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Boots on Sale $50 & Under

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Size 9.5 Leather Shoes On Sale

49 items found

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Marc Joseph New York - Fulton Street. Color Cognac Grainy. On sale for $48.75. MSRP $195.00. 75% off.

Marc Joseph New York Fulton Street

Marc Joseph New York Fulton Street

Brand Name: Marc Joseph New York
Product Name: Fulton Street
Gender: Men's
Color: Cognac Grainy
Price: $48.75MSRP: $195

Stacy Adams - Rellaire Moc Toe Bit Slip-On. Color Black. On sale for $60.00. MSRP $120.00. 50% off. 5.0 out of 5 stars

Stacy Adams Rellaire Moc Toe Bit Slip-On

Stacy Adams Rellaire Moc Toe Bit Slip-On

Brand Name: Stacy Adams
Product Name: Rellaire Moc Toe Bit Slip-On
Gender: Men's
Color: Black
Price: $60MSRP: $120

Steve Madden - Cace Moc Toe Oxford. Color Taupe. Low Stock. On sale for $37.50. MSRP $125.00. 70% off. 2.0 out of 5 stars

Low Stock

Steve Madden Cace Moc Toe Oxford

Steve Madden Cace Moc Toe Oxford

Brand Name: Steve Madden
Product Name: Cace Moc Toe Oxford
Gender: Men's
Color: Taupe
Price: $37.50MSRP: $125

Josef Seibel - Finley 01. Color Black/Kombi Oiled Full Grain/Kombi. Low Stock. On sale for $60.00. MSRP $150.00. 60% off. 1.5 out of 5 stars

Low Stock

Josef Seibel Finley 01

Josef Seibel Finley 01

Brand Name: Josef Seibel
Product Name: Finley 01
Gender: Men's
Color: Black/Kombi Oiled Full Grain/Kombi
Price: $60MSRP: $150

Rockport - Nash. Color Black Leather. On sale for $59.99. MSRP $119.95. 50% off. 5.0 out of 5 stars

Rockport Nash

Rockport Nash

Brand Name: Rockport
Product Name: Nash
Gender: Men's
Color: Black Leather
Price: $59.99MSRP: $119.95

SKECHERS - Skechers Viper Court Rally. Color White/Navy/Red. On sale for $66.28. MSRP $80.00. 17% off. 4.0 out of 5 stars

SKECHERS Skechers Viper Court Rally

SKECHERS Skechers Viper Court Rally

Brand Name: SKECHERS
Product Name: Skechers Viper Court Rally
Gender: Men's
Color: White/Navy/Red
Price: $66.28MSRP: $80

Marc Joseph New York - Cooper St. Color Oilve Suede. On sale for $58.50. MSRP $195.00. 70% off. 2.0 out of 5 stars

Marc Joseph New York Cooper St

Marc Joseph New York Cooper St

Brand Name: Marc Joseph New York
Product Name: Cooper St
Gender: Men's
Color: Oilve Suede
Price: $58.50MSRP: $195

Johnston & Murphy - Gibbons Wingtip. Color Black Full Grain. On sale for $90.30. MSRP $129.00. 30% off. 3.8 out of 5 stars

Johnston & Murphy Gibbons Wingtip

Johnston & Murphy Gibbons Wingtip

Brand Name: Johnston & Murphy
Product Name: Gibbons Wingtip
Gender: Men's
Color: Black Full Grain
Price: $90.30MSRP: $129

Clarks - Radcliff Low. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Clarks - Radcliff Low. Color Tan Leather. On sale for $69.97. MSRP $110.00. 36% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Tan Leather
Price: $69.97MSRP: $110

Marc Joseph New York - Howard Street. Color Black Napa. On sale for $70.00. MSRP $175.00. 60% off.

Marc Joseph New York Howard Street

Marc Joseph New York Howard Street

Brand Name: Marc Joseph New York
Product Name: Howard Street
Gender: Men's
Color: Black Napa
Price: $70MSRP: $175

Marc Joseph New York - Valley Road 2.0. Color Navy Napa. On sale for $78.00. MSRP $195.00. 60% off. 4.1 out of 5 stars

Marc Joseph New York Valley Road 2.0

Marc Joseph New York Valley Road 2.0

Brand Name: Marc Joseph New York
Product Name: Valley Road 2.0
Gender: Men's
Color: Navy Napa
Price: $78MSRP: $195

Stacy Adams - Barringer Lace-Up. Color Teal. Low Stock. On sale for $81.00. MSRP $155.00. 48% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Barringer Lace-Up

Stacy Adams Barringer Lace-Up

Brand Name: Stacy Adams
Product Name: Barringer Lace-Up
Gender: Men's
Color: Teal
Price: $81MSRP: $155

