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Boots on Sale $50 & Under

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Men's Leather Leather Comfort On Sale Products

234 items found

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Stacy Adams - Scottie Lace-Up. Color Black Patent. Low Stock. On sale for $76.50. MSRP $85.00. 10% off.

Low Stock

Stacy Adams Scottie Lace-Up

Stacy Adams Scottie Lace-Up

Brand Name: Stacy Adams
Product Name: Scottie Lace-Up
Gender: Men's
Color: Black Patent
Price: $76.50MSRP: $85

Johnston & Murphy - Anders Slip-On. Color Black. Low Stock. On sale for $130.50. MSRP $145.00. 10% off.

Low Stock

Johnston & Murphy Anders Slip-On

Johnston & Murphy Anders Slip-On

Brand Name: Johnston & Murphy
Product Name: Anders Slip-On
Gender: Men's
Color: Black
Price: $130.50MSRP: $145

Johnston & Murphy - Anders Slip-On. Color Tan. On sale for $99.99. MSRP $145.00. 31% off.

Johnston & Murphy Anders Slip-On

Johnston & Murphy Anders Slip-On

Brand Name: Johnston & Murphy
Product Name: Anders Slip-On
Gender: Men's
Color: Tan
Price: $99.99MSRP: $145

Dr. Scholl's - Sync Knit Lace Up Oxford. Color Grey Knit. Low Stock. On sale for $59.57. MSRP $100.00. 40% off. 3.3 out of 5 stars

Low Stock

Dr. Scholl's Sync Knit Lace Up Oxford

Dr. Scholl's Sync Knit Lace Up Oxford

Brand Name: Dr. Scholl's
Product Name: Sync Knit Lace Up Oxford
Gender: Men's
Color: Grey Knit
Price: $59.57MSRP: $100

Dr. Scholl's - Sync Knit Lace Up Oxford. Color Navy Knit. Low Stock. On sale for $56.54. MSRP $100.00. 43% off. 3.3 out of 5 stars

Low Stock

Dr. Scholl's Sync Knit Lace Up Oxford

Dr. Scholl's Sync Knit Lace Up Oxford

Brand Name: Dr. Scholl's
Product Name: Sync Knit Lace Up Oxford
Gender: Men's
Color: Navy Knit
Price: $56.54MSRP: $100

Johnston & Murphy - Lewis Cap Toe. Color Black Full Grain Leather. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Black Full Grain Leather
Price: $134.10MSRP: $149

Johnston & Murphy - Lewis Cap Toe. Color Tan Full Grain Leather. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Tan Full Grain Leather
Price: $134.10MSRP: $149

Johnston & Murphy - Lewis Penny. Color Black Full Grain Leather. Low Stock. On sale for $67.05. MSRP $149.00. 55% off. 4.2 out of 5 stars

Low Stock

Johnston & Murphy Lewis Penny

Johnston & Murphy Lewis Penny

Brand Name: Johnston & Murphy
Product Name: Lewis Penny
Gender: Men's
Color: Black Full Grain Leather
Price: $67.05MSRP: $149

ECCO - ST1 Hybrid Brogue Tie. Color Black 1. Low Stock. On sale for $108.00. MSRP $270.00. 60% off. 4.1 out of 5 stars

Low Stock

ECCO ST1 Hybrid Brogue Tie

ECCO ST1 Hybrid Brogue Tie

Brand Name: ECCO
Product Name: ST1 Hybrid Brogue Tie
Gender: Men's
Color: Black 1
Price: $108MSRP: $270

Frye - Connor Oxford. Color Mushroom. Low Stock. On sale for $94.80. MSRP $158.00. 40% off.

Low Stock

Frye Connor Oxford

Frye Connor Oxford

Brand Name: Frye
Product Name: Connor Oxford
Gender: Men's
Color: Mushroom
Price: $94.80MSRP: $158

Frye - Astor Low Lace Court. Color Bluestone. Low Stock. On sale for $142.20. MSRP $158.00. 10% 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: Bluestone
Price: $142.20MSRP: $158

Frye - Connor Venetian. Color Driftwood. On sale for $63.20. MSRP $158.00. 60% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $63.20MSRP: $158

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 - Gibbons Bit. Color Tan Hand/Stained Full Grain. Low Stock. On sale for $109.65. MSRP $129.00. 15% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Gibbons Bit

Johnston & Murphy Gibbons Bit

Brand Name: Johnston & Murphy
Product Name: Gibbons Bit
Gender: Men's
Color: Tan Hand/Stained Full Grain
Price: $109.65MSRP: $129

Johnston & Murphy - Gibbons Wingtip. Color Tan Hand/Stained Full Grain. On sale for $83.85. MSRP $129.00. 35% 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: Tan Hand/Stained Full Grain
Price: $83.85MSRP: $129

Johnston & Murphy - Flynch Cap Toe. Color Tan Italian Calfskin. Low Stock. On sale for $268.20. MSRP $298.00. 10% off. 3.1 out of 5 stars

Low Stock

Johnston & Murphy Flynch Cap Toe

Johnston & Murphy Flynch Cap Toe

Brand Name: Johnston & Murphy
Product Name: Flynch Cap Toe
Gender: Men's
Color: Tan Italian Calfskin
Price: $268.20MSRP: $298

Frye - Connor Venetian. Color Chocolate. Low Stock. On sale for $84.00. MSRP $168.00. 50% off. 4.0 out of 5 stars

Low Stock

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Chocolate
Price: $84MSRP: $168

Peter Millar - Excursionist Leather Boat Shoes. Color Chocolate. Low Stock. On sale for $150.00. MSRP $250.00. 40% off.

