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Boots on Sale $50 & Under

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Size 8.5 Leather Casual Sneakers & Athletic Shoes

36 items found

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Johnston & Murphy - Kasler 2.0 Knit Plain Toe. Color White Knit. On sale for $64.98. MSRP $129.00. 50% off.

Johnston & Murphy Kasler 2.0 Knit Plain Toe

Johnston & Murphy Kasler 2.0 Knit Plain Toe

Brand Name: Johnston & Murphy
Product Name: Kasler 2.0 Knit Plain Toe
Gender: Men's
Color: White Knit
Price: $64.98MSRP: $129

Born - Beck Slip-On. Color Black. Low Stock. On sale for $56.25. MSRP $125.00. 55% off. 5.0 out of 5 stars

Low Stock

Born Beck Slip-On

Born Beck Slip-On

Brand Name: Born
Product Name: Beck Slip-On
Gender: Men's
Color: Black
Price: $56.25MSRP: $125

SKECHERS - Court Break - Double Vented Hands Free Slip-Ins. Color White. On sale for $64.26. MSRP $81.00. 21% off. 3.7 out of 5 stars

SKECHERS Court Break - Double Vented Hands Free Slip-Ins

SKECHERS Court Break - Double Vented Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Court Break - Double Vented Hands Free Slip-Ins
Gender: Men's
Color: White
Price: $64.26MSRP: $81

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Grey Napa Leather. On sale for $134.95. MSRP $149.95. 10% off. 5.0 out of 5 stars

Marc Joseph New York Newbury Street (Hands Free Technology)

Marc Joseph New York Newbury Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Newbury Street (Hands Free Technology)
Gender: Men's
Color: Grey Napa Leather
Price: $134.95MSRP: $149.95

ECCO - Soft 7 Easy Slip On Sneaker. Color White/Lion. On sale for $139.02. MSRP $159.95. 13% off. 4.0 out of 5 stars

ECCO Soft 7 Easy Slip On Sneaker

ECCO Soft 7 Easy Slip On Sneaker

Brand Name: ECCO
Product Name: Soft 7 Easy Slip On Sneaker
Gender: Men's
Color: White/Lion
Price: $139.02MSRP: $159.95

Cole Haan - Grandpro Strawspoint Twin Gore. Color China Blue/Navy Blazer/Ivory. On sale for $132.50. MSRP $140.00. 5% off.

Cole Haan Grandpro Strawspoint Twin Gore

Cole Haan Grandpro Strawspoint Twin Gore

Brand Name: Cole Haan
Product Name: Grandpro Strawspoint Twin Gore
Gender: Men's
Color: China Blue/Navy Blazer/Ivory
Price: $132.50MSRP: $140

Johnston & Murphy - Jared Lace-To-Toe. Color Taupe Italian Suede. On sale for $118.00. MSRP $295.00. 60% off. 3.0 out of 5 stars

Johnston & Murphy Jared Lace-To-Toe

Johnston & Murphy Jared Lace-To-Toe

Brand Name: Johnston & Murphy
Product Name: Jared Lace-To-Toe
Gender: Men's
Color: Taupe Italian Suede
Price: $118MSRP: $295

COACH - Miles Espadrille. Color Taupe. Low Stock. On sale for $129.86. MSRP $195.00. 33% off. 4.0 out of 5 stars

Low Stock

COACH Miles Espadrille

COACH Miles Espadrille

Brand Name: COACH
Product Name: Miles Espadrille
Gender: Men's
Color: Taupe
Price: $129.86MSRP: $195

Dockers - Callum. Color Butterscotch. Low Stock. On sale for $39.99. MSRP $85.00. 53% off.

Low Stock

Dockers Callum

Dockers Callum

Brand Name: Dockers
Product Name: Callum
Gender: Men's
Color: Butterscotch
Price: $39.99MSRP: $85

PIKOLINOS - Xativa M1K. Color Cuero. Low Stock. On sale for $120.25. MSRP $185.00. 35% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Xativa M1K

PIKOLINOS Xativa M1K

Brand Name: PIKOLINOS
Product Name: Xativa M1K
Gender: Men's
Color: Cuero
Price: $120.25MSRP: $185

PIKOLINOS - Xativa M1K. Color Blue. Low Stock. On sale for $129.50. MSRP $185.00. 30% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Xativa M1K

PIKOLINOS Xativa M1K

Brand Name: PIKOLINOS
Product Name: Xativa M1K
Gender: Men's
Color: Blue
Price: $129.50MSRP: $185

PIKOLINOS - Xativa M1K. Color Off White. On sale for $101.75. MSRP $185.00. 45% off. 5.0 out of 5 stars

PIKOLINOS Xativa M1K

PIKOLINOS Xativa M1K

Brand Name: PIKOLINOS
Product Name: Xativa M1K
Gender: Men's
Color: Off White
Price: $101.75MSRP: $185

