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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Casual Comfort Products

21 items found

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ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. On sale for $206.95. MSRP $229.95. 10% off. 4.0 out of 5 stars

ECCO London Lace Up Waterproof Chukka Boots

ECCO London Lace Up Waterproof Chukka Boots

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $206.95MSRP: $229.95

Polo Ralph Lauren - Alpine Leather Trail Boots. Color Black. Low Stock. On sale for $200.80. MSRP $228.00. 12% off.

Low Stock

Polo Ralph Lauren Alpine Leather Trail Boots

Polo Ralph Lauren Alpine Leather Trail Boots

Brand Name: Polo Ralph Lauren
Product Name: Alpine Leather Trail Boots
Gender: Men's
Color: Black
Price: $200.80MSRP: $228

Polo Ralph Lauren - Alpine Leather Trail Boots. Color Deep Saddle Tan. Low Stock. On sale for $201.44. MSRP $228.00. 12% off.

Low Stock

Polo Ralph Lauren Alpine Leather Trail Boots

Polo Ralph Lauren Alpine Leather Trail Boots

Brand Name: Polo Ralph Lauren
Product Name: Alpine Leather Trail Boots
Gender: Men's
Color: Deep Saddle Tan
Price: $201.44MSRP: $228

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

Magnanni - Costa Slip Perf. Color Cognac. Low Stock. $450.00.

Low Stock

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: Cognac
Price: $450

Magnanni - Daren. Color Cognac. Low Stock. $525.00.

Low Stock

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Cognac
Price: $525

Martin Dingman - Countryaire Penny. Color Whiskey. On sale for $247.50. MSRP $275.00. 10% off.

Martin Dingman Countryaire Penny

Martin Dingman Countryaire Penny

Brand Name: Martin Dingman
Product Name: Countryaire Penny
Gender: Men's
Color: Whiskey
Price: $247.50MSRP: $275

Bruno Magli - Sonny. Color Blue. On sale for $223.50. MSRP $298.00. 25% off.

Bruno Magli Sonny

Bruno Magli Sonny

Brand Name: Bruno Magli
Product Name: Sonny
Gender: Men's
Color: Blue
Price: $223.50MSRP: $298

Cole Haan - Roundhill Grand Chelsea Boots. Color Woodbury/Water Resistant. Low Stock. On sale for $221.00. MSRP $260.00. 15% off. 5.0 out of 5 stars

Low Stock

Cole Haan Roundhill Grand Chelsea Boots

Cole Haan Roundhill Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chelsea Boots
Gender: Men's
Color: Woodbury/Water Resistant
Price: $221MSRP: $260

Magnanni - Costa Slip Perf. Color White. Low Stock. $450.00.

Low Stock

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: White
Price: $450

Cole Haan - Roundhill Grand Chelsea Boots. Color Black/Black Waterproof. Low Stock. On sale for $234.00. MSRP $260.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Roundhill Grand Chelsea Boots

Cole Haan Roundhill Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chelsea Boots
Gender: Men's
Color: Black/Black Waterproof
Price: $234MSRP: $260

Allen Edmonds - Elliot Lace-Up Shoes. Color Black Leather. Low Stock. On sale for $278.11. MSRP $325.00. 14% off.

Low Stock

Allen Edmonds Elliot Lace-Up Shoes

Allen Edmonds Elliot Lace-Up Shoes

Brand Name: Allen Edmonds
Product Name: Elliot Lace-Up Shoes
Gender: Men's
Color: Black Leather
Price: $278.11MSRP: $325

Samuel Hubbard - Sunset Sneakers 2.0. Color White Leather. $210.00.

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: White Leather
Price: $210

Mephisto - Gerome. Color Light Grey. On sale for $350.10. MSRP $389.00. 10% off.

Mephisto Gerome

Mephisto Gerome

Brand Name: Mephisto
Product Name: Gerome
Gender: Men's
Color: Light Grey
Price: $350.10MSRP: $389

Cole Haan - Original Grand 2.0 Oxford. Color Raven Nubuck/Midnight Moon. On sale for $216.00. MSRP $240.00. 10% off. 3.7 out of 5 stars

Cole Haan Original Grand 2.0 Oxford

Cole Haan Original Grand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Oxford
Gender: Men's
Color: Raven Nubuck/Midnight Moon
Price: $216MSRP: $240

Cole Haan - Original Grand 2.0 Oxford. Color Brown Nubuck/Water Resistant. On sale for $216.00. MSRP $240.00. 10% off. 3.7 out of 5 stars

Cole Haan Original Grand 2.0 Oxford

Cole Haan Original Grand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Oxford
Gender: Men's
Color: Brown Nubuck/Water Resistant
Price: $216MSRP: $240

Samuel Hubbard - DressFast. Color Cognac Leather. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Cognac Leather
Price: $295

Samuel Hubbard - DressFast. Color Black. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Black
Price: $295

Mephisto - Hasko. Color Hazelnut. On sale for $289.00. MSRP $349.00. 17% off.

Mephisto Hasko

Mephisto Hasko

Brand Name: Mephisto
Product Name: Hasko
Gender: Men's
Color: Hazelnut
Price: $289MSRP: $349

ECCO - Oslo Penny Loafers. Color Black. On sale for $224.95. MSRP $249.95. 10% off. 5.0 out of 5 stars

ECCO Oslo Penny Loafers

ECCO Oslo Penny Loafers

Brand Name: ECCO
Product Name: Oslo Penny Loafers
Gender: Men's
Color: Black
Price: $224.95MSRP: $249.95

COACH - Declan Loafer. Color Black. Low Stock. On sale for $210.67. MSRP $250.00. 16% off. 4.8 out of 5 stars

Low Stock

COACH Declan Loafer

COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $210.67MSRP: $250