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Boots on Sale $50 & Under

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Size 10.5 Ankle Comfort Shoes

53 items found

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Rockport - Seamus. Color Dark Brown Suede. On sale for $114.99. MSRP $149.95. 23% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $114.99MSRP: $149.95

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. On sale for $90.00. MSRP $100.00. 10% off. 2.3 out of 5 stars

Columbia Landroamer Scout Nubuck

Columbia Landroamer Scout Nubuck

Brand Name: Columbia
Product Name: Landroamer Scout Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $90MSRP: $100

Tommy Hilfiger - Rosell. Color Black. On sale for $50.78. MSRP $79.95. 36% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $50.78MSRP: $79.95

Timberland PRO - Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots. Color Grey/Blue. On sale for $99.98. MSRP $125.00. 20% off. 3.7 out of 5 stars

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Brand Name: Timberland PRO
Product Name: Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots
Gender: Men's
Color: Grey/Blue
Price: $99.98MSRP: $125

Kenneth Cole - Frank. Color Black Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $111MSRP: $184.95

Sperry - Clifton Boots. Color Black. On sale for $88.00. MSRP $110.00. 20% off.

Sperry Clifton Boots

Sperry Clifton Boots

Brand Name: Sperry
Product Name: Clifton Boots
Gender: Men's
Color: Black
Price: $88MSRP: $110

Sperry - Clifton Boots. Color Olive. On sale for $88.00. MSRP $110.00. 20% off.

Sperry Clifton Boots

Sperry Clifton Boots

Brand Name: Sperry
Product Name: Clifton Boots
Gender: Men's
Color: Olive
Price: $88MSRP: $110

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $119.10. MSRP $149.95. 21% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $119.10MSRP: $149.95

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $106.49. 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: Wonder Beige/Wonder Beige/Charcoal
Price: $106.49MSRP: $130

Columbia - Newton Wander Leather. Color City Grey/Mountain Red. On sale for $90.00. MSRP $100.00. 10% off. 5.0 out of 5 stars

Columbia Newton Wander Leather

Columbia Newton Wander Leather

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: City Grey/Mountain Red
Price: $90MSRP: $100

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $75.00. MSRP $125.00. 40% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Dark Brown 2
Price: $75MSRP: $125

Propet - Traverse. Color Grey/Black. On sale for $69.97. MSRP $129.99. 46% off. 3.3 out of 5 stars

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Grey/Black
Price: $69.97MSRP: $129.99

MOON BOOT - Icon Low Nylon. Color Bougainvillea. Low Stock. On sale for $107.25. MSRP $195.00. 45% off. 5.0 out of 5 stars

Low Stock

MOON BOOT Icon Low Nylon

MOON BOOT Icon Low Nylon

Brand Name: MOON BOOT
Product Name: Icon Low Nylon
Gender: Unisex
Color: Bougainvillea
Price: $107.25MSRP: $195

Merrell - Speed Eco Mid Wp. Color Charcoal. On sale for $134.91. MSRP $140.00. 4% off. 5.0 out of 5 stars

Merrell Speed Eco Mid Wp

Merrell Speed Eco Mid Wp

Brand Name: Merrell
Product Name: Speed Eco Mid Wp
Gender: Men's
Color: Charcoal
Price: $134.91MSRP: $140

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $84.00. MSRP $139.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $84MSRP: $139.95

Eastland 1955 Edition - Hoyt. Color Black. On sale for $187.50. MSRP $250.00. 25% off.

Eastland 1955 Edition Hoyt

Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $187.50MSRP: $250

Eastland 1955 Edition - Finn. Color Tan. Low Stock. On sale for $72.00. MSRP $90.00. 20% off.

Low Stock

Eastland 1955 Edition Finn

Eastland 1955 Edition Finn

Brand Name: Eastland 1955 Edition
Product Name: Finn
Gender: Men's
Color: Tan
Price: $72MSRP: $90

Kenneth Cole - Hulard. Color Medium Brown. On sale for $86.36. MSRP $128.95. 33% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Medium Brown
Price: $86.36MSRP: $128.95

Bruno Magli - Raging Boots. Color Black. On sale for $405.00. MSRP $450.00. 10% off. 4.0 out of 5 stars

Bruno Magli Raging Boots

Bruno Magli Raging Boots

Brand Name: Bruno Magli
Product Name: Raging Boots
Gender: Men's
Color: Black
Price: $405MSRP: $450

ECCO - Grainer Chukka Boot. Color Camel. On sale for $146.01. MSRP $190.00. 23% off. 2.5 out of 5 stars

ECCO Grainer Chukka Boot

ECCO Grainer Chukka Boot

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $146.01MSRP: $190

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. On sale for $138.60. MSRP $198.00. 30% off.