Marc Joseph New York - Boone Ave. Color Cognac Nobuck. Low Stock. On sale for $46.50. MSRP $155.00. 70% off. 4.0 out of 5 stars

Low Stock

Marc Joseph New York Boone Ave

Marc Joseph New York Boone Ave

Brand Name: Marc Joseph New York
Product Name: Boone Ave
Gender: Men's
Color: Cognac Nobuck
Price: $46.50MSRP: $155

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. Low Stock. On sale for $90.88. MSRP $145.00. 37% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Maury Cap Toe Chelsea Boot

Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Chocolate
Price: $90.88MSRP: $145

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Black/Nimbus/Cloud Ivory. On sale for $99.97. MSRP $130.00. 23% off. 3.0 out of 5 stars

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Plain Toe Oxfords
Gender: Men's
Color: Black/Nimbus/Cloud Ivory
Price: $99.97MSRP: $130

KEEN - Daytona II Slide. Color Bison/Black. On sale for $99.35. MSRP $115.00. 14% off. 3.1 out of 5 stars

KEEN Daytona II Slide

KEEN Daytona II Slide

Brand Name: KEEN
Product Name: Daytona II Slide
Gender: Men's
Color: Bison/Black
Price: $99.35MSRP: $115

Cole Haan - Grand Crosscourt Runox. Color British Tan. On sale for $79.98. MSRP $120.00. 33% off.

Cole Haan Grand Crosscourt Runox

Cole Haan Grand Crosscourt Runox

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox
Gender: Men's
Color: British Tan
Price: $79.98MSRP: $120

Johnston & Murphy - Hawkins Venetian. Color Black Glove Leather. Low Stock. On sale for $78.00. MSRP $165.00. 53% off. 1.5 out of 5 stars

Low Stock

Johnston & Murphy Hawkins Venetian

Johnston & Murphy Hawkins Venetian

Brand Name: Johnston & Murphy
Product Name: Hawkins Venetian
Gender: Men's
Color: Black Glove Leather
Price: $78MSRP: $165

Johnston & Murphy - Upton Plain Toe. Color Mahogany Full Grain. On sale for $99.99. MSRP $169.00. 41% off. 4.4 out of 5 stars

Johnston & Murphy Upton Plain Toe

Johnston & Murphy Upton Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Mahogany Full Grain
Price: $99.99MSRP: $169

Cole Haan - Grand Crosscourt Premier. Color White/Black/Birch. On sale for $99.63. MSRP $120.00. 17% off. 4.1 out of 5 stars

Cole Haan Grand Crosscourt Premier

Cole Haan Grand Crosscourt Premier

Brand Name: Cole Haan
Product Name: Grand Crosscourt Premier
Gender: Men's
Color: White/Black/Birch
Price: $99.63MSRP: $120

Born - Beck Slip-On. Color Navy. Low Stock. On sale for $100.00. MSRP $125.00. 20% off. 5.0 out of 5 stars

Low Stock

Born Beck Slip-On

Born Beck Slip-On

Brand Name: Born
Product Name: Beck Slip-On
Gender: Men's
Color: Navy
Price: $100MSRP: $125

Johnston & Murphy - Upton Plain Toe. Color Navy Nubuck. Low Stock. On sale for $92.95. MSRP $169.00. 45% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Upton Plain Toe

Johnston & Murphy Upton Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Navy Nubuck
Price: $92.95MSRP: $169

ECCO - Byway Slip-On Sneakers. Color Coffee. On sale for $97.96. MSRP $139.95. 30% off. 3.0 out of 5 stars

ECCO Byway Slip-On Sneakers

ECCO Byway Slip-On Sneakers

Brand Name: ECCO
Product Name: Byway Slip-On Sneakers
Gender: Men's
Color: Coffee
Price: $97.96MSRP: $139.95

Marc Joseph New York - Mulberry Ave. Color Havana Suede. On sale for $70.00. MSRP $175.00. 60% off.

Marc Joseph New York Mulberry Ave

Marc Joseph New York Mulberry Ave

Brand Name: Marc Joseph New York
Product Name: Mulberry Ave
Gender: Men's
Color: Havana Suede
Price: $70MSRP: $175

Cole Haan - Og Energyweave Wingtip Oxfords. Color Golden Toffee Nubuck/China Blue/Ivory. Low Stock. On sale for $85.00. MSRP $170.00. 50% off.

