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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Medium Size Comfort Products

41 items found

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Red Wing Heritage - Iron Ranger Traction Tred. Color Oro Legacy. Low Stock. On sale for $244.99. MSRP $349.99. 30% off.

Low Stock

Red Wing Heritage Iron Ranger Traction Tred

Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Oro Legacy
Price: $244.99MSRP: $349.99

Magnanni - Manchester. Color Black. Low Stock. On sale for $218.90. MSRP $398.00. 45% off.

Low Stock

Magnanni Manchester

Magnanni Manchester

Brand Name: Magnanni
Product Name: Manchester
Gender: Men's
Color: Black
Price: $218.90MSRP: $398

Mephisto - Flynn. Color Off-White. Low Stock. On sale for $299.25. MSRP $379.00. 21% off.

Low Stock

Mephisto Flynn

Mephisto Flynn

Brand Name: Mephisto
Product Name: Flynn
Gender: Men's
Color: Off-White
Price: $299.25MSRP: $379

Martin Dingman - Old Row Wingtip. Color Cigar. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Martin Dingman Old Row Wingtip

Martin Dingman Old Row Wingtip

Brand Name: Martin Dingman
Product Name: Old Row Wingtip
Gender: Men's
Color: Cigar
Price: $276.50MSRP: $395

Martin Dingman - Countryaire Penny. Color Khaki. On sale for $220.00. MSRP $275.00. 20% off.

Martin Dingman Countryaire Penny

Martin Dingman Countryaire Penny

Brand Name: Martin Dingman
Product Name: Countryaire Penny
Gender: Men's
Color: Khaki
Price: $220MSRP: $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

Martin Dingman - Countryaire Penny. Color Whiskey. On sale for $220.00. MSRP $275.00. 20% off.

Martin Dingman Countryaire Penny

Martin Dingman Countryaire Penny

Brand Name: Martin Dingman
Product Name: Countryaire Penny
Gender: Men's
Color: Whiskey
Price: $220MSRP: $275

Vince - Emmitt Slip-On Espadrille Loafers. Color Hickory Brown Suede. Low Stock. On sale for $231.68. MSRP $250.00. 7% off. 3.0 out of 5 stars

Low Stock

Vince Emmitt Slip-On Espadrille Loafers

Vince Emmitt Slip-On Espadrille Loafers

Brand Name: Vince
Product Name: Emmitt Slip-On Espadrille Loafers
Gender: Men's
Color: Hickory Brown Suede
Price: $231.68MSRP: $250

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

Martin Dingman - Old Row Sneakers. Color Cigar. Low Stock. On sale for $265.50. MSRP $295.00. 10% off.

Low Stock

Martin Dingman Old Row Sneakers

Martin Dingman Old Row Sneakers

Brand Name: Martin Dingman
Product Name: Old Row Sneakers
Gender: Men's
Color: Cigar
Price: $265.50MSRP: $295

ECCO - Biom C4 Vented GORE-TEX® Waterproof Golf Shoe. Color Concrete/Baygreen. Low Stock. On sale for $202.87. MSRP $249.00. 19% off. 4.4 out of 5 stars

Low Stock

ECCO Biom C4 Vented GORE-TEX® Waterproof Golf Shoe

ECCO Biom C4 Vented GORE-TEX® Waterproof Golf Shoe

Brand Name: ECCO
Product Name: Biom C4 Vented GORE-TEX® Waterproof Golf Shoe
Gender: Men's
Color: Concrete/Baygreen
Price: $202.87MSRP: $249

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

Magnanni - Romero II. Color White/Black. Low Stock. $565.00.

Low Stock

Magnanni Romero II

Magnanni Romero II

Brand Name: Magnanni
Product Name: Romero II
Gender: Men's
Color: White/Black
Price: $565

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

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

Vince - Sonoma Slip-On Loafer. Color Coriander Brown Suede. Low Stock. On sale for $204.23. MSRP $225.00. 9% off.

Low Stock

Vince Sonoma Slip-On Loafer

Vince Sonoma Slip-On Loafer

Brand Name: Vince
Product Name: Sonoma Slip-On Loafer
Gender: Men's
Color: Coriander Brown Suede
Price: $204.23MSRP: $225

Vince - Rafael Slip-ons. Color Cocoa Brown Suede. Low Stock. On sale for $314.88. MSRP $350.00. 10% off.

Low Stock

Vince Rafael Slip-ons

Vince Rafael Slip-ons

Brand Name: Vince
Product Name: Rafael Slip-ons
Gender: Men's
Color: Cocoa Brown Suede
Price: $314.88MSRP: $350

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

Magnanni - Eu Bravo. Color Tierra. Low Stock. $455.00.

Low Stock

Magnanni Eu Bravo

Magnanni Eu Bravo

Brand Name: Magnanni
Product Name: Eu Bravo
Gender: Men's
Color: Tierra
Price: $455

Magnanni - Leone. Color Tabaco. Low Stock. $475.00.

Low Stock

Magnanni Leone

Magnanni Leone

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

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

Low Stock

Magnanni Daren

Magnanni Daren

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

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

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

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $248

Magnanni - Mick. Color Curri. Low Stock. $435.00. 3.0 out of 5 stars

Low Stock

Magnanni Mick

Magnanni Mick

Brand Name: Magnanni
Product Name: Mick
Gender: Men's
Color: Curri
Price: $435

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

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

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

Magnanni - Melo. Color Midbrown. $465.00.

Magnanni Melo

Magnanni Melo

Brand Name: Magnanni
Product Name: Melo
Gender: Men's
Color: Midbrown
Price: $465

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

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

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

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

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

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. On sale for $236.00. MSRP $295.00. 20% off. 4.7 out of 5 stars

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $236MSRP: $295

TYR - L2 Lifter. Color Camo. On sale for $202.50. MSRP $225.00. 10% off.

TYR L2 Lifter

TYR L2 Lifter

Brand Name: TYR
Product Name: L2 Lifter
Gender: Unisex
Color: Camo
Price: $202.50MSRP: $225

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

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 - Berkshire Chelsea Boots. Color Lava Suede/Dark. Low Stock. On sale for $224.49. MSRP $250.00. 10% 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: Lava Suede/Dark
Price: $224.49MSRP: $250

Red Wing Heritage - Iron Ranger Traction Tred. Color Amber Harness. Low Stock. On sale for $244.99. MSRP $349.99. 30% off.

Low Stock

Red Wing Heritage Iron Ranger Traction Tred

Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Amber Harness
Price: $244.99MSRP: $349.99

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