Cole Haan - Grand Crosscourt Premier. Color Marine Blue/Woodbury/Ivory. On sale for $100.12. MSRP $120.00. 17% off. 4.1 out of 5 stars

Cole Haan Grand Crosscourt Premier

Cole Haan Grand Crosscourt Premier

Brand Name: Cole Haan
Product Name: Grand Crosscourt Premier
Gender: Men's
Color: Marine Blue/Woodbury/Ivory
Price: $100.12MSRP: $120

Cole Haan - Grand Crosscourt Premier. Color Black/White. On sale for $101.80. MSRP $120.00. 15% off. 4.1 out of 5 stars

Cole Haan Grand Crosscourt Premier

Cole Haan Grand Crosscourt Premier

Brand Name: Cole Haan
Product Name: Grand Crosscourt Premier
Gender: Men's
Color: Black/White
Price: $101.80MSRP: $120

Reebok - Classic Nylon. Color Sunbaked Clay/Sunbaked Clay/Vintage Chalk. $74.95. 4.7 out of 5 stars

Reebok Classic Nylon

Reebok Classic Nylon

Brand Name: Reebok
Product Name: Classic Nylon
Gender: Men's
Color: Sunbaked Clay/Sunbaked Clay/Vintage Chalk
Price: $74.95

ECCO - Byway Slip-On Sneakers. Color Coffee. On sale for $97.96. MSRP $139.95. 30% off. 3.0 out of 5 stars

ECCO Byway Slip-On Sneakers

ECCO Byway Slip-On Sneakers

Brand Name: ECCO
Product Name: Byway Slip-On Sneakers
Gender: Men's
Color: Coffee
Price: $97.96MSRP: $139.95

ECCO - Soft 60 Premium Two Strap Sneaker. Color Black. Low Stock. On sale for $155.24. MSRP $175.00. 11% off.

Low Stock

ECCO Soft 60 Premium Two Strap Sneaker

ECCO Soft 60 Premium Two Strap Sneaker

Brand Name: ECCO
Product Name: Soft 60 Premium Two Strap Sneaker
Gender: Men's
Color: Black
Price: $155.24MSRP: $175

ECCO - Soft 60 Premium Sneaker. Color White. $174.95. 3.7 out of 5 stars

ECCO Soft 60 Premium Sneaker

ECCO Soft 60 Premium Sneaker

Brand Name: ECCO
Product Name: Soft 60 Premium Sneaker
Gender: Men's
Color: White
Price: $174.95

ECCO - Soft 60 Premium Two Strap Sneaker. Color White. Low Stock. On sale for $130.69. MSRP $175.00. 25% off.

Low Stock

ECCO Soft 60 Premium Two Strap Sneaker

ECCO Soft 60 Premium Two Strap Sneaker

Brand Name: ECCO
Product Name: Soft 60 Premium Two Strap Sneaker
Gender: Men's
Color: White
Price: $130.69MSRP: $175

Cole Haan - Grand Crosscourt Stitchlite Runox Sneakers. Color Navy Blazer/Marine Blue/British Tan. On sale for $77.00. MSRP $110.00. 30% off. 2.7 out of 5 stars

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Stitchlite Runox Sneakers
Gender: Men's
Color: Navy Blazer/Marine Blue/British Tan
Price: $77MSRP: $110

Converse - Sport Casual Sneaker. Color White/Barely Grey/White. Low Stock. On sale for $36.00. MSRP $60.00. 40% off. 5.0 out of 5 stars

Low Stock

Converse Sport Casual Sneaker

Converse Sport Casual Sneaker

Brand Name: Converse
Product Name: Sport Casual Sneaker
Gender: Men's
Color: White/Barely Grey/White
Price: $36MSRP: $60

PIKOLINOS - Aranda M8R-6391SEC1. Color Desert. Low Stock. On sale for $143.50. MSRP $205.00. 30% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Aranda M8R-6391SEC1

PIKOLINOS Aranda M8R-6391SEC1

Brand Name: PIKOLINOS
Product Name: Aranda M8R-6391SEC1
Gender: Men's
Color: Desert
Price: $143.50MSRP: $205

PIKOLINOS - Xativa M1K-3058C1. Color Blue. On sale for $133.00. MSRP $190.00. 30% off.

