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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 9.5 Round Toe Products

32 items found

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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

Magnanni - Bravo. Color Black. Low Stock. $455.00. 5.0 out of 5 stars

Low Stock

Magnanni Bravo

Magnanni Bravo

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

Vince - Spencer. Color Flint. On sale for $211.50. MSRP $250.00. 15% off.

Vince Spencer

Vince Spencer

Brand Name: Vince
Product Name: Spencer
Gender: Men's
Color: Flint
Price: $211.50MSRP: $250

ECCO - Street 720 DS GORE-TEX Waterproof Golf Shoe. Color White. On sale for $207.56. MSRP $228.95. 9% 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: $207.56MSRP: $228.95

Allen Edmonds - Kingstonvers Monk Strap Shoes. Color Chocolate Suede. Low Stock. $450.00.

Low Stock

Allen Edmonds Kingstonvers Monk Strap Shoes

Allen Edmonds Kingstonvers Monk Strap Shoes

Brand Name: Allen Edmonds
Product Name: Kingstonvers Monk Strap Shoes
Gender: Men's
Color: Chocolate Suede
Price: $450

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

Cole Haan - Original Grand 2.0 Wing Tip Oxford. Color Golden Honey Nubuck/Oat. Low Stock. On sale for $216.00. MSRP $240.00. 10% off. 2.0 out of 5 stars

Low Stock

Cole Haan Original Grand 2.0 Wing Tip Oxford

Cole Haan Original Grand 2.0 Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Wing Tip Oxford
Gender: Men's
Color: Golden Honey Nubuck/Oat
Price: $216MSRP: $240

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 - Roundhill Grand Chelsea Boots. Color Black/Black Waterproof. Low Stock. On sale for $208.00. MSRP $260.00. 20% 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: $208MSRP: $260

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

Low Stock

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

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

Vans - U Mte™ Snow-kicker Gore-tex®. Color Blackout. On sale for $240.00. MSRP $300.00. 20% off.

Vans U Mte™ Snow-kicker Gore-tex®

Vans U Mte™ Snow-kicker Gore-tex®

Brand Name: Vans
Product Name: U Mte™ Snow-kicker Gore-tex®
Gender: Unisex
Color: Blackout
Price: $240MSRP: $300

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 - Taylor Bit. Color Brown Italian Calfskin. On sale for $208.60. MSRP $298.00. 30% off.

Johnston & Murphy Taylor Bit

Johnston & Murphy Taylor Bit

Brand Name: Johnston & Murphy
Product Name: Taylor Bit
Gender: Men's
Color: Brown Italian Calfskin
Price: $208.60MSRP: $298

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 - Taylor Bit. Color Black Italian Calfskin. On sale for $208.60. MSRP $298.00. 30% off.

Johnston & Murphy Taylor Bit

Johnston & Murphy Taylor Bit

Brand Name: Johnston & Murphy
Product Name: Taylor Bit
Gender: Men's
Color: Black Italian Calfskin
Price: $208.60MSRP: $298

Polo Ralph Lauren - Ranger Mid Suede & Wool Tweed Boots. Color Tweed Colorblock. Low Stock. $228.00. 5.0 out of 5 stars

Low Stock

Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Suede & Wool Tweed Boots
Gender: Men's
Color: Tweed Colorblock
Price: $228

Cole Haan - Originalgrand Tour Golf Waterproof. Color Black/Natural/Quiet Shade. $209.00. 4.8 out of 5 stars

Cole Haan Originalgrand Tour Golf Waterproof

Cole Haan Originalgrand Tour Golf Waterproof

Brand Name: Cole Haan
Product Name: Originalgrand Tour Golf Waterproof
Gender: Men's
Color: Black/Natural/Quiet Shade
Price: $209

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 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

Magnanni - Melo. Color Midbrown. Low Stock. $465.00.

Low Stock

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

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

Allen Edmonds - Elliot Lace-Up Shoes. Color Antique Bronze Leather. Low Stock. On sale for $293.37. 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: Antique Bronze Leather
Price: $293.37MSRP: $325

Allen Edmonds - Elliot Lace-Up Shoes. Color Black Leather. Low Stock. $325.00.

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: $325

Martin Dingman - Blue Ridge Chukka Boot. Color Chestnut 1. Low Stock. On sale for $211.25. MSRP $325.00. 35% off.

Low Stock

Martin Dingman Blue Ridge Chukka Boot

Martin Dingman Blue Ridge Chukka Boot

Brand Name: Martin Dingman
Product Name: Blue Ridge Chukka Boot
Gender: Men's
Color: Chestnut 1
Price: $211.25MSRP: $325

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

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

Magnanni - Blas II. Color Tabaco. Low Stock. $525.00.

Low Stock

Magnanni Blas II

Magnanni Blas II

Brand Name: Magnanni
Product Name: Blas II
Gender: Men's
Color: Tabaco
Price: $525

Frye - Tyler Flex Chelsea. Color Black. On sale for $201.00. MSRP $268.00. 25% off. 3.5 out of 5 stars

Frye Tyler Flex Chelsea

Frye Tyler Flex Chelsea

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Black
Price: $201MSRP: $268

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