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Size 8.5 Leather Outsole Shoes On Sale

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Vans - Classic Slip On Checkerboard. Color Checkerboard Crystal Blue. On sale for $51.96. MSRP $65.00. 20% off. 4.6 out of 5 stars

White Vans Classic Slip On Checkerboard

White Vans Classic Slip On Checkerboard

+17

Brand Name: Vans
Product Name: Classic Slip On Checkerboard
Gender: Unisex
Color: Checkerboard Crystal Blue
Price: $51.96MSRP: $65.0020% OFF
Rating: 5Rated 5 stars out of 5(6056)

OluKai - Moloa. Color Dark Wood/Dark Java. On sale for $124.95. MSRP $140.00. 11% off. 4.4 out of 5 stars

Taupe OluKai Moloa

Taupe OluKai Moloa

+3

Brand Name: OluKai
Product Name: Moloa
Gender: Men's
Color: Dark Wood/Dark Java
Price: $124.95MSRP: $140.0011% OFF
Rating: 4Rated 4 stars out of 5(609)

Stacy Adams - Madison (Cap Toe). Color Black. Low Stock. On sale for $109.15. MSRP $129.95. 16% off. 4.6 out of 5 stars

Low Stock

Black Stacy Adams Madison (Cap Toe)

Black Stacy Adams Madison (Cap Toe)

Brand Name: Stacy Adams
Product Name: Madison (Cap Toe)
Gender: Men's
Color: Black
Price: $109.15MSRP: $129.9516% OFF
Rating: 5Rated 5 stars out of 5(821)

Cole Haan - Pinch Penny. Color Burgundy. On sale for $135.00. MSRP $218.00. 38% off. 4.1 out of 5 stars

Burgundy Cole Haan Pinch Penny

Burgundy Cole Haan Pinch Penny

Brand Name: Cole Haan
Product Name: Pinch Penny
Gender: Men's
Color: Burgundy
Price: $135.00MSRP: $218.0038% OFF
Rating: 4Rated 4 stars out of 5(171)

. Florsheim - Berkley Penny Loafer. Color Black. On sale for $124.95. MSRP $130.00. 4% off. 4.1 out of 5 stars

Black Florsheim Berkley Penny Loafer

Black Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Black
Price: $124.95MSRP: $130.004% OFF
Rating: 4Rated 4 stars out of 5(1322)

Cole Haan - Pinch Tassel. Color Burgundy. On sale for $135.00. MSRP $218.00. 38% off. 4.0 out of 5 stars

Burgundy Cole Haan Pinch Tassel

Burgundy Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Gender: Men's
Color: Burgundy
Price: $135.00MSRP: $218.0038% OFF
Rating: 4Rated 4 stars out of 5(243)

Stacy Adams - Valet Velour Slip-On Loafer. Color Black. On sale for $62.95. MSRP $85.00. 26% off. 4.5 out of 5 stars

Black Stacy Adams Valet Velour Slip-On Loafer

Black Stacy Adams Valet Velour Slip-On Loafer

+3

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Gender: Men's
Color: Black
Price: $62.95MSRP: $85.0026% OFF
Rating: 5Rated 5 stars out of 5(110)

Florsheim - Como Imperial Slip-On Loafer. Color Black Cabaret. On sale for $129.95. MSRP $200.00. 35% off. 4.4 out of 5 stars

Black Florsheim Como Imperial Slip-On Loafer

Black Florsheim Como Imperial Slip-On Loafer

Brand Name: Florsheim
Product Name: Como Imperial Slip-On Loafer
Gender: Men's
Color: Black Cabaret
Price: $129.95MSRP: $200.0035% OFF
Rating: 4Rated 4 stars out of 5(494)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.90. MSRP $135.00. 26% off. 4.1 out of 5 stars

Black Johnston & Murphy Hayes Penny Loafer

Black Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Black
Price: $99.90MSRP: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(116)

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Black. On sale for $99.62. MSRP $105.00. 5% off. 5.0 out of 5 stars

Black Stacy Adams Gabardo Bike Toe Lace-Up

Black Stacy Adams Gabardo Bike Toe Lace-Up

+2

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Black
Price: $99.62MSRP: $105.005% OFF
Rating: 5Rated 5 stars out of 5(7)

Johnston & Murphy - Hayes Tassel Loafer. Color Burgundy. On sale for $99.90. MSRP $135.00. 26% off. 3.9 out of 5 stars

Burgundy Johnston & Murphy Hayes Tassel Loafer

Burgundy Johnston & Murphy Hayes Tassel Loafer

+2 colors/patterns

Brand Name: Johnston & Murphy
Product Name: Hayes Tassel Loafer
Gender: Men's
Color: Burgundy
Price: $99.90MSRP: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(107)