PIKOLINOS Xativa M1K-3058C1

PIKOLINOS Xativa M1K-3058C1

Brand Name: PIKOLINOS
Product Name: Xativa M1K-3058C1
Gender: Men's
Color: Blue
Price: $133MSRP: $190

SKECHERS - Skechers Viper Court Rally. Color White/Navy/Red. On sale for $67.94. MSRP $80.00. 15% off. 4.0 out of 5 stars

SKECHERS Skechers Viper Court Rally

SKECHERS Skechers Viper Court Rally

Brand Name: SKECHERS
Product Name: Skechers Viper Court Rally
Gender: Men's
Color: White/Navy/Red
Price: $67.94MSRP: $80

ECCO - Soft 60 Premium Sneaker. Color Marine. Low Stock. On sale for $126.37. MSRP $174.95. 28% off. 3.7 out of 5 stars

Low Stock

ECCO Soft 60 Premium Sneaker

ECCO Soft 60 Premium Sneaker

Brand Name: ECCO
Product Name: Soft 60 Premium Sneaker
Gender: Men's
Color: Marine
Price: $126.37MSRP: $174.95

Cole Haan - Grand Crosscourt Stitchlite Runox Sneakers. Color Black/British Tan/Ivory. On sale for $82.50. MSRP $110.00. 25% off. 2.7 out of 5 stars

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Stitchlite Runox Sneakers
Gender: Men's
Color: Black/British Tan/Ivory
Price: $82.50MSRP: $110

Cole Haan - Grandpro Angleace Sneakers. Color Raven/Black/Silver Birch. On sale for $144.00. MSRP $160.00. 10% off. 4.0 out of 5 stars

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Raven/Black/Silver Birch
Price: $144MSRP: $160

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Black Napa Leather. On sale for $104.96. MSRP $149.95. 30% off. 5.0 out of 5 stars

Marc Joseph New York Newbury Street (Hands Free Technology)

Marc Joseph New York Newbury Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Newbury Street (Hands Free Technology)
Gender: Men's
Color: Black Napa Leather
Price: $104.96MSRP: $149.95

ECCO - Byway 2.0 Sneaker. Color Camel. Low Stock. On sale for $83.22. MSRP $184.95. 55% off.

Low Stock

ECCO Byway 2.0 Sneaker

ECCO Byway 2.0 Sneaker

Brand Name: ECCO
Product Name: Byway 2.0 Sneaker
Gender: Men's
Color: Camel
Price: $83.22MSRP: $184.95

Mephisto - Titouan. Color Loden. Low Stock. On sale for $158.95. MSRP $289.00. 45% off. 1.0 out of 5 stars

Low Stock

Mephisto Titouan

Mephisto Titouan

Brand Name: Mephisto
Product Name: Titouan
Gender: Men's
Color: Loden
Price: $158.95MSRP: $289

ECCO - BIOM 2.2 BOA Sneaker. Color White. On sale for $203.04. MSRP $224.95. 10% off.

ECCO BIOM 2.2 BOA Sneaker

ECCO BIOM 2.2 BOA Sneaker

Brand Name: ECCO
Product Name: BIOM 2.2 BOA Sneaker
Gender: Men's
Color: White
Price: $203.04MSRP: $224.95

Born - Beck Slip-On. Color Navy. Low Stock. On sale for $50.00. MSRP $125.00. 60% off. 5.0 out of 5 stars

Low Stock

Born Beck Slip-On

Born Beck Slip-On

Brand Name: Born
Product Name: Beck Slip-On
Gender: Men's
Color: Navy
Price: $50MSRP: $125

ECCO - Soft 60 Slip-On Sneaker. Color Black. Low Stock. $175.00.

Low Stock

ECCO Soft 60 Slip-On Sneaker

ECCO Soft 60 Slip-On Sneaker

Brand Name: ECCO
Product Name: Soft 60 Slip-On Sneaker
Gender: Men's
Color: Black
Price: $175

ECCO - Soft 7 Easy Slip On Sneaker. Color Black/Cognac. $159.95. 4.0 out of 5 stars

ECCO Soft 7 Easy Slip On Sneaker

ECCO Soft 7 Easy Slip On Sneaker

Brand Name: ECCO
Product Name: Soft 7 Easy Slip On Sneaker
Gender: Men's
Color: Black/Cognac
Price: $159.95

ECCO - Soft 60 Slip-On Sneaker. Color White. $174.95.

ECCO Soft 60 Slip-On Sneaker

ECCO Soft 60 Slip-On Sneaker

Brand Name: ECCO
Product Name: Soft 60 Slip-On Sneaker
Gender: Men's
Color: White
Price: $174.95

Cole Haan - Grandpro Strawspoint Twin Gore. Color Quiet Shade/Dark Sequoia/Ivory. On sale for $134.75. MSRP $140.00. 4% off.

Cole Haan Grandpro Strawspoint Twin Gore

Cole Haan Grandpro Strawspoint Twin Gore

Brand Name: Cole Haan
Product Name: Grandpro Strawspoint Twin Gore
Gender: Men's
Color: Quiet Shade/Dark Sequoia/Ivory
Price: $134.75MSRP: $140