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $138.60MSRP: $198

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $115.08. MSRP $130.00. 11% 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: $115.08MSRP: $130

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $118.38. MSRP $120.00. 1% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $118.38MSRP: $120

TOMS - Travel Lite Forrest. Color Tan. 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: Tan
Price: $78MSRP: $130

TOMS - Travel Lite Forrest. Color Brown. On sale for $97.50. MSRP $130.00. 25% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $97.50MSRP: $130

Clarks - Relaxlite Moc. Color Black Suede. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Black Suede
Price: $99MSRP: $110

Columbia - Landroamer Explorer Waterproof. Color Espresso II/Warp Red. On sale for $86.55. MSRP $120.00. 28% off. 3.8 out of 5 stars

Columbia Landroamer Explorer Waterproof

Columbia Landroamer Explorer Waterproof

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Espresso II/Warp Red
Price: $86.55MSRP: $120

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. On sale for $175.55. MSRP $190.00. 8% off. 4.6 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: Rust Full Grain
Price: $175.55MSRP: $190

Stacy Adams - Bradley Chelsea Boot. Color Tan. On sale for $131.51. MSRP $160.00. 18% off. 5.0 out of 5 stars

Stacy Adams Bradley Chelsea Boot

Stacy Adams Bradley Chelsea Boot

Brand Name: Stacy Adams
Product Name: Bradley Chelsea Boot
Gender: Men's
Color: Tan
Price: $131.51MSRP: $160

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $159.53. MSRP $164.95. 3% 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: $159.53MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $162.46. MSRP $164.95. 2% 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: $162.46MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $141.87. MSRP $164.95. 14% 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 Taupe Leather
Price: $141.87MSRP: $164.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $137.80. MSRP $159.95. 14% 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: $137.80MSRP: $159.95

Propet - Cortland. Color Black/Grey. On sale for $119.96. MSRP $149.95. 20% off. 4.3 out of 5 stars

Propet Cortland

Propet Cortland

Brand Name: Propet
Product Name: Cortland
Gender: Men's
Color: Black/Grey
Price: $119.96MSRP: $149.95

Propet - Cortland. Color Brown/Olive. On sale for $92.80. MSRP $149.95. 38% off. 4.3 out of 5 stars

Propet Cortland

Propet Cortland

Brand Name: Propet
Product Name: Cortland
Gender: Men's
Color: Brown/Olive
Price: $92.80MSRP: $149.95

TOMS - Palomar. Color Tan Water Resistant Leather. Low Stock. On sale for $161.95. MSRP $179.95. 10% off.

Low Stock

TOMS Palomar

TOMS Palomar

Brand Name: TOMS
Product Name: Palomar
Gender: Men's
Color: Tan Water Resistant Leather
Price: $161.95MSRP: $179.95

Propet - Cliff Walker. Color Wheat. On sale for $112.49. MSRP $149.99. 25% off. 3.9 out of 5 stars

Propet Cliff Walker

Propet Cliff Walker

Brand Name: Propet
Product Name: Cliff Walker
Gender: Men's
Color: Wheat
Price: $112.49MSRP: $149.99

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $111MSRP: $184.95

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $102.15. MSRP $115.00. 11% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $102.15MSRP: $115

Johnston & Murphy - Dudley Lug Wingtip Boots. Color Tan Multi Calfskin. Low Stock. On sale for $199.99. MSRP $328.00. 39% off. 3.0 out of 5 stars

Low Stock

Johnston & Murphy Dudley Lug Wingtip Boots

Johnston & Murphy Dudley Lug Wingtip Boots

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Wingtip Boots
Gender: Men's
Color: Tan Multi Calfskin
Price: $199.99MSRP: $328

Propet - Ridge Walker. Color Grey/Blue. Low Stock. On sale for $91.96. MSRP $129.99. 29% off. 3.9 out of 5 stars

Low Stock

Propet Ridge Walker

Propet Ridge Walker

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Grey/Blue
Price: $91.96MSRP: $129.99

Propet - Veymont. Color Grey/Blue. On sale for $135.96. MSRP $169.95. 20% off. 3.4 out of 5 stars

Propet Veymont

Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Grey/Blue
Price: $135.96MSRP: $169.95

Sperry - Mini Lug Chukka. Color Other Beige. On sale for $120.00. MSRP $150.00. 20% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Beige
Price: $120MSRP: $150

Propet - Veymont. Color Gunsmoke. Low Stock. On sale for $119.96. MSRP $169.95. 29% off. 3.4 out of 5 stars

Low Stock

Propet Veymont

Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Gunsmoke
Price: $119.96MSRP: $169.95

Clarks - Shepton. Color Sand Suede. On sale for $71.50. MSRP $110.00. 35% off. 1.8 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $71.50MSRP: $110

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. On sale for $207.00. MSRP $230.00. 10% off.

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $207MSRP: $230

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. On sale for $207.00. MSRP $230.00. 10% off.

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Woodbury/Dark Natural/Silver Birch
Price: $207MSRP: $230

Steve Madden - Merrnie. Color Tan. On sale for $71.99. MSRP $79.99. 10% off.

Steve Madden Merrnie

Steve Madden Merrnie

Brand Name: Steve Madden
Product Name: Merrnie
Gender: Men's
Color: Tan
Price: $71.99MSRP: $79.99

Cole Haan - Berkshire Chelsea Boots. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. $220.00. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Pavement Nubuck/Demitasse Water Resistant
Price: $220

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

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

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. $260.00. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: British Tan/C
Price: $260

Cole Haan - Berkshire Chelsea Boots. Color Lava Suede/Dark. On sale for $217.18. MSRP $250.00. 13% off. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $217.18MSRP: $250

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $104.93. MSRP $115.00. 9% 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: Black Tumbled
Price: $104.93MSRP: $115