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Boots on Sale $50 & Under

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Men's Dress Comfort Shoes

30 items found

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Eastland 1955 Edition - DANTE. Color Natural. Low Stock. On sale for $37.50. MSRP $75.00. 50% off. 4.0 out of 5 stars

Low Stock

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Natural
Price: $37.50MSRP: $75

Born - Todd. Color Brown Full Grain Leather. On sale for $74.75. MSRP $115.00. 35% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Brown Full Grain Leather
Price: $74.75MSRP: $115

ECCO - ST1 Hybrid Plain Toe Tie. Color Cognac. On sale for $225.00. MSRP $250.00. 10% off. 4.0 out of 5 stars

ECCO ST1 Hybrid Plain Toe Tie

ECCO ST1 Hybrid Plain Toe Tie

Brand Name: ECCO
Product Name: ST1 Hybrid Plain Toe Tie
Gender: Men's
Color: Cognac
Price: $225MSRP: $250

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $140.26. MSRP $194.95. 28% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $140.26MSRP: $194.95

La Canadienne - Atty. Color Taupe Suede. Low Stock. On sale for $127.50. MSRP $425.00. 70% off.

Low Stock

La Canadienne Atty

La Canadienne Atty

Brand Name: La Canadienne
Product Name: Atty
Gender: Men's
Color: Taupe Suede
Price: $127.50MSRP: $425

Clarks - Brantin Style. Color Tan Leather. On sale for $94.99. MSRP $110.00. 14% off. 5.0 out of 5 stars

Clarks Brantin Style

Clarks Brantin Style

Brand Name: Clarks
Product Name: Brantin Style
Gender: Men's
Color: Tan Leather
Price: $94.99MSRP: $110

Clarks - Eastford Low. Color Dark Brown Leather. Low Stock. On sale for $52.10. MSRP $100.00. 48% off. 3.9 out of 5 stars

Low Stock

Clarks Eastford Low

Clarks Eastford Low

Brand Name: Clarks
Product Name: Eastford Low
Gender: Men's
Color: Dark Brown Leather
Price: $52.10MSRP: $100

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Samuel Hubbard Frequent Traveler Loafer

Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285

Deer Stags - Matthew. Color Brown. On sale for $61.52. MSRP $85.00. 28% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $61.52MSRP: $85

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. Low Stock. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $79.95MSRP: $110

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $75.00. MSRP $90.00. 17% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $75MSRP: $90

Born - Todd. Color Dark Brown. Low Stock. On sale for $86.25. MSRP $115.00. 25% off. 3.8 out of 5 stars

Low Stock

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $86.25MSRP: $115

Born - Todd. Color Black. Low Stock. On sale for $103.50. MSRP $115.00. 10% off. 3.8 out of 5 stars

Low Stock

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Black
Price: $103.50MSRP: $115

Dr. Martens - Ramsey. Color Black. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 3.3 out of 5 stars

Low Stock

Dr. Martens Ramsey

Dr. Martens Ramsey

Brand Name: Dr. Martens
Product Name: Ramsey
Gender: Unisex
Color: Black
Price: $75MSRP: $150

Born - Rydker. Color Brown (Wood). On sale for $75.00. MSRP $150.00. 50% off. 1.0 out of 5 stars

Born Rydker

Born Rydker

Brand Name: Born
Product Name: Rydker
Gender: Men's
Color: Brown (Wood)
Price: $75MSRP: $150

Rockport - Keelan. Color Medium Natural. On sale for $114.75. MSRP $129.95. 12% off. 1.0 out of 5 stars

Rockport Keelan

Rockport Keelan

Brand Name: Rockport
Product Name: Keelan
Gender: Men's
Color: Medium Natural
Price: $114.75MSRP: $129.95

Rockport - Keelan. Color Black. On sale for $109.99. MSRP $129.95. 15% off. 1.0 out of 5 stars

Rockport Keelan

Rockport Keelan

Brand Name: Rockport
Product Name: Keelan
Gender: Men's
Color: Black
Price: $109.99MSRP: $129.95

