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Boots on Sale $50 & Under

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Men's Size 8.5 Dress Comfort Products

16 items found

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Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $116.12. MSRP $145.00. 20% off. 4.0 out of 5 stars

Florsheim Renegade Moc Toe Penny Loafer

Florsheim Renegade Moc Toe Penny Loafer

Brand Name: Florsheim
Product Name: Renegade Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Multi
Price: $116.12MSRP: $145

Clarks - Steadwell Mid. Color Black Leather. On sale for $72.50. MSRP $110.00. 34% off.

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $72.50MSRP: $110

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $48.67. MSRP $90.00. 46% 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: $48.67MSRP: $90

Born - Ryker Oxford. Color Black. On sale for $97.50. MSRP $130.00. 25% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $97.50MSRP: $130

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $76.00. MSRP $95.00. 20% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $76MSRP: $95

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $137.00. MSRP $194.95. 30% 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: $137MSRP: $194.95

Florsheim - Highland Canvas Plain Toe Oxford. Color Gray Canvas/White Sole. On sale for $70.65. MSRP $110.00. 36% off. 4.7 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: $70.65MSRP: $110

Florsheim - Highland Canvas Plain Toe Oxford. Color Sand Canvas/White Sole. On sale for $65.20. MSRP $110.00. 41% off. 4.7 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: Sand Canvas/White Sole
Price: $65.20MSRP: $110

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

Florsheim - Sorrento Wing Tip Oxford. Color Cognac Smooth. On sale for $58.00. MSRP $145.00. 60% off. 4.3 out of 5 stars

Florsheim Sorrento Wing Tip Oxford

Florsheim Sorrento Wing Tip Oxford

Brand Name: Florsheim
Product Name: Sorrento Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth
Price: $58MSRP: $145

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

Born - Todd. Color Dark Brown. On sale for $80.40. MSRP $115.00. 30% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $80.40MSRP: $115

Deer Stags - Matthew. Color Brown. On sale for $57.53. MSRP $85.00. 32% 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: $57.53MSRP: $85

Clarks - Burchill Derby. Color Beeswax Leather. On sale for $79.99. MSRP $100.00. 20% off. 3.4 out of 5 stars

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Beeswax Leather
Price: $79.99MSRP: $100

Florsheim - Vibe Knit Plain Toe Oxford. Color Navy. On sale for $72.53. MSRP $110.00. 34% off. 4.7 out of 5 stars

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: $72.53MSRP: $110

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