Anthony Veer - Filmore Bit Loafer. Color Walnut. Low Stock. On sale for $109.97. MSRP $164.95. 33% off. 4.0 out of 5 stars

Low Stock

Brown Anthony Veer Filmore Bit Loafer

Brown Anthony Veer Filmore Bit Loafer

+3

Brand Name: Anthony Veer
Product Name: Filmore Bit Loafer
Gender: Men's
Color: Walnut
Price: $109.97MSRP: $164.9533% OFF
Rating: 4Rated 4 stars out of 5(81)

Cole Haan - Grandpro Luxe Slip-On Sneakers. Color Black/Ivory. On sale for $160.00. MSRP $170.00. 6% off. 3.2 out of 5 stars

Black Cole Haan Grandpro Luxe Slip-On Sneakers

Black Cole Haan Grandpro Luxe Slip-On Sneakers

+6

Brand Name: Cole Haan
Product Name: Grandpro Luxe Slip-On Sneakers
Gender: Men's
Color: Black/Ivory
Price: $160.00MSRP: $170.006% OFF
Rating: 3Rated 3 stars out of 5(4)

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. On sale for $94.48. MSRP $105.00. 10% off. 4.2 out of 5 stars

Burgundy Stacy Adams Tallero Lace-Up

Burgundy Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $94.48MSRP: $105.0010% OFF
Rating: 4Rated 4 stars out of 5(5)

Tommy Hilfiger - Rezz. Color Dark Blue. On sale for $54.97. MSRP $89.00. 38% off. 5.0 out of 5 stars

Blue Tommy Hilfiger Rezz

Blue Tommy Hilfiger Rezz

+3

Brand Name: Tommy Hilfiger
Product Name: Rezz
Gender: Men's
Color: Dark Blue
Price: $54.97MSRP: $89.0038% OFF
Rating: 5Rated 5 stars out of 5(3)

Johnston & Murphy - Bradford Dress Moc Oxford. Color Black Brush-Off. $128.95. 3.9 out of 5 stars

Black Johnston & Murphy Bradford Dress Moc Oxford

Black Johnston & Murphy Bradford Dress Moc Oxford

Brand Name: Johnston & Murphy
Product Name: Bradford Dress Moc Oxford
Gender: Men's
Color: Black Brush-Off
Price: $128.95
Rating: 4Rated 4 stars out of 5(16)

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $127.50. MSRP $170.00. 25% off. 5.0 out of 5 stars

Multi Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Multi Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

+4

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Ivory/Black
Price: $127.50MSRP: $170.0025% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. On sale for $77.00. MSRP $100.00. 23% off. 5.0 out of 5 stars

Black Nunn Bush MAC Moccasin Toe Oxford

Black Nunn Bush MAC Moccasin Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $77.00MSRP: $100.0023% OFF
Rating: 5Rated 5 stars out of 5(4)

Dan Post - Milwaukee. Color Black. On sale for $159.96. MSRP $199.95. 20% off. 3.8 out of 5 stars

Black Dan Post Milwaukee

Black Dan Post Milwaukee

Brand Name: Dan Post
Product Name: Milwaukee
Gender: Men's
Color: Black
Price: $159.96MSRP: $199.9520% OFF
Rating: 4Rated 4 stars out of 5(13)

Marc Joseph New York - Morrisville. Color Cappuccino Suede. Low Stock. On sale for $89.95. MSRP $185.00. 51% off. 5.0 out of 5 stars

Low Stock

Brown Marc Joseph New York Morrisville

Brown Marc Joseph New York Morrisville

+3

Brand Name: Marc Joseph New York
Product Name: Morrisville
Gender: Men's
Color: Cappuccino Suede
Price: $89.95MSRP: $185.0051% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Connor Venetian. Color Driftwood. On sale for $90.03. MSRP $158.00. 43% off. 4.0 out of 5 stars

Brown Frye Connor Venetian

Brown Frye Connor Venetian

+5

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $90.03MSRP: $158.0043% OFF
Rating: 4Rated 4 stars out of 5(1)

Frye - Astor Low Lace Court. Color Bluestone. On sale for $135.83. MSRP $158.00. 14% off. 5.0 out of 5 stars

Blue Frye Astor Low Lace Court

Blue Frye Astor Low Lace Court

+2

Brand Name: Frye
Product Name: Astor Low Lace Court
Gender: Men's
Color: Bluestone
Price: $135.83MSRP: $158.0014% OFF
Rating: 5Rated 5 stars out of 5(1)

