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Boots on Sale $50 & Under

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Size 9 Leather Comfort Products

36 items found

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Cole Haan - Ledley Grand Cap Toe Oxfords. Color Madeira/Dark Natural. On sale for $279.00. MSRP $310.00. 10% off.

Cole Haan Ledley Grand Cap Toe Oxfords

Cole Haan Ledley Grand Cap Toe Oxfords

Brand Name: Cole Haan
Product Name: Ledley Grand Cap Toe Oxfords
Gender: Men's
Color: Madeira/Dark Natural
Price: $279MSRP: $310

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. Low Stock. On sale for $248.94. MSRP $260.00. 4% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: British Tan/C
Price: $248.94MSRP: $260

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

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

Martin Dingman - Huntley Chelsea Boot. Color Walnut. Low Stock. On sale for $315.00. MSRP $350.00. 10% off.

Low Stock

Martin Dingman Huntley Chelsea Boot

Martin Dingman Huntley Chelsea Boot

Brand Name: Martin Dingman
Product Name: Huntley Chelsea Boot
Gender: Men's
Color: Walnut
Price: $315MSRP: $350

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. $200.00.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Madeira Waterproof/Dark Java/Dark Java
Price: $200

Magnanni - Macsen. Color Black. Low Stock. On sale for $403.75. MSRP $475.00. 15% off.

Low Stock

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Black
Price: $403.75MSRP: $475

Magnanni - Leone. Color Tabaco. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Magnanni Leone

Magnanni Leone

Brand Name: Magnanni
Product Name: Leone
Gender: Men's
Color: Tabaco
Price: $427.50MSRP: $475

Magnanni - Costa Summer Slip. Color Black. Low Stock. On sale for $292.50. MSRP $450.00. 35% off.

Low Stock

Magnanni Costa Summer Slip

Magnanni Costa Summer Slip

Brand Name: Magnanni
Product Name: Costa Summer Slip
Gender: Men's
Color: Black
Price: $292.50MSRP: $450

Magnanni - Daren. Color Navy. Low Stock. On sale for $393.75. MSRP $525.00. 25% off.

Low Stock

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Navy
Price: $393.75MSRP: $525

Magnanni - Costa Summer Slip. Color Navy. Low Stock. On sale for $292.50. MSRP $450.00. 35% off.

Low Stock

Magnanni Costa Summer Slip

Magnanni Costa Summer Slip

Brand Name: Magnanni
Product Name: Costa Summer Slip
Gender: Men's
Color: Navy
Price: $292.50MSRP: $450

Magnanni - Daren. Color Cognac. Low Stock. On sale for $446.25. MSRP $525.00. 15% off.

Low Stock

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Cognac
Price: $446.25MSRP: $525

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $367.50. MSRP $525.00. 30% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $367.50MSRP: $525

Magnanni - Bandera. Color Bone Suede. Low Stock. On sale for $308.75. MSRP $475.00. 35% off.

Low Stock

Magnanni Bandera

Magnanni Bandera

Brand Name: Magnanni
Product Name: Bandera
Gender: Men's
Color: Bone Suede
Price: $308.75MSRP: $475

Magnanni - Costa Slip Perf. Color Cognac. Low Stock. On sale for $405.00. MSRP $450.00. 10% off.

Low Stock

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: Cognac
Price: $405MSRP: $450

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

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

Johnston & Murphy - Jenson Longwing. Color Black. On sale for $236.00. MSRP $295.00. 20% off. 4.1 out of 5 stars

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Black
Price: $236MSRP: $295

Bruno Magli - Arlo. Color Black Tumbled. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $276.50MSRP: $395

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

Johnston & Murphy - Jenson Plain Toe. Color Gray Italian Suede. On sale for $213.75. MSRP $285.00. 25% off. 4.0 out of 5 stars

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Gray Italian Suede
Price: $213.75MSRP: $285

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

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

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $247.50. MSRP $275.00. 10% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $247.50MSRP: $275

Allen Edmonds - Strand Sneaker. Color Walnut. Low Stock. $300.00. 4.0 out of 5 stars

Low Stock

Allen Edmonds Strand Sneaker

Allen Edmonds Strand Sneaker

Brand Name: Allen Edmonds
Product Name: Strand Sneaker
Gender: Men's
Color: Walnut
Price: $300

KEEN Utility - Camden 8" Waterproof 600G (Comp Toe). Color Leather Brown/Black. $235.00. 3.9 out of 5 stars

KEEN Utility Camden 8" Waterproof 600G (Comp Toe)

KEEN Utility Camden 8" Waterproof 600G (Comp Toe)

Brand Name: KEEN Utility
Product Name: Camden 8" Waterproof 600G (Comp Toe)
Gender: Men's
Color: Leather Brown/Black
Price: $235

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

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

Peter Millar - Tempest Boots. Color Beach. Low Stock. On sale for $265.50. MSRP $295.00. 10% off.

Low Stock

Peter Millar Tempest Boots

Peter Millar Tempest Boots

Brand Name: Peter Millar
Product Name: Tempest Boots
Gender: Men's
Color: Beach
Price: $265.50MSRP: $295

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

Bruno Magli - Maioco Penny. Color Brown. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Bruno Magli Maioco Penny

Bruno Magli Maioco Penny

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Brown
Price: $276.50MSRP: $395

Wolf & Shepherd - Marathon Trainer. Color Navy. $225.00.

Wolf & Shepherd Marathon Trainer

Wolf & Shepherd Marathon Trainer

Brand Name: Wolf & Shepherd
Product Name: Marathon Trainer
Gender: Men's
Color: Navy
Price: $225

Wolf & Shepherd - Baller Sport. Color Black. Low Stock. $225.00. 5.0 out of 5 stars

Low Stock

Wolf & Shepherd Baller Sport

Wolf & Shepherd Baller Sport

Brand Name: Wolf & Shepherd
Product Name: Baller Sport
Gender: Men's
Color: Black
Price: $225

Johnston & Murphy - Bolivar Venetian. Color Snuff. On sale for $206.25. MSRP $275.00. 25% 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: $206.25MSRP: $275

Johnston & Murphy - Jared Lace to Toe. Color White. On sale for $206.50. MSRP $295.00. 30% off. 2.0 out of 5 stars

Johnston & Murphy Jared Lace to Toe

Johnston & Murphy Jared Lace to Toe

Brand Name: Johnston & Murphy
Product Name: Jared Lace to Toe
Gender: Men's
Color: White
Price: $206.50MSRP: $295

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

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