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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9 Medium Size Comfort Shoes

34 items found

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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

Vince - Sonoma Slip-On Loafer. Color Coriander Brown Suede. Low Stock. On sale for $205.25. 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: $205.25MSRP: $225

Allen Edmonds - Barnes Lace-Up Shoes. Color Black. On sale for $210.00. MSRP $350.00. 40% off.

Allen Edmonds Barnes Lace-Up Shoes

Allen Edmonds Barnes Lace-Up Shoes

Brand Name: Allen Edmonds
Product Name: Barnes Lace-Up Shoes
Gender: Men's
Color: Black
Price: $210MSRP: $350

AllSaints - Hank Biker Boots. Color Black. On sale for $244.11. MSRP $379.00. 36% off.

AllSaints Hank Biker Boots

AllSaints Hank Biker Boots

Brand Name: AllSaints
Product Name: Hank Biker Boots
Gender: Men's
Color: Black
Price: $244.11MSRP: $379

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

Peter Millar - Tempest Boots. Color Beach. Low Stock. On sale for $236.00. MSRP $295.00. 20% 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: $236MSRP: $295

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

Vince - Rafael Slip-ons. Color Cocoa Brown Suede. Low Stock. On sale for $327.86. MSRP $350.00. 6% 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: $327.86MSRP: $350

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

Magnanni - Melo. Color Midbrown. $465.00.

Magnanni Melo

Magnanni Melo

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

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

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

Magnanni - Shaw. Color Rocia Taupe Suede. Low Stock. $495.00.

Low Stock

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $495

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

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

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 - 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

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

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

ECCO - Street 720 DS GORE-TEX Waterproof Golf Shoe. Color White. On sale for $202.42. MSRP $228.95. 12% off.

ECCO Street 720 DS GORE-TEX Waterproof Golf Shoe

ECCO Street 720 DS GORE-TEX Waterproof Golf Shoe

Brand Name: ECCO
Product Name: Street 720 DS GORE-TEX Waterproof Golf Shoe
Gender: Men's
Color: White
Price: $202.42MSRP: $228.95

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

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

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

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

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

Allen Edmonds - Newman. Color Antique Bronze. Low Stock. On sale for $346.72. MSRP $425.00. 18% 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: $346.72MSRP: $425

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

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

Low Stock

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

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

Bruno Magli - Dario. Color Beige. Low Stock. On sale for $208.60. MSRP $298.00. 30% off.

Low Stock

Bruno Magli Dario

Bruno Magli Dario

Brand Name: Bruno Magli
Product Name: Dario
Gender: Men's
Color: Beige
Price: $208.60MSRP: $298

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

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

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. Low Stock. On sale for $207.00. MSRP $230.00. 10% off.

Low Stock

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $207MSRP: $230

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