Orthofeet - Pacific Palisades. Color White. On sale for $109.99. MSRP $149.95. 27% off. 4.0 out of 5 stars

White Orthofeet Pacific Palisades

White Orthofeet Pacific Palisades

Brand Name: Orthofeet
Product Name: Pacific Palisades
Gender: Men's
Color: White
Price: $109.99MSRP: $149.9527% OFF
Rating: 4Rated 4 stars out of 5(2)

Steve Madden - Possess. Color Black. On sale for $109.95. MSRP $120.00. 8% off. 3.0 out of 5 stars

Black Steve Madden Possess

Black Steve Madden Possess

+6

Brand Name: Steve Madden
Product Name: Possess
Gender: Men's
Color: Black
Price: $109.95MSRP: $120.008% OFF
Rating: 3Rated 3 stars out of 5(2)

Marc Joseph New York - Ovington. Color Whiskey Burnished Napa. On sale for $108.50. MSRP $155.00. 30% off. 5.0 out of 5 stars

Brown Marc Joseph New York Ovington

Brown Marc Joseph New York Ovington

Brand Name: Marc Joseph New York
Product Name: Ovington
Gender: Men's
Color: Whiskey Burnished Napa
Price: $108.50MSRP: $155.0030% OFF
Rating: 5Rated 5 stars out of 5(1)

Vans - FU Mte™ Ultrarange™ Exo SE. Color Lavender Fog. On sale for $74.96. MSRP $100.00. 25% off. 2.7 out of 5 stars

Purple Vans FU Mte™ Ultrarange™ Exo SE

Purple Vans FU Mte™ Ultrarange™ Exo SE

Brand Name: Vans
Product Name: FU Mte™ Ultrarange™ Exo SE
Gender: Women's
Color: Lavender Fog
Price: $74.96MSRP: $100.0025% OFF
Rating: 3Rated 3 stars out of 5(12)

Volcom - Street Shield Slip-On Station Tactical Boots. Color Black. On sale for $134.95. MSRP $160.00. 16% off. 3.0 out of 5 stars

Black Volcom Street Shield Slip-On Station Tactical Boots

Black Volcom Street Shield Slip-On Station Tactical Boots

Brand Name: Volcom
Product Name: Street Shield Slip-On Station Tactical Boots
Gender: Men's
Color: Black
Price: $134.95MSRP: $160.0016% OFF
Rating: 3Rated 3 stars out of 5(1)

Marc Joseph New York - South Street. Color Cognac Grainy. On sale for $59.95. MSRP $155.00. 61% off. 1.0 out of 5 stars

Brown Marc Joseph New York South Street

Brown Marc Joseph New York South Street

Brand Name: Marc Joseph New York
Product Name: South Street
Gender: Men's
Color: Cognac Grainy
Price: $59.95MSRP: $155.0061% OFF
Rating: 1Rated 1 star out of 5(1)

Stacy Adams - Tristano Bike Toe Lace-Up. Color White. Low Stock. On sale for $92.27. MSRP $105.00. 12% off.

Low Stock

White Stacy Adams Tristano Bike Toe Lace-Up

White Stacy Adams Tristano Bike Toe Lace-Up

+7

Brand Name: Stacy Adams
Product Name: Tristano Bike Toe Lace-Up
Gender: Men's
Color: White
Price: $92.27MSRP: $105.0012% OFF
Rating

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $124.02. MSRP $155.00. 20% off.

Black Cole Haan Grandpro Ashland 2 Golf

Black Cole Haan Grandpro Ashland 2 Golf

+3

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Black/New Caramel/Ivory
Price: $124.02MSRP: $155.0020% OFF
Rating

Cole Haan - American Classics Montrose Plain Toe Ox. Color Titanium Nubuck/Angora. On sale for $152.00. MSRP $190.00. 20% off.

Gray Cole Haan American Classics Montrose Plain Toe Ox

Gray Cole Haan American Classics Montrose Plain Toe Ox

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Ox
Gender: Men's
Color: Titanium Nubuck/Angora
Price: $152.00MSRP: $190.0020% OFF
Rating

Marc Joseph New York - BROADWAY. Color Off White Suede. On sale for $115.50. MSRP $165.00. 30% off.

Bone Marc Joseph New York BROADWAY

Bone Marc Joseph New York BROADWAY

+6

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Off White Suede
Price: $115.50MSRP: $165.0030% OFF
Rating

Vans - Hylane. Color Retro Skate Navy. On sale for $71.96. MSRP $90.00. 20% off.

