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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Leather Boots

53 items found

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Clarks - Craftwell Mid. Color Black Tumbled Leather. Low Stock. On sale for $44.00. MSRP $110.00. 60% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Black Tumbled Leather
Price: $44MSRP: $110

Dunham - Brisco. Color Black Leather. On sale for $123.55. MSRP $159.95. 23% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $123.55MSRP: $159.95

Kamik - Spencer Mid. Color Black. On sale for $108.79. MSRP $124.98. 13% off. 3.7 out of 5 stars

Kamik Spencer Mid

Kamik Spencer Mid

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black
Price: $108.79MSRP: $124.98

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $150.30. MSRP $208.00. 28% off.

Cole Haan Muir Moc Tall Boots

Cole Haan Muir Moc Tall Boots

Brand Name: Cole Haan
Product Name: Muir Moc Tall Boots
Gender: Men's
Color: Raven Suede/Raven Waterproof
Price: $150.30MSRP: $208

Birkenstock - Highwood Deep Blue. Color Black. On sale for $136.50. MSRP $210.00. 35% off. 3.6 out of 5 stars

Birkenstock Highwood Deep Blue

Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Black
Price: $136.50MSRP: $210

Sperry - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off. 5.0 out of 5 stars

Sperry Newton Boots

Sperry Newton Boots

Brand Name: Sperry
Product Name: Newton Boots
Gender: Men's
Color: Taupe
Price: $148.50MSRP: $165

Kenneth Cole - Frank. Color Black Leather. On sale for $132.14. MSRP $184.95. 29% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $132.14MSRP: $184.95

Steve Madden - Daviston. Color Brown. On sale for $132.78. MSRP $165.00. 20% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Brown
Price: $132.78MSRP: $165

Johnston & Murphy - Dudley Lug Zip Boot. Color Brown Waxed English Suede. Low Stock. On sale for $85.50. MSRP $285.00. 70% off.

Low Stock

Johnston & Murphy Dudley Lug Zip Boot

Johnston & Murphy Dudley Lug Zip Boot

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Zip Boot
Gender: Men's
Color: Brown Waxed English Suede
Price: $85.50MSRP: $285

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

Cole Haan - Newmark Grand Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $153.00. MSRP $170.00. 10% off.

Low Stock

Cole Haan Newmark Grand Chelsea Boots

Cole Haan Newmark Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Newmark Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $153MSRP: $170

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $169.49. MSRP $200.00. 15% off.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $169.49MSRP: $200

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Black. Low Stock. $134.95. 3.4 out of 5 stars

Low Stock

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft Mid Waterproof
Gender: Men's
Color: Black
Price: $134.95

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

Sperry - Mini Lug Chukka. Color Other Brown. On sale for $105.00. MSRP $150.00. 30% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Brown
Price: $105MSRP: $150

Deer Stags - Bangor. Color Black/Black. On sale for $63.00. MSRP $90.00. 30% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $63MSRP: $90

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $49.50. MSRP $90.00. 45% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $49.50MSRP: $90

Deer Stags - Argos. Color Black/Blue. On sale for $50.69. MSRP $100.00. 49% off. 3.7 out of 5 stars

Deer Stags Argos

Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $50.69MSRP: $100

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $152.11. MSRP $164.95. 8% off. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Black Leather
Price: $152.11MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $147.71. MSRP $164.95. 10% off. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $147.71MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $164.95

Merrell - Moab 3 Mid WP. Color Talc. On sale for $126.99. MSRP $170.00. 25% off. 4.4 out of 5 stars

Merrell Moab 3 Mid WP

Merrell Moab 3 Mid WP

Brand Name: Merrell
Product Name: Moab 3 Mid WP
Gender: Men's
Color: Talc
Price: $126.99MSRP: $170

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $130

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $126.99. MSRP $170.00. 25% off. 3.4 out of 5 stars

Merrell Moab Adventure 3 Chelsea Wp

Merrell Moab Adventure 3 Chelsea Wp

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $126.99MSRP: $170

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.04. MSRP $194.95. 31% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $135.04MSRP: $194.95

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $106.63. MSRP $130.00. 18% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Olive Strata/Olive Strata/Silver Pebble
Price: $106.63MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $102.57. MSRP $130.00. 21% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Wonder Beige/Wonder Beige/Charcoal
Price: $102.57MSRP: $130

Eastland 1955 Edition - Hoyt. Color Black. Low Stock. On sale for $125.00. MSRP $250.00. 50% off.