Low Stock

Cole Haan Og Energyweave Wingtip Oxfords

Cole Haan Og Energyweave Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Og Energyweave Wingtip Oxfords
Gender: Men's
Color: Golden Toffee Nubuck/China Blue/Ivory
Price: $85MSRP: $170

adidas - S2G Mid Spikeless Golf Shoes. Color Off White/Collegiate Green/Alumina. On sale for $95.91. MSRP $130.00. 26% off. 4.5 out of 5 stars

adidas S2G Mid Spikeless Golf Shoes

adidas S2G Mid Spikeless Golf Shoes

Brand Name: adidas
Product Name: S2G Mid Spikeless Golf Shoes
Gender: Unisex
Color: Off White/Collegiate Green/Alumina
Price: $95.91MSRP: $130

Cole Haan - Grand Crosscourt Stitchlite Runox Sneakers. Color Black/British Tan/Ivory. On sale for $77.01. MSRP $110.00. 30% off. 2.7 out of 5 stars

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Stitchlite Runox Sneakers
Gender: Men's
Color: Black/British Tan/Ivory
Price: $77.01MSRP: $110

Marc Joseph New York - Princeton Street (Hands Free Technology). Color Navy Leather. On sale for $38.98. MSRP $129.95. 70% off. 4.2 out of 5 stars

Marc Joseph New York Princeton Street (Hands Free Technology)

Marc Joseph New York Princeton Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Princeton Street (Hands Free Technology)
Gender: Men's
Color: Navy Leather
Price: $38.98MSRP: $129.95

Frye - Connor Venetian. Color Driftwood. Low Stock. On sale for $47.40. MSRP $158.00. 70% off. 3.5 out of 5 stars

Low Stock

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $47.40MSRP: $158

Frye - Astor Low Lace Court. Color Fog. Low Stock. On sale for $86.90. MSRP $158.00. 45% off. 5.0 out of 5 stars

Low Stock

Frye Astor Low Lace Court

Frye Astor Low Lace Court

Brand Name: Frye
Product Name: Astor Low Lace Court
Gender: Men's
Color: Fog
Price: $86.90MSRP: $158

Vans - U MTE Crosspath Mid. Color 2Gether As Ourselves Multi. Low Stock. On sale for $70.00. MSRP $140.00. 50% off. 4.2 out of 5 stars

Low Stock

Vans U MTE Crosspath Mid

Vans U MTE Crosspath Mid

Brand Name: Vans
Product Name: U MTE Crosspath Mid
Gender: Unisex
Color: 2Gether As Ourselves Multi
Price: $70MSRP: $140

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Chocolate Raisin/Claret/Ivory. On sale for $89.97. MSRP $160.00. 44% off. 3.8 out of 5 stars

Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Stitchlite Wing Oxford
Gender: Men's
Color: Chocolate Raisin/Claret/Ivory
Price: $89.97MSRP: $160

SKECHERS - Go Run Consistent 2.0 - 100% Waterproof High Top. Color Black/Black. Low Stock. On sale for $70.00. MSRP $100.00. 30% off. 4.6 out of 5 stars

Low Stock

SKECHERS Go Run Consistent 2.0 - 100% Waterproof High Top

SKECHERS Go Run Consistent 2.0 - 100% Waterproof High Top

Brand Name: SKECHERS
Product Name: Go Run Consistent 2.0 - 100% Waterproof High Top
Gender: Men's
Color: Black/Black
Price: $70MSRP: $100

adidas - SW 5540 Spikeless Golf Shoes. Color Footwear White/Pure Ruby/Collegiate Navy. On sale for $96.00. MSRP $130.00. 26% off.

adidas SW 5540 Spikeless Golf Shoes

adidas SW 5540 Spikeless Golf Shoes

Brand Name: adidas
Product Name: SW 5540 Spikeless Golf Shoes
Gender: Men's
Color: Footwear White/Pure Ruby/Collegiate Navy
Price: $96MSRP: $130

ECCO - Street Lite Vintage Sneaker. Color White/Gravel/Cashmere. Low Stock. On sale for $93.60. MSRP $149.95. 38% off.

Low Stock

ECCO Street Lite Vintage Sneaker

ECCO Street Lite Vintage Sneaker

Brand Name: ECCO
Product Name: Street Lite Vintage Sneaker
Gender: Men's
Color: White/Gravel/Cashmere
Price: $93.60MSRP: $149.95

Marc Joseph New York - Union Street 2. Color Olive Suede. Low Stock. On sale for $77.50. MSRP $155.00. 50% off. 4.8 out of 5 stars

Low Stock

Marc Joseph New York Union Street 2

Marc Joseph New York Union Street 2

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Olive Suede
Price: $77.50MSRP: $155

Marc Joseph New York - Howard Street. Color Tan Brushed Napa. On sale for $70.00. MSRP $175.00. 60% off.