Born - Rydker. Color Black. On sale for $82.50. MSRP $150.00. 45% off. 1.0 out of 5 stars

Born Rydker

Born Rydker

Brand Name: Born
Product Name: Rydker
Gender: Men's
Color: Black
Price: $82.50MSRP: $150

Nunn Bush - Otto Plain Toe Oxford. Color Navy. Low Stock. On sale for $33.00. MSRP $110.00. 70% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Oxford

Nunn Bush Otto Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Oxford
Gender: Men's
Color: Navy
Price: $33MSRP: $110

Born - Ryker Oxford. Color Black. Low Stock. On sale for $65.00. MSRP $130.00. 50% off. 1.5 out of 5 stars

Low Stock

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $65MSRP: $130

Rockport - Total Motion Dressport Penny. Color Black. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.4 out of 5 stars

Low Stock

Rockport Total Motion Dressport Penny

Rockport Total Motion Dressport Penny

Brand Name: Rockport
Product Name: Total Motion Dressport Penny
Gender: Men's
Color: Black
Price: $117MSRP: $130

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Florsheim - Forecast Waterproof Bike Toe Oxford. Color Cognac Smooth. Low Stock. On sale for $147.81. MSRP $160.00. 8% off. 4.5 out of 5 stars

Low Stock

Florsheim Forecast Waterproof Bike Toe Oxford

Florsheim Forecast Waterproof Bike Toe Oxford

Brand Name: Florsheim
Product Name: Forecast Waterproof Bike Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $147.81MSRP: $160

ECCO - ST.1 Hybrid Cap Toe Oxford. Color Black. Low Stock. On sale for $144.00. MSRP $250.00. 42% off. 3.9 out of 5 stars

Low Stock

ECCO ST.1 Hybrid Cap Toe Oxford

ECCO ST.1 Hybrid Cap Toe Oxford

Brand Name: ECCO
Product Name: ST.1 Hybrid Cap Toe Oxford
Gender: Men's
Color: Black
Price: $144MSRP: $250

ECCO - London Oxford. Color Cognac. On sale for $139.10. MSRP $194.95. 29% off. 4.1 out of 5 stars

ECCO London Oxford

ECCO London Oxford

Brand Name: ECCO
Product Name: London Oxford
Gender: Men's
Color: Cognac
Price: $139.10MSRP: $194.95

Florsheim - Highland Plain Toe Oxford. Color Cognac Smooth/White Sole. On sale for $99.04. MSRP $120.00. 17% off. 4.4 out of 5 stars

Florsheim Highland Plain Toe Oxford

Florsheim Highland Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Plain Toe Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $99.04MSRP: $120

Florsheim - Highland Canvas Plain Toe Oxford. Color Gray Canvas/White Sole. On sale for $73.15. MSRP $110.00. 34% off. 4.8 out of 5 stars

Florsheim Highland Canvas Plain Toe Oxford

Florsheim Highland Canvas Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Canvas Plain Toe Oxford
Gender: Men's
Color: Gray Canvas/White Sole
Price: $73.15MSRP: $110

Clarks - Burchill Derby. Color Beeswax Leather. Low Stock. On sale for $62.00. MSRP $100.00. 38% off. 3.4 out of 5 stars

Low Stock

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Beeswax Leather
Price: $62MSRP: $100

Florsheim - Vibe Knit Plain Toe Oxford. Color Navy. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 4.7 out of 5 stars

Low Stock

Florsheim Vibe Knit Plain Toe Oxford

Florsheim Vibe Knit Plain Toe Oxford

Brand Name: Florsheim
Product Name: Vibe Knit Plain Toe Oxford
Gender: Men's
Color: Navy
Price: $66MSRP: $110

Rockport - Keefe. Color Medium Natural Leather. On sale for $89.97. MSRP $129.95. 31% off. 3.2 out of 5 stars

Rockport Keefe

Rockport Keefe

Brand Name: Rockport
Product Name: Keefe
Gender: Men's
Color: Medium Natural Leather
Price: $89.97MSRP: $129.95