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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Comfort Shoes On Sale

19 items found

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Rockport - Weather or Not Waterproof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $169.95. 41% off. 3.8 out of 5 stars

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $169.95

Rockport - Chranson. Color Dark Brown/Black. On sale for $89.95. MSRP $124.95. 28% off.

Rockport Chranson

Rockport Chranson

Brand Name: Rockport
Product Name: Chranson
Gender: Men's
Color: Dark Brown/Black
Price: $89.95MSRP: $124.95

Tommy Hilfiger - Nyo. Color Black. On sale for $47.97. MSRP $79.95. 40% off.

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Black
Price: $47.97MSRP: $79.95

Rockport - Get Your Kicks Blucher. Color Black. On sale for $84.00. MSRP $129.95. 35% off.

Rockport Get Your Kicks Blucher

Rockport Get Your Kicks Blucher

Brand Name: Rockport
Product Name: Get Your Kicks Blucher
Gender: Men's
Color: Black
Price: $84.00MSRP: $129.95

Dr. Martens - 2976 WP. Color Black Milled Nubuck WP. Low Stock. On sale for $126.00. MSRP $180.00. 30% off. 3.9 out of 5 stars

Low Stock

Dr. Martens 2976 WP

Dr. Martens 2976 WP

Brand Name: Dr. Martens
Product Name: 2976 WP
Gender: Unisex
Color: Black Milled Nubuck WP
Price: $126.00MSRP: $180.00

Rockport - Weather or Not Boot Waterproof. Color Post Nubuck. On sale for $133.29. MSRP $169.95. 22% off. 3.8 out of 5 stars

Rockport Weather or Not Boot Waterproof

Rockport Weather or Not Boot Waterproof

Brand Name: Rockport
Product Name: Weather or Not Boot Waterproof
Gender: Men's
Color: Post Nubuck
Price: $133.29MSRP: $169.95

Rockport - Zaden Plain Toe Oxford. Color Olive. Low Stock. On sale for $53.97. MSRP $119.95. 55% off. 4.3 out of 5 stars

Low Stock

Rockport Zaden Plain Toe Oxford

Rockport Zaden Plain Toe Oxford

Brand Name: Rockport
Product Name: Zaden Plain Toe Oxford
Gender: Men's
Color: Olive
Price: $53.97MSRP: $119.95

Rockport - Eureka Plus Mudguard. Color Black Nubuck. Low Stock. On sale for $76.96. MSRP $109.95. 30% off. 4.3 out of 5 stars

Low Stock

Rockport Eureka Plus Mudguard

Rockport Eureka Plus Mudguard

Brand Name: Rockport
Product Name: Eureka Plus Mudguard
Gender: Men's
Color: Black Nubuck
Price: $76.96MSRP: $109.95

Florsheim - Heist Knit Lace To Toe Sneaker. Color Gray Knit/Gray Suede/White Smooth. Low Stock. On sale for $93.26. MSRP $120.00. 22% off. 4.4 out of 5 stars

Low Stock

Florsheim Heist Knit Lace To Toe Sneaker

Florsheim Heist Knit Lace To Toe Sneaker

Brand Name: Florsheim
Product Name: Heist Knit Lace To Toe Sneaker
Gender: Men's
Color: Gray Knit/Gray Suede/White Smooth
Price: $93.26MSRP: $120.00

Rockport - Warner Venetian. Color Avocado. Low Stock. On sale for $83.96. MSRP $119.95. 30% off. 4.1 out of 5 stars

Low Stock

Rockport Warner Venetian

Rockport Warner Venetian

Brand Name: Rockport
Product Name: Warner Venetian
Gender: Men's
Color: Avocado
Price: $83.96MSRP: $119.95

Rockport - Eberdon. Color Dark Brown Leather. On sale for $68.29. MSRP $119.95. 43% off.

Rockport Eberdon

Rockport Eberdon

Brand Name: Rockport
Product Name: Eberdon
Gender: Men's
Color: Dark Brown Leather
Price: $68.29MSRP: $119.95

Tommy Hilfiger - Rosell. Color Medium Brown. Low Stock. On sale for $59.96. MSRP $79.95. 25% off.

Low Stock

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $59.96MSRP: $79.95

Tommy Hilfiger - Rosell. Color Black. On sale for $67.25. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $67.25MSRP: $79.95

Tommy Hilfiger - Risten. Color Medium Brown. Low Stock. On sale for $55.96. MSRP $79.95. 30% off.

Low Stock

Tommy Hilfiger Risten

Tommy Hilfiger Risten

Brand Name: Tommy Hilfiger
Product Name: Risten
Gender: Men's
Color: Medium Brown
Price: $55.96MSRP: $79.95

Tommy Hilfiger - Risten. Color Black. Low Stock. On sale for $55.96. MSRP $79.95. 30% off.

Low Stock

Tommy Hilfiger Risten

Tommy Hilfiger Risten

Brand Name: Tommy Hilfiger
Product Name: Risten
Gender: Men's
Color: Black
Price: $55.96MSRP: $79.95

Tommy Hilfiger - Nyo. Color Burnished Cognac. Low Stock. On sale for $55.96. MSRP $79.95. 30% off.

Low Stock

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Burnished Cognac
Price: $55.96MSRP: $79.95

Calvin Klein - Laredo. Color White/Black/White. Low Stock. On sale for $69.30. MSRP $99.00. 30% off. 5.0 out of 5 stars

Low Stock

Calvin Klein Laredo

Calvin Klein Laredo

Brand Name: Calvin Klein
Product Name: Laredo
Gender: Men's
Color: White/Black/White
Price: $69.30MSRP: $99.00

Calvin Klein - Orazio. Color Medium Grey. Low Stock. On sale for $94.50. MSRP $135.00. 30% off.

Low Stock

Calvin Klein Orazio

Calvin Klein Orazio

Brand Name: Calvin Klein
Product Name: Orazio
Gender: Men's
Color: Medium Grey
Price: $94.50MSRP: $135.00

Rockport - Total Motion Active Walk. Color Tan. Low Stock. On sale for $64.97. MSRP $129.95. 50% off. 3.9 out of 5 stars

Low Stock

Rockport Total Motion Active Walk

Rockport Total Motion Active Walk

Brand Name: Rockport
Product Name: Total Motion Active Walk
Gender: Men's
Color: Tan
Price: $64.97MSRP: $129.95