Marc Joseph New York Howard Street

Marc Joseph New York Howard Street

Brand Name: Marc Joseph New York
Product Name: Howard Street
Gender: Men's
Color: Tan Brushed Napa
Price: $70MSRP: $175

Steve Madden - Jotting. Color Black Leather. Low Stock. On sale for $44.99. MSRP $99.99. 55% off.

Low Stock

Steve Madden Jotting

Steve Madden Jotting

Brand Name: Steve Madden
Product Name: Jotting
Gender: Men's
Color: Black Leather
Price: $44.99MSRP: $99.99

Marc Joseph New York - Park Avenue. Color Saddle Burnished Napa. On sale for $97.50. MSRP $195.00. 50% off. 3.0 out of 5 stars

Marc Joseph New York Park Avenue

Marc Joseph New York Park Avenue

Brand Name: Marc Joseph New York
Product Name: Park Avenue
Gender: Men's
Color: Saddle Burnished Napa
Price: $97.50MSRP: $195

Birkenstock - Mogami Terra. Color Elemental Blue. On sale for $68.21. MSRP $104.95. 35% off. 3.5 out of 5 stars

Birkenstock Mogami Terra

Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Gender: Unisex
Color: Elemental Blue
Price: $68.21MSRP: $104.95

Dansko - Trent. Color Denim. Low Stock. On sale for $96.22. MSRP $174.95. 45% off.

Low Stock

Dansko Trent

Dansko Trent

Brand Name: Dansko
Product Name: Trent
Gender: Men's
Color: Denim
Price: $96.22MSRP: $174.95

PIKOLINOS - San Juan M6L. Color Dark Grey. Low Stock. On sale for $97.50. MSRP $195.00. 50% off.

Low Stock

PIKOLINOS San Juan M6L

PIKOLINOS San Juan M6L

Brand Name: PIKOLINOS
Product Name: San Juan M6L
Gender: Men's
Color: Dark Grey
Price: $97.50MSRP: $195

PIKOLINOS - Nijar M0B. Color Black. On sale for $95.00. MSRP $190.00. 50% off. 5.0 out of 5 stars

PIKOLINOS Nijar M0B

PIKOLINOS Nijar M0B

Brand Name: PIKOLINOS
Product Name: Nijar M0B
Gender: Men's
Color: Black
Price: $95MSRP: $190

adidas - S2G 24 Leather Spikeless Golf Shoes. Color Grey Three/Footwear White. On sale for $75.27. MSRP $110.00. 32% off. 4.8 out of 5 stars

adidas S2G 24 Leather Spikeless Golf Shoes

adidas S2G 24 Leather Spikeless Golf Shoes

Brand Name: adidas
Product Name: S2G 24 Leather Spikeless Golf Shoes
Gender: Men's
Color: Grey Three/Footwear White
Price: $75.27MSRP: $110

adidas - S2G 24 Leather Spikeless Golf Shoes. Color Coreblack/Greyfour/Ironmet. On sale for $79.46. MSRP $110.00. 28% off. 4.8 out of 5 stars

adidas S2G 24 Leather Spikeless Golf Shoes

adidas S2G 24 Leather Spikeless Golf Shoes

Brand Name: adidas
Product Name: S2G 24 Leather Spikeless Golf Shoes
Gender: Men's
Color: Coreblack/Greyfour/Ironmet
Price: $79.46MSRP: $110

adidas - S2G 24 Leather Spikeless Golf Shoes. Color Footwear White/Collegiate Navy/Lucid Red. On sale for $78.23. MSRP $110.00. 29% off. 4.8 out of 5 stars

adidas S2G 24 Leather Spikeless Golf Shoes

adidas S2G 24 Leather Spikeless Golf Shoes

Brand Name: adidas
Product Name: S2G 24 Leather Spikeless Golf Shoes
Gender: Men's
Color: Footwear White/Collegiate Navy/Lucid Red
Price: $78.23MSRP: $110

Marc Joseph New York - Boone Ave. Color Navy Nobuck. On sale for $46.50. MSRP $155.00. 70% off. 4.0 out of 5 stars

Marc Joseph New York Boone Ave

Marc Joseph New York Boone Ave

Brand Name: Marc Joseph New York
Product Name: Boone Ave
Gender: Men's
Color: Navy Nobuck
Price: $46.50MSRP: $155

Five Ten - Sleuth. Color Grey Five/Grey Three/Bronze Strata. Low Stock. On sale for $45.00. MSRP $90.00. 50% off. 4.6 out of 5 stars

Low Stock

Five Ten Sleuth

Five Ten Sleuth

Brand Name: Five Ten
Product Name: Sleuth
Gender: Men's
Color: Grey Five/Grey Three/Bronze Strata
Price: $45MSRP: $90