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Size 8.5 Leather Outsole On Sale Products

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Vans - Classic Slip On Checkerboard. Color Checkerboard Crystal Blue. On sale for $48.71. MSRP $65.00. 25% 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: $48.71MSRP: $65.0025% OFF
Rating: 5Rated 5 stars out of 5(6068)

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)

Cole Haan - Morse Grand Wingtip Oxfords. Color British Tan/Ivory/Gum. On sale for $150.00. MSRP $200.00. 25% off.

Brown Cole Haan Morse Grand Wingtip Oxfords

Brown Cole Haan Morse Grand Wingtip Oxfords

+4

Brand Name: Cole Haan
Product Name: Morse Grand Wingtip Oxfords
Gender: Men's
Color: British Tan/Ivory/Gum
Price: $150.00MSRP: $200.0025% OFF
Rating

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)

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)

Cole Haan - American Classics Montrose Plain Toe Ox. Color Titanium Nubuck/Angora. On sale for $118.70. MSRP $190.00. 38% off.

Gray Cole Haan American Classics Montrose Plain Toe Ox

Gray Cole Haan American Classics Montrose Plain Toe Ox

+2

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Ox
Gender: Men's
Color: Titanium Nubuck/Angora
Price: $118.70MSRP: $190.0038% OFF
Rating

Cole Haan - Grand+ Knit Oxfords. Color Navy Blazer/British Tan. On sale for $82.50. MSRP $110.00. 25% off.

Navy Cole Haan Grand+ Knit Oxfords

Navy Cole Haan Grand+ Knit Oxfords

Brand Name: Cole Haan
Product Name: Grand+ Knit Oxfords
Gender: Men's
Color: Navy Blazer/British Tan
Price: $82.50MSRP: $110.0025% OFF
Rating

Wolf & Shepherd - SuperCrossover. Color Honey. On sale for $179.96. MSRP $295.00. 39% off.

Tan Wolf & Shepherd SuperCrossover

Tan Wolf & Shepherd SuperCrossover

+2

Brand Name: Wolf & Shepherd
Product Name: SuperCrossover
Gender: Men's
Color: Honey
Price: $179.96MSRP: $295.0039% OFF
Rating

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)

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

Black Johnston & Murphy Hayes Tassel Loafer

Black Johnston & Murphy Hayes Tassel Loafer

+2 colors/patterns

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

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)

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $127.48. MSRP $155.00. 18% 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: $127.48MSRP: $155.0018% OFF
Rating

Cole Haan - Pinch Penny. Color Burgundy. On sale for $126.33. MSRP $218.00. 42% 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: $126.33MSRP: $218.0042% OFF
Rating: 4Rated 4 stars out of 5(171)

Vans - Hylane. Color Retro Skate Lunar Rock. On sale for $67.46. MSRP $90.00. 25% off.

Black Vans Hylane

Black Vans Hylane

+2

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Lunar Rock
Price: $67.46MSRP: $90.0025% OFF
Rating

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)

Vans - Lowland 2.0. Color Heritage Blue. On sale for $63.75. MSRP $85.00. 25% off.

Navy Vans Lowland 2.0

Navy Vans Lowland 2.0

+2

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: Heritage Blue
Price: $63.75MSRP: $85.0025% OFF
Rating

Volcom - Street Shield 8" Tactical Boots with Side Zipper. Color Black. On sale for $113.96. MSRP $152.00. 25% 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: $113.96MSRP: $152.0025% OFF
Rating

Tommy Hilfiger - Rezz. Color Dark Blue. On sale for $53.40. MSRP $89.00. 40% 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: $53.40MSRP: $89.0040% OFF
Rating: 5Rated 5 stars out of 5(3)

Stacy Adams - Calandro City Sandal. Color White. On sale for $81.39. MSRP $90.00. 10% off. 5.0 out of 5 stars

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: $81.39MSRP: $90.0010% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $86.59. MSRP $170.00. 49% 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: $86.59MSRP: $170.0049% OFF
Rating: 5Rated 5 stars out of 5(1)

Florsheim - Berkley Penny Loafer. Color Burgundy. On sale for $124.99. MSRP $130.00. 4% off. 4.1 out of 5 stars

Burgundy Florsheim Berkley Penny Loafer

Burgundy Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Burgundy
Price: $124.99MSRP: $130.004% OFF
Rating: 4Rated 4 stars out of 5(1323)

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)

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)

Stacy Adams - Tristano Bike Toe Lace-Up. Color Black/Gray/White. On sale for $91.70. MSRP $105.00. 13% off.

Gray Stacy Adams Tristano Bike Toe Lace-Up

Gray Stacy Adams Tristano Bike Toe Lace-Up

+7

Brand Name: Stacy Adams
Product Name: Tristano Bike Toe Lace-Up
Gender: Men's
Color: Black/Gray/White
Price: $91.70MSRP: $105.0013% OFF
Rating

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $172.50. MSRP $230.00. 25% off.

