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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Medium Size Comfort Products

28 items found

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

Low Stock

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

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

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

KEEN Utility - Camden 8" Waterproof 600G (Comp Toe). Color Leather Brown/Black. On sale for $235.00. MSRP $245.00. 4% off. 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: $235MSRP: $245

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

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

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

ECCO - Biom C4 Vented GORE-TEX® Waterproof Golf Shoe. Color Concrete/Baygreen. Low Stock. On sale for $202.54. 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: $202.54MSRP: $249

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

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

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

COACH - Declan Loafer. Color Black. Low Stock. On sale for $210.71. 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: $210.71MSRP: $250

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

TYR - L2 Lifter. Color El Matador. Low Stock. On sale for $202.50. MSRP $225.00. 10% off.

Low Stock

TYR L2 Lifter

TYR L2 Lifter

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

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

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

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

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

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

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

Magnanni - 23037-00. Color Bone Suede. Low Stock. $525.00.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

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

Johnston & Murphy - Jenson Plane Toe. Color Tan. Low Stock. On sale for $265.50. MSRP $295.00. 10% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Jenson Plane Toe

Johnston & Murphy Jenson Plane Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plane Toe
Gender: Men's
Color: Tan
Price: $265.50MSRP: $295

Cole Haan - Roundhill Grand Chelsea Boots. Color Woodbury/Water Resistant. 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: Woodbury/Water Resistant
Price: $234MSRP: $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

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

Allen Edmonds - Newman. Color Antique Bronze. Low Stock. On sale for $336.86. MSRP $425.00. 21% off. 4.2 out of 5 stars

Low Stock

Allen Edmonds Newman

Allen Edmonds Newman

Brand Name: Allen Edmonds
Product Name: Newman
Gender: Men's
Color: Antique Bronze
Price: $336.86MSRP: $425