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Boots on Sale $50 & Under

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Size 8.5 Casual Comfort Products

33 items found

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COACH - Declan Loafer. Color Midnight Navy. Low Stock. $250.00. 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: Midnight Navy
Price: $250.00

Cole Haan - Original Grand 2.0 Oxford. Color Magnet Nubuck. Low Stock. On sale for $207.00. MSRP $230.00. 10% off. 3.7 out of 5 stars

Low Stock

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: Magnet Nubuck
Price: $207.00MSRP: $230.00

Magnanni - Costa Slip Perf. Color Cognac. On sale for $360.00. MSRP $450.00. 20% off.

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: Cognac
Price: $360.00MSRP: $450.00

ECCO - Oslo Wing Tip Oxford. Color Potting Soil. Low Stock. $249.95. 2.8 out of 5 stars

Low Stock

ECCO Oslo Wing Tip Oxford

ECCO Oslo Wing Tip Oxford

Brand Name: ECCO
Product Name: Oslo Wing Tip Oxford
Gender: Men's
Color: Potting Soil
Price: $249.95

COACH - Declan Loafer. Color Black. Low Stock. On sale for $227.15. MSRP $250.00. 9% 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: $227.15MSRP: $250.00

Magnanni - Eu Bravo. Color Tierra. On sale for $409.50. MSRP $455.00. 10% off.

Magnanni Eu Bravo

Magnanni Eu Bravo

Brand Name: Magnanni
Product Name: Eu Bravo
Gender: Men's
Color: Tierra
Price: $409.50MSRP: $455.00

Magnanni - Macsen. Color Black. On sale for $380.00. MSRP $475.00. 20% off.

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Black
Price: $380.00MSRP: $475.00

Magnanni - Daren. Color Navy. On sale for $420.00. MSRP $525.00. 20% off.

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Navy
Price: $420.00MSRP: $525.00

Magnanni - Costa Summer Slip. Color Navy. On sale for $315.00. MSRP $450.00. 30% off.

Magnanni Costa Summer Slip

Magnanni Costa Summer Slip

Brand Name: Magnanni
Product Name: Costa Summer Slip
Gender: Men's
Color: Navy
Price: $315.00MSRP: $450.00

Magnanni - Bandera. Color Bone Suede. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Magnanni Bandera

Magnanni Bandera

Brand Name: Magnanni
Product Name: Bandera
Gender: Men's
Color: Bone Suede
Price: $427.50MSRP: $475.00

Allen Edmonds - Higginsfplug. Color Burgundy. Low Stock. On sale for $371.25. MSRP $495.00. 25% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Higginsfplug

Allen Edmonds Higginsfplug

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Gender: Men's
Color: Burgundy
Price: $371.25MSRP: $495.00

Martin Dingman - Bad Weather Boot. Color Chestnut. On sale for $217.25. MSRP $395.00. 45% off.

Martin Dingman Bad Weather Boot

Martin Dingman Bad Weather Boot

Brand Name: Martin Dingman
Product Name: Bad Weather Boot
Gender: Men's
Color: Chestnut
Price: $217.25MSRP: $395.00

Vince - Rafael Slip-ons. Color New Camel Suede. On sale for $280.00. MSRP $350.00. 20% off.

Vince Rafael Slip-ons

Vince Rafael Slip-ons

Brand Name: Vince
Product Name: Rafael Slip-ons
Gender: Men's
Color: New Camel Suede
Price: $280.00MSRP: $350.00

Magnanni - Romero Ii. Color White/Black. Low Stock. On sale for $452.00. MSRP $565.00. 20% off.

Low Stock

Magnanni Romero Ii

Magnanni Romero Ii

Brand Name: Magnanni
Product Name: Romero Ii
Gender: Men's
Color: White/Black
Price: $452.00MSRP: $565.00

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Dark Sequoia/Alabaster Gleam. On sale for $211.50. MSRP $235.00. 10% off. 4.5 out of 5 stars

Cole Haan 5.Zerogrand Wingtip Oxford

Cole Haan 5.Zerogrand Wingtip Oxford

Brand Name: Cole Haan
Product Name: 5.Zerogrand Wingtip Oxford
Gender: Men's
Color: Dark Sequoia/Alabaster Gleam
Price: $211.50MSRP: $235.00

Johnston & Murphy - Bolivar Venetian. Color Snuff. On sale for $247.50. MSRP $275.00. 10% off. 4.6 out of 5 stars