Blue Cole Haan Original Grand 2.0

Blue Cole Haan Original Grand 2.0

+4

Brand Name: Cole Haan
Product Name: Original Grand 2.0
Gender: Men's
Color: Big Dipper Nubuck/Ancient Scroll
Price: $172.50MSRP: $230.0025% OFF
Rating

Marc Joseph New York - BROADWAY. Color Cognac Croco. Low Stock. On sale for $148.50. MSRP $165.00. 10% off.

Low Stock

Burgundy Marc Joseph New York BROADWAY

Burgundy Marc Joseph New York BROADWAY

+6

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Cognac Croco
Price: $148.50MSRP: $165.0010% OFF
Rating

Vans - MTE Ultrarange Neo VR3. Color Reflective Matte Black/Silver Mirror. On sale for $97.50. MSRP $130.00. 25% off.

Black Vans MTE Ultrarange Neo VR3

Black Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Reflective Matte Black/Silver Mirror
Price: $97.50MSRP: $130.0025% OFF
Rating

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 Black. On sale for $118.46. MSRP $158.00. 25% off. 4.0 out of 5 stars

Black Frye Connor Venetian

Black Frye Connor Venetian

+5

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $118.46MSRP: $158.0025% OFF
Rating: 4Rated 4 stars out of 5(1)

Frye - Astor Low Lace Court. Color Bluestone. On sale for $118.50. MSRP $158.00. 25% 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: $118.50MSRP: $158.0025% OFF
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Canal St 2.0. Color Cognac Brushed Napa. Low Stock. On sale for $146.25. MSRP $195.00. 25% off.

Low Stock

Brown Marc Joseph New York Canal St 2.0

Brown 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: Cognac Brushed Napa
Price: $146.25MSRP: $195.0025% OFF
Rating

To Boot New York - Moore. Color Blue. On sale for $183.53. MSRP $399.00. 54% off. 4.3 out of 5 stars

Blue To Boot New York Moore

Blue To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Blue
Price: $183.53MSRP: $399.0054% OFF
Rating: 4Rated 4 stars out of 5(3)

Cole Haan - Grandpro Featherarc Bike Toe Sneakers. Color Ivory/Provincial Blue/Silver Birch. On sale for $109.00. MSRP $150.00. 27% off.

Beige Cole Haan Grandpro Featherarc Bike Toe Sneakers

Beige Cole Haan Grandpro Featherarc Bike Toe Sneakers

+2

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Bike Toe Sneakers
Gender: Men's
Color: Ivory/Provincial Blue/Silver Birch
Price: $109.00MSRP: $150.0027% OFF
Rating

Vans - MTE Crosspath Mid. Color Lilac Grey. On sale for $105.00. MSRP $140.00. 25% 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: $105.00MSRP: $140.0025% OFF
Rating

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. On sale for $79.95. MSRP $100.00. 20% off. 5.0 out of 5 stars

Black Nunn Bush MAC Moccasin Toe Oxford

Black Nunn Bush MAC Moccasin Toe Oxford

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $79.95MSRP: $100.0020% OFF
Rating: 5Rated 5 stars out of 5(4)

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. Low Stock. On sale for $130.00. MSRP $175.00. 26% off.

Low Stock

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: $130.00MSRP: $175.0026% OFF
Rating

Stacy Adams - Madison (Cap Toe). Color Black. Low Stock. On sale for $90.00. MSRP $129.95. 31% 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: $90.00MSRP: $129.9531% OFF
Rating: 5Rated 5 stars out of 5(821)

Tommy Hilfiger - Rosell. Color Medium Brown. On sale for $73.79. MSRP $79.95. 8% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

+2

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $73.79MSRP: $79.958% OFF
Rating

Born - Cambridge. Color Dark Brown (Braken). On sale for $119.99. MSRP $135.00. 11% off.

Brown Born Cambridge

Brown Born Cambridge

+2

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $119.99MSRP: $135.0011% OFF
Rating

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)

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

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

Dan Post - Milwaukee. Color Black. On sale for $174.99. MSRP $199.95. 12% 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: $174.99MSRP: $199.9512% OFF
Rating: 4Rated 4 stars out of 5(13)

Johnston & Murphy Collection - Dudley Plane Toe. Color Tan. Low Stock. On sale for $100.00. MSRP $245.00. 59% off. 4.1 out of 5 stars

Low Stock

Tan Johnston & Murphy Collection Dudley Plane Toe

Tan Johnston & Murphy Collection Dudley Plane Toe

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Plane Toe
Gender: Men's
Color: Tan
Price: $100.00MSRP: $245.0059% OFF
Rating: 4Rated 4 stars out of 5(48)

Tommy Hilfiger - Hines. Color Black. Low Stock. On sale for $74.25. MSRP $99.00. 25% off.

Low Stock

Black Tommy Hilfiger Hines

Black Tommy Hilfiger Hines

Brand Name: Tommy Hilfiger
Product Name: Hines
Gender: Men's
Color: Black
Price: $74.25MSRP: $99.0025% OFF
Rating

Anthony Veer - Filmore Bit Loafer. Color Walnut. Low Stock. On sale for $80.00. MSRP $164.95. 52% 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: $80.00MSRP: $164.9552% OFF
Rating: 4Rated 4 stars out of 5(81)

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