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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Round Toe On Sale Products

32 items found

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Red Wing Heritage - Iron Ranger Traction Tred. Color Oro Legacy. On sale for $244.99. MSRP $349.99. 30% off.

Red Wing Heritage Iron Ranger Traction Tred

Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Oro Legacy
Price: $244.99MSRP: $349.99

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

Magnanni - Phoenix. Color Cognac Suede. On sale for $279.00. MSRP $465.00. 40% off. 5.0 out of 5 stars

Magnanni Phoenix

Magnanni Phoenix

Brand Name: Magnanni
Product Name: Phoenix
Gender: Men's
Color: Cognac Suede
Price: $279MSRP: $465

TYR - L2 Lifter. Color El Matador. On sale for $202.50. MSRP $225.00. 10% off.

TYR L2 Lifter

TYR L2 Lifter

Brand Name: TYR
Product Name: L2 Lifter
Gender: Unisex
Color: El Matador
Price: $202.50MSRP: $225

TYR - L2 Lifter. Color Camo. On sale for $202.50. MSRP $225.00. 10% off.

TYR L2 Lifter

TYR L2 Lifter

Brand Name: TYR
Product Name: L2 Lifter
Gender: Unisex
Color: Camo
Price: $202.50MSRP: $225

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

Magnanni - Costa Slip Perf. Color Cognac. Low Stock. On sale for $405.00. MSRP $450.00. 10% off.

Low Stock

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: Cognac
Price: $405MSRP: $450

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $367.50. MSRP $525.00. 30% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $367.50MSRP: $525

Magnanni - Costa Slip Perf. Color White. Low Stock. On sale for $337.50. MSRP $450.00. 25% off.

Low Stock

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: White
Price: $337.50MSRP: $450

Vans - U Mte™ Snow-kicker Gore-tex®. Color Bay Leaf. On sale for $210.00. MSRP $300.00. 30% 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: Bay Leaf
Price: $210MSRP: $300

Magnanni - Phoenix. Color Grey/Brown. Low Stock. On sale for $325.50. MSRP $465.00. 30% off. 5.0 out of 5 stars

Low Stock

Magnanni Phoenix

Magnanni Phoenix

Brand Name: Magnanni
Product Name: Phoenix
Gender: Men's
Color: Grey/Brown
Price: $325.50MSRP: $465

Martin Dingman - Countryaire Penny. Color Whiskey. On sale for $247.50. MSRP $275.00. 10% off.

Martin Dingman Countryaire Penny

Martin Dingman Countryaire Penny

Brand Name: Martin Dingman
Product Name: Countryaire Penny
Gender: Men's
Color: Whiskey
Price: $247.50MSRP: $275

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

Cole Haan - Roundhill Grand Chelsea Boots. Color Woodbury/Water Resistant. Low Stock. On sale for $234.00. MSRP $260.00. 10% 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: Woodbury/Water Resistant
Price: $234MSRP: $260

Cole Haan - Roundhill Grand Chelsea Boots. Color Black/Black Waterproof. On sale for $234.00. MSRP $260.00. 10% off. 5.0 out of 5 stars

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: $234MSRP: $260

Magnanni - Phoenix Slip. Color Bone Suede. Low Stock. On sale for $318.75. MSRP $425.00. 25% off.

Low Stock

Magnanni Phoenix Slip

Magnanni Phoenix Slip

Brand Name: Magnanni
Product Name: Phoenix Slip
Gender: Men's
Color: Bone Suede
Price: $318.75MSRP: $425

Johnston & Murphy - Jenson Longwing. Color Black. On sale for $236.00. MSRP $295.00. 20% off. 4.1 out of 5 stars

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Black
Price: $236MSRP: $295

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $247.50. MSRP $275.00. 10% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $247.50MSRP: $275

Bruno Magli - Dezi. Color White 1. Low Stock. On sale for $208.60. MSRP $298.00. 30% off. 2.0 out of 5 stars

Low Stock

Bruno Magli Dezi

Bruno Magli Dezi

Brand Name: Bruno Magli
Product Name: Dezi
Gender: Men's
Color: White 1
Price: $208.60MSRP: $298

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

Peter Millar - Excursionist Penny Loafers. Color Pebble. Low Stock. On sale for $225.00. MSRP $250.00. 10% off.

