adams Gabardo Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Blue
Price: $105.74MSRP: $115

Stacy Adams - Fanelli Wing Tip Oxford. Color Tan. Low Stock. On sale for $31.48. MSRP $104.95. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Fanelli Wing Tip Oxford

Stacy Adams Fanelli Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Fanelli Wing Tip Oxford
Gender: Men's
Color: Tan
Price: $31.48MSRP: $104.95

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $130.38. MSRP $160.00. 19% 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: $130.38MSRP: $160

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $115.00. MSRP $230.00. 50% off.

Cole Haan Original Grand 2.0

Cole Haan Original Grand 2.0

Brand Name: Cole Haan
Product Name: Original Grand 2.0
Gender: Men's
Color: Big Dipper Nubuck/Ancient Scroll
Price: $115MSRP: $230

Stacy Adams - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $79.21. 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: $79.21MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Black/Gray. Low Stock. On sale for $91.79. MSRP $115.00. 20% 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: Black/Gray
Price: $91.79MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $92.49. MSRP $115.00. 20% 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: $92.49MSRP: $115

Carlos by Carlos Santana - Power Print. Color Black. Low Stock. On sale for $99.97. MSRP $153.95. 35% off. 4.8 out of 5 stars

Low Stock

Carlos by Carlos Santana Power Print

Carlos by Carlos Santana Power Print

Brand Name: Carlos by Carlos Santana
Product Name: Power Print
Gender: Men's
Color: Black
Price: $99.97MSRP: $153.95

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

Stacy Adams - Valet Velour Slip-On Loafer. Color Burgundy. On sale for $80.86. 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: $80.86MSRP: $105

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $89.37. 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: $89.37MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $82.14. MSRP $110.00. 25% 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: $82.14MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $81.59. MSRP $110.00. 26% 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: Quiet Shade
Price: $81.59MSRP: $110

Magnanni - Borazo. Color Taupe/Grey. Low Stock. On sale for $449.10. MSRP $499.00. 10% off.

Low Stock

Magnanni Borazo

Magnanni Borazo

Brand Name: Magnanni
Product Name: Borazo
Gender: Men's
Color: Taupe/Grey
Price: $449.10MSRP: $499

Stacy Adams - Gennaro Wing Tip Oxford. Color Olive. Low Stock. On sale for $68.00. MSRP $115.00. 41% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Olive
Price: $68MSRP: $115

Stacy Adams - Gennaro Wing Tip Oxford. Color Red. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Red
Price: $34.50MSRP: $115

Massimo Matteo - Suede Lace-Up Oxford Classic. Color Castor. Low Stock. On sale for $34.48. MSRP $114.95. 70% off. 2.0 out of 5 stars

Low Stock

Massimo Matteo Suede Lace-Up Oxford Classic

Massimo Matteo Suede Lace-Up Oxford Classic

Brand Name: Massimo Matteo
Product Name: Suede Lace-Up Oxford Classic
Gender: Men's
Color: Castor
Price: $34.48MSRP: $114.95

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $130.17. MSRP $155.00. 16% 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: $130.17MSRP: $155

PUMA - Royale. Color Puma White/Deep Navy/Team Light Blue. On sale for $119.99. MSRP $160.00. 25% off.

PUMA Royale

PUMA Royale

Brand Name: PUMA
Product Name: Royale
Gender: Men's
Color: Puma White/Deep Navy/Team Light Blue
Price: $119.99MSRP: $160

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $131.97. MSRP $155.00. 15% 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: $131.97MSRP: $155

Cole Haan - GrandPro Luxe Slip-On Sneakers. Color Raven Nubuck/Silver Birch. 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: Raven Nubuck/Silver Birch
Price: $153MSRP: $170

Stacy Adams - Trubiano Moc Toe Oxford. Color Brown Multi. Low Stock. On sale for $31.50. MSRP $105.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Trubiano Moc Toe Oxford

Stacy Adams Trubiano Moc Toe Oxford

Brand Name: Stacy Adams
Product Name: Trubiano Moc Toe Oxford
Gender: Men's
Color: Brown Multi
Price: $31.50MSRP: $105

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

Cole Haan - Original Grand Tour Golf Waterproof. Color Birch Beige/Cinnabar/Ivory Wp. On sale for $193.81. MSRP $210.00. 8% 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: $193.81MSRP: $210

Vans - MTE Ultrarange Neo VR3. Color Dark Brown. On sale for $112.50. MSRP $125.00. 10% off.

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: $112.50MSRP: $125

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

Stacy Adams - Turano Bike Toe Oxford. Color White/Black/Gray. Low Stock. On sale for $31.50. MSRP $105.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Turano Bike Toe Oxford

Stacy Adams Turano Bike Toe Oxford

Brand Name: Stacy Adams
Product Name: Turano Bike Toe Oxford
Gender: Men's
Color: White/Black/Gray
Price: $31.50MSRP: $105