Low Stock

Peter Millar Excursionist Leather Boat Shoes

Peter Millar Excursionist Leather Boat Shoes

Brand Name: Peter Millar
Product Name: Excursionist Leather Boat Shoes
Gender: Men's
Color: Chocolate
Price: $150MSRP: $250

Cole Haan - Pinch Weekender Venetians. Color British Tan/Angora. On sale for $117.00. MSRP $130.00. 10% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: British Tan/Angora
Price: $117MSRP: $130

Cole Haan - Pinch Weekender Venetians. Color Dark Chocolate/Angora. On sale for $97.50. MSRP $130.00. 25% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: Dark Chocolate/Angora
Price: $97.50MSRP: $130

Frye - Connor Oxford. Color Black. Low Stock. On sale for $94.80. MSRP $158.00. 40% off.

Low Stock

Frye Connor Oxford

Frye Connor Oxford

Brand Name: Frye
Product Name: Connor Oxford
Gender: Men's
Color: Black
Price: $94.80MSRP: $158

Frye - Connor Venetian. Color Black. On sale for $94.80. MSRP $158.00. 40% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $94.80MSRP: $158

ECCO - S Lite Moc Summer. Color Tarmac. On sale for $113.75. MSRP $174.95. 35% off. 3.9 out of 5 stars

ECCO S Lite Moc Summer

ECCO S Lite Moc Summer

Brand Name: ECCO
Product Name: S Lite Moc Summer
Gender: Men's
Color: Tarmac
Price: $113.75MSRP: $174.95

ECCO - S Lite Moc Summer. Color Ombre. On sale for $113.75. MSRP $174.95. 35% off. 3.9 out of 5 stars

ECCO S Lite Moc Summer

ECCO S Lite Moc Summer

Brand Name: ECCO
Product Name: S Lite Moc Summer
Gender: Men's
Color: Ombre
Price: $113.75MSRP: $174.95

ECCO - Soft 60 Slip-On Sneaker. Color Black. On sale for $122.49. MSRP $175.00. 30% off.

ECCO Soft 60 Slip-On Sneaker

ECCO Soft 60 Slip-On Sneaker

Brand Name: ECCO
Product Name: Soft 60 Slip-On Sneaker
Gender: Men's
Color: Black
Price: $122.49MSRP: $175

ECCO - Soft 7 Easy Slip On Sneaker. Color White/Lion. On sale for $139.98. MSRP $174.95. 20% off. 4.7 out of 5 stars

ECCO Soft 7 Easy Slip On Sneaker

ECCO Soft 7 Easy Slip On Sneaker

Brand Name: ECCO
Product Name: Soft 7 Easy Slip On Sneaker
Gender: Men's
Color: White/Lion
Price: $139.98MSRP: $174.95

ECCO - S Lite Moc Summer. Color Mink. On sale for $107.76. MSRP $174.95. 38% off. 3.9 out of 5 stars

ECCO S Lite Moc Summer

ECCO S Lite Moc Summer

Brand Name: ECCO
Product Name: S Lite Moc Summer
Gender: Men's
Color: Mink
Price: $107.76MSRP: $174.95

PUMA - Scuderia Ferrari Palermo Sneakers. Color Rosso Corsa/Peach Frost. Low Stock. On sale for $67.50. MSRP $90.00. 25% off.

Low Stock

PUMA Scuderia Ferrari Palermo Sneakers

PUMA Scuderia Ferrari Palermo Sneakers

Brand Name: PUMA
Product Name: Scuderia Ferrari Palermo Sneakers
Gender: Men's
Color: Rosso Corsa/Peach Frost
Price: $67.50MSRP: $90

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $102.48. MSRP $130.00. 21% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: China Blue Suede/Ivory
Price: $102.48MSRP: $130

Marc Joseph New York - Clayton RD. Color Black Napa Soft. Low Stock. On sale for $70.00. MSRP $175.00. 60% off.

Low Stock

Marc Joseph New York Clayton RD

Marc Joseph New York Clayton RD

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

Johnston & Murphy - Jared Lace to Toe. Color Gray. Low Stock. On sale for $206.50. MSRP $295.00. 30% off. 2.0 out of 5 stars

Low Stock

Johnston & Murphy Jared Lace to Toe

Johnston & Murphy Jared Lace to Toe

Brand Name: Johnston & Murphy
Product Name: Jared Lace to Toe
Gender: Men's
Color: Gray
Price: $206.50MSRP: $295

Johnston & Murphy - Monaco 2-Eye Boat Shoe. Color Tan Multi Sheepskin. On sale for $82.50. MSRP $149.00. 45% off.

Johnston & Murphy Monaco 2-Eye Boat Shoe

Johnston & Murphy Monaco 2-Eye Boat Shoe

Brand Name: Johnston & Murphy
Product Name: Monaco 2-Eye Boat Shoe
Gender: Men's
Color: Tan Multi Sheepskin
Price: $82.50MSRP: $149

Cole Haan - Grand Crosscourt Runox. Color Black. On sale for $81.65. MSRP $95.00. 14% off.

Cole Haan Grand Crosscourt Runox

Cole Haan Grand Crosscourt Runox

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox
Gender: Men's
Color: Black
Price: $81.65MSRP: $95

Cole Haan - Flexgrand360 Wingtip Oxford. Color British Tan/Ivory. On sale for $115.00. MSRP $130.00. 12% off. 5.0 out of 5 stars

Cole Haan Flexgrand360 Wingtip Oxford

Cole Haan Flexgrand360 Wingtip Oxford

Brand Name: Cole Haan
Product Name: Flexgrand360 Wingtip Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $115MSRP: $130

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