Johnston & Murphy Bolivar Venetian

Johnston & Murphy Bolivar Venetian

Brand Name: Johnston & Murphy
Product Name: Bolivar Venetian
Gender: Men's
Color: Snuff
Price: $247.50MSRP: $275.00

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: $285.00

Samuel Hubbard - Sunset Sneakers 2.0. Color Antique Brown 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: Antique Brown Leather
Price: $210.00

Samuel Hubbard - Sunset Sneakers 2.0. Color Black 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: Black Leather
Price: $210.00

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $445.50. MSRP $495.00. 10% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $445.50MSRP: $495.00

Magnanni - Raso II. Color Midbrown. Low Stock. On sale for $382.50. MSRP $425.00. 10% off. 3.0 out of 5 stars

Low Stock

Magnanni Raso II

Magnanni Raso II

Brand Name: Magnanni
Product Name: Raso II
Gender: Men's
Color: Midbrown
Price: $382.50MSRP: $425.00

Cole Haan - Berkshire Lug Chukka Boot. Color British Tan/C. On sale for $244.66. MSRP $260.00. 6% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boot

Cole Haan Berkshire Lug Chukka Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: British Tan/C
Price: $244.66MSRP: $260.00

Cole Haan - Berkshire Lug Chukka Boot. Color Lava Suede/Dark. On sale for $243.10. MSRP $250.00. 3% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boot

Cole Haan Berkshire Lug Chukka Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Lava Suede/Dark
Price: $243.10MSRP: $250.00

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: $295.00

Allen Edmonds - Elliot Lace-Up Shoes. Color Black Leather. Low Stock. On sale for $297.80. MSRP $325.00. 8% 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: $297.80MSRP: $325.00

Allen Edmonds - Elliot Lace-Up Shoes. Color White Leather. Low Stock. On sale for $292.50. MSRP $325.00. 10% 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: White Leather
Price: $292.50MSRP: $325.00

Mephisto - Match. Color Black Full Grain Leather. On sale for $239.40. MSRP $399.00. 40% off. 4.5 out of 5 stars

Mephisto Match

Brand Name: Mephisto
Product Name: Match
Gender: Men's
Color: Black Full Grain Leather
Price: $239.40MSRP: $399.00

Allen Edmonds - Oliver-2 Court Inspired Shoes. Color True Red Leather. Low Stock. On sale for $296.92. MSRP $325.00. 9% off.

Low Stock

Allen Edmonds Oliver-2 Court Inspired Shoes

Allen Edmonds Oliver-2 Court Inspired Shoes

Brand Name: Allen Edmonds
Product Name: Oliver-2 Court Inspired Shoes
Gender: Men's
Color: True Red Leather
Price: $296.92MSRP: $325.00

Allen Edmonds - Alpha Lace-Up. Color Black. Low Stock. On sale for $225.00. MSRP $300.00. 25% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Alpha Lace-Up

Allen Edmonds Alpha Lace-Up

Brand Name: Allen Edmonds
Product Name: Alpha Lace-Up
Gender: Men's
Color: Black
Price: $225.00MSRP: $300.00

Allen Edmonds - Alpha Lace-Up. Color Magnet. Low Stock. On sale for $264.61. MSRP $300.00. 12% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Alpha Lace-Up

Allen Edmonds Alpha Lace-Up

Brand Name: Allen Edmonds
Product Name: Alpha Lace-Up
Gender: Men's
Color: Magnet
Price: $264.61MSRP: $300.00

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: $210.00

Martin Dingman - Countryaire Horse Bit. Color Khaki. Low Stock. On sale for $225.00. MSRP $250.00. 10% off.

Low Stock

Martin Dingman Countryaire Horse Bit

Martin Dingman Countryaire Horse Bit

Brand Name: Martin Dingman
Product Name: Countryaire Horse Bit
Gender: Men's
Color: Khaki
Price: $225.00MSRP: $250.00

PIKOLINOS - M9K-8028C1. Color Brandy. Low Stock. On sale for $207.00. MSRP $230.00. 10% off.

Low Stock

PIKOLINOS M9K-8028C1

PIKOLINOS M9K-8028C1

Brand Name: PIKOLINOS
Product Name: M9K-8028C1
Gender: Men's
Color: Brandy
Price: $207.00MSRP: $230.00