Low Stock

Eastland 1955 Edition Hoyt

Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $125MSRP: $250

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $148.52. MSRP $218.95. 32% off. 3.0 out of 5 stars

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $148.52MSRP: $218.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $142.02. MSRP $159.95. 11% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $142.02MSRP: $159.95

Cole Haan - Morse Grand Chukka Boots. Color Morel Suede/Ivory. Low Stock. On sale for $133.20. MSRP $148.00. 10% off.

Low Stock

Cole Haan Morse Grand Chukka Boots

Cole Haan Morse Grand Chukka Boots

Brand Name: Cole Haan
Product Name: Morse Grand Chukka Boots
Gender: Men's
Color: Morel Suede/Ivory
Price: $133.20MSRP: $148

Propet - Findley. Color Black. Low Stock. On sale for $97.50. MSRP $154.99. 37% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $97.50MSRP: $154.99

Propet - Findley. Color Tan 1. On sale for $97.27. MSRP $154.99. 37% off. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan 1
Price: $97.27MSRP: $154.99

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

Steve Madden - Hatford. Color Black. On sale for $81.93. MSRP $100.00. 18% off.

Steve Madden Hatford

Steve Madden Hatford

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $81.93MSRP: $100

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $93.50MSRP: $125

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

Low Stock

Clarks Steadwell Mid

Clarks Steadwell Mid

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

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $129.56. MSRP $159.95. 19% off. 2.8 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $129.56MSRP: $159.95

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $108.87. MSRP $159.95. 32% off. 2.8 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Taupe Leather
Price: $108.87MSRP: $159.95

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $158.67. MSRP $170.00. 7% off. 4.7 out of 5 stars

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Wheat Full Grain
Price: $158.67MSRP: $170

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.98MSRP: $115

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $98.72. MSRP $115.00. 14% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $98.72MSRP: $115

Deer Stags - Brayden. Color Black. On sale for $70.00. MSRP $100.00. 30% off. 3.3 out of 5 stars

Deer Stags Brayden

Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Black
Price: $70MSRP: $100

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $76.64. MSRP $115.00. 33% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Madison Men's Chukka

Dr. Scholl's Madison Men's Chukka

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Mocha Taupe Textured Nubuck
Price: $76.64MSRP: $115

Deer Stags - Brayden. Color Brown. On sale for $70.00. MSRP $100.00. 30% off. 3.3 out of 5 stars

Deer Stags Brayden

Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $70MSRP: $100

Frye - Tyler Flex Chelsea. Color Black. On sale for $201.00. MSRP $268.00. 25% off. 3.6 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

Frye - Barrett Lace Up. Color Cognac. On sale for $173.60. MSRP $248.00. 30% 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: Cognac
Price: $173.60MSRP: $248

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

Steve Madden - Jotting. Color Black Leather. Low Stock. On sale for $59.99. MSRP $99.99. 40% off.

Low Stock

Steve Madden Jotting

Steve Madden Jotting

Brand Name: Steve Madden
Product Name: Jotting
Gender: Men's
Color: Black Leather
Price: $59.99MSRP: $99.99

Sperry - Stringer. Color Tan. On sale for $117.00. MSRP $130.00. 10% off.

Sperry Stringer

Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $117MSRP: $130

Sperry - Norfolk Boots. Color Brown. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 1.0 out of 5 stars

Low Stock

Sperry Norfolk Boots

Sperry Norfolk Boots

Brand Name: Sperry
Product Name: Norfolk Boots
Gender: Men's
Color: Brown
Price: $90MSRP: $100

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. Low Stock. On sale for $106.98. MSRP $145.00. 26% 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: Cognac
Price: $106.98MSRP: $145

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. Low Stock. On sale for $89.19. MSRP $145.00. 38% 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: $89.19MSRP: $145