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Boots on Sale $50 & Under

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Size 11.5 Ankle On Sale Products

62 items found

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Kamik - Spencer Mid. Color Black. On sale for $58.74. MSRP $124.98. 53% off. 4.1 out of 5 stars

Kamik Spencer Mid

Kamik Spencer Mid

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black
Price: $58.74MSRP: $124.98

Eastland 1955 Edition - Allagash Standard. Color Peanut. On sale for $87.00. MSRP $145.00. 40% off.

Eastland 1955 Edition Allagash Standard

Eastland 1955 Edition Allagash Standard

Brand Name: Eastland 1955 Edition
Product Name: Allagash Standard
Gender: Men's
Color: Peanut
Price: $87MSRP: $145

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. On sale for $102.00. MSRP $120.00. 15% off. 5.0 out of 5 stars

Columbia Landroamer Explorer Waterproof Nubuck

Columbia Landroamer Explorer Waterproof Nubuck

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $102MSRP: $120

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

Cole Haan - Grand Remix Chukka. Color Morel Nubuck/Ivory. On sale for $119.00. MSRP $140.00. 15% off. 4.0 out of 5 stars

Cole Haan Grand Remix Chukka

Cole Haan Grand Remix Chukka

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: Morel Nubuck/Ivory
Price: $119MSRP: $140

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $85.25. MSRP $159.95. 47% off. 2.0 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: $85.25MSRP: $159.95

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $97.96. MSRP $139.95. 30% 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: $97.96MSRP: $139.95

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. On sale for $76.04. MSRP $100.00. 24% 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: $76.04MSRP: $100

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

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $109.52. MSRP $130.00. 16% 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: $109.52MSRP: $130

Kamik - Spencer Mid. Color Black/Gum. On sale for $93.73. MSRP $124.98. 25% off. 4.1 out of 5 stars

Kamik Spencer Mid

Kamik Spencer Mid

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black/Gum
Price: $93.73MSRP: $124.98

Forsake - Fifteen Mid. Color Gray. Low Stock. On sale for $100.00. MSRP $135.00. 26% off. 3.5 out of 5 stars

Low Stock

Forsake Fifteen Mid

Forsake Fifteen Mid

Brand Name: Forsake
Product Name: Fifteen Mid
Gender: Men's
Color: Gray
Price: $100MSRP: $135

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

Sperry - Clifton Boots. Color Black. On sale for $71.50. MSRP $110.00. 35% off. 5.0 out of 5 stars

Sperry Clifton Boots

Sperry Clifton Boots

Brand Name: Sperry
Product Name: Clifton Boots
Gender: Men's
Color: Black
Price: $71.50MSRP: $110

Teva - Ellwood Mid. Color Dark Olive/Desert Taupe. On sale for $96.00. MSRP $120.00. 20% off.

Teva Ellwood Mid

Teva Ellwood Mid

Brand Name: Teva
Product Name: Ellwood Mid
Gender: Men's
Color: Dark Olive/Desert Taupe
Price: $96MSRP: $120

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $129.45. MSRP $159.95. 19% off. 2.0 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: $129.45MSRP: $159.95

Clarks - Relaxlite Moc. Color Cola Suede. On sale for $84.00. MSRP $110.00. 24% off.

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $84MSRP: $110

Columbia - Landroamer Explorer Waterproof Nubuck. Color Curry/Poppy Red. Low Stock. On sale for $97.00. MSRP $120.00. 19% off. 5.0 out of 5 stars

Low Stock

Columbia Landroamer Explorer Waterproof Nubuck

Columbia Landroamer Explorer Waterproof Nubuck

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Curry/Poppy Red
Price: $97MSRP: $120

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $83.64. MSRP $120.00. 30% off. 4.1 out of 5 stars

Sperry Avenue Duck Boot

Sperry Avenue Duck Boot

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $83.64MSRP: $120

The North Face - Never Stop Exploring Chukka Suede. Color Almond Butter/Warm Sand. On sale for $93.75. MSRP $125.00. 25% off. 4.1 out of 5 stars

The North Face Never Stop Exploring Chukka Suede

The North Face Never Stop Exploring Chukka Suede

Brand Name: The North Face
Product Name: Never Stop Exploring Chukka Suede
Gender: Men's
Color: Almond Butter/Warm Sand
Price: $93.75MSRP: $125

Clarks - Shepton. Color Sand Suede. On sale for $82.50. MSRP $110.00. 25% off. 1.7 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $82.50MSRP: $110

Kenneth Cole - Hulard. Color Medium Brown. On sale for $77.37. MSRP $128.95. 40% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Medium Brown
Price: $77.37MSRP: $128.95

Kenneth Cole - Hulard. Color Black. Low Stock. On sale for $90.30. MSRP $128.95. 30% off.

Low Stock

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Black
Price: $90.30MSRP: $128.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $132.27. MSRP $164.95. 20% 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: $132.27MSRP: $164.95

Dunham - Brisco. Color Dark Brown Leather. On sale for $136.51. MSRP $159.95. 15% 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: $136.51MSRP: $159.95

Rockport - Seamus. Color Black Leather. On sale for $89.97. MSRP $149.95. 40% off. 1.0 out of 5 stars

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Black Leather
Price: $89.97MSRP: $149.95

KEEN Utility - Vista Energy (Comp Toe). Color Hawaiian Ocean/Black. On sale for $68.75. MSRP $125.00. 45% off. 3.6 out of 5 stars

KEEN Utility Vista Energy (Comp Toe)

KEEN Utility Vista Energy (Comp Toe)

Brand Name: KEEN Utility
Product Name: Vista Energy (Comp Toe)
Gender: Men's
Color: Hawaiian Ocean/Black
Price: $68.75MSRP: $125

Sperry - Coldbay Chukka. Color Navy. On sale for $77.00. MSRP $110.00. 30% off. 4.5 out of 5 stars

Sperry Coldbay Chukka

Sperry Coldbay Chukka

Brand Name: Sperry
Product Name: Coldbay Chukka
Gender: Men's
Color: Navy
Price: $77MSRP: $110

Merrell - Moab 3 Mid Waterproof. Color Paloma. On sale for