Navy Vans Hylane

Navy Vans Hylane

+2

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Navy
Price: $71.96MSRP: $90.0020% OFF
Rating

Stacy Adams - Calandro City Sandal. Color White. On sale for $76.14. MSRP $90.00. 15% off.

White Stacy Adams Calandro City Sandal

White Stacy Adams Calandro City Sandal

+3

Brand Name: Stacy Adams
Product Name: Calandro City Sandal
Gender: Men's
Color: White
Price: $76.14MSRP: $90.0015% OFF
Rating

Tommy Hilfiger - Rosell. Color Medium Brown. On sale for $72.76. MSRP $79.95. 9% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

+1

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $72.76MSRP: $79.959% OFF
Rating

Johnston & Murphy Collection - Baldwin Tassel. Color Snuff Suede. Low Stock. On sale for $111.15. MSRP $195.00. 43% off.

Low Stock

Brown Johnston & Murphy Collection Baldwin Tassel

Brown Johnston & Murphy Collection Baldwin Tassel

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Tassel
Gender: Men's
Color: Snuff Suede
Price: $111.15MSRP: $195.0043% OFF
Rating

Marc Joseph New York - Canal St 2.0. Color Black Napa. Low Stock. On sale for $171.60. MSRP $195.00. 12% off.

Low Stock

Black Marc Joseph New York Canal St 2.0

Black Marc Joseph New York Canal St 2.0

+2

Brand Name: Marc Joseph New York
Product Name: Canal St 2.0
Gender: Men's
Color: Black Napa
Price: $171.60MSRP: $195.0012% OFF
Rating

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. On sale for $131.25. MSRP $175.00. 25% off.

Brown Marc Joseph New York Spring Street

Brown Marc Joseph New York Spring Street

+2

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Cognac Basket Napa
Price: $131.25MSRP: $175.0025% OFF
Rating

Volcom - Street Shield 8" Tactical Boots with Side Zipper. Color Black. On sale for $121.56. MSRP $152.00. 20% off.

Black Volcom Street Shield 8" Tactical Boots with Side Zipper

Black Volcom Street Shield 8" Tactical Boots with Side Zipper

Brand Name: Volcom
Product Name: Street Shield 8" Tactical Boots with Side Zipper
Gender: Men's
Color: Black
Price: $121.56MSRP: $152.0020% OFF
Rating

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. Low Stock. On sale for $154.05. MSRP $195.00. 21% off.

Low Stock

Brown Marc Joseph New York Chambers St

Brown Marc Joseph New York Chambers St

+2

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $154.05MSRP: $195.0021% OFF
Rating

Vans - Mte™ Crosspath Mid. Color Lilac Grey. On sale for $125.95. MSRP $140.00. 10% off.

Gray Vans Mte™ Crosspath Mid

Gray Vans Mte™ Crosspath Mid

Brand Name: Vans
Product Name: Mte™ Crosspath Mid
Gender: Unisex
Color: Lilac Grey
Price: $125.95MSRP: $140.0010% OFF
Rating

Tommy Hilfiger - Rezz6. Color Black. On sale for $62.30. MSRP $89.00. 30% off.

Black Tommy Hilfiger Rezz6

Black Tommy Hilfiger Rezz6

Brand Name: Tommy Hilfiger
Product Name: Rezz6
Gender: Men's
Color: Black
Price: $62.30MSRP: $89.0030% OFF
Rating

Ariat - Recon Lace Boots. Color Natural Suede. On sale for $121.56. MSRP $159.95. 24% off.

Tan Ariat Recon Lace Boots

Tan Ariat Recon Lace Boots

Brand Name: Ariat
Product Name: Recon Lace Boots
Gender: Men's
Color: Natural Suede
Price: $121.56MSRP: $159.9524% OFF
Rating

Tommy Hilfiger - Hines. Color White. On sale for $64.59. MSRP $99.00. 35% off.

White Tommy Hilfiger Hines

White Tommy Hilfiger Hines

+2

Brand Name: Tommy Hilfiger
Product Name: Hines
Gender: Men's
Color: White
Price: $64.59MSRP: $99.0035% OFF
Rating

Anthony Veer - Clinton Tux. Color Black. Low Stock. On sale for $131.22. MSRP $199.95. 34% off. 5.0 out of 5 stars

Low Stock

Black Anthony Veer Clinton Tux

Black Anthony Veer Clinton Tux

Brand Name: Anthony Veer
Product Name: Clinton Tux
Gender: Men's
Color: Black
Price: $131.22MSRP: $199.9534% OFF
Rating: 5Rated 5 stars out of 5(70)

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