Low Stock

Peter Millar Excursionist Penny Loafers

Peter Millar Excursionist Penny Loafers

Brand Name: Peter Millar
Product Name: Excursionist Penny Loafers
Gender: Men's
Color: Pebble
Price: $225MSRP: $250

Polo Ralph Lauren - Alpine Leather Trail Boots. Color Deep Saddle Tan. Low Stock. On sale for $203.40. MSRP $228.00. 11% off.

Low Stock

Polo Ralph Lauren Alpine Leather Trail Boots

Polo Ralph Lauren Alpine Leather Trail Boots

Brand Name: Polo Ralph Lauren
Product Name: Alpine Leather Trail Boots
Gender: Men's
Color: Deep Saddle Tan
Price: $203.40MSRP: $228

Red Wing Heritage - Iron Ranger Traction Tred. Color Amber Harness. Low Stock. On sale for $244.99. MSRP $349.99. 30% off.

Low Stock

Red Wing Heritage Iron Ranger Traction Tred

Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Amber Harness
Price: $244.99MSRP: $349.99

Magnanni - Borazo. Color Taupe/Grey. Low Stock. On sale for $374.25. MSRP $499.00. 25% off.

Low Stock

Magnanni Borazo

Magnanni Borazo

Brand Name: Magnanni
Product Name: Borazo
Gender: Men's
Color: Taupe/Grey
Price: $374.25MSRP: $499

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

TYR - Tyrforce-1 Elite Carbon Lifter. Color White/Gum. Low Stock. On sale for $315.00. MSRP $350.00. 10% off. 4.0 out of 5 stars

Low Stock

TYR Tyrforce-1 Elite Carbon Lifter

TYR Tyrforce-1 Elite Carbon Lifter

Brand Name: TYR
Product Name: Tyrforce-1 Elite Carbon Lifter
Gender: Men's
Color: White/Gum
Price: $315MSRP: $350

Bruno Magli - Arlo. Color Black Tumbled. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $276.50MSRP: $395

Magnanni - Malta. Color Cognac. Low Stock. On sale for $299.99. MSRP $465.00. 35% off.

Low Stock

Magnanni Malta

Magnanni Malta

Brand Name: Magnanni
Product Name: Malta
Gender: Men's
Color: Cognac
Price: $299.99MSRP: $465

Magnanni - Blas II. Color Tabaco. Low Stock. On sale for $472.50. MSRP $525.00. 10% off.

Low Stock

Magnanni Blas II

Magnanni Blas II

Brand Name: Magnanni
Product Name: Blas II
Gender: Men's
Color: Tabaco
Price: $472.50MSRP: $525

Johnston & Murphy - Bolivar Venetian. Color Snuff. On sale for $206.25. MSRP $275.00. 25% off. 4.6 out of 5 stars

Johnston & Murphy Bolivar Venetian

Johnston & Murphy Bolivar Venetian

Brand Name: Johnston & Murphy
Product Name: Bolivar Venetian
Gender: Men's
Color: Snuff
Price: $206.25MSRP: $275

Mephisto - Gerome. Color Light Grey. On sale for $350.10. MSRP $389.00. 10% off.

Mephisto Gerome

Mephisto Gerome

Brand Name: Mephisto
Product Name: Gerome
Gender: Men's
Color: Light Grey
Price: $350.10MSRP: $389

Bruno Magli - Maioco Penny. Color Brown. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Bruno Magli Maioco Penny

Bruno Magli Maioco Penny

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Brown
Price: $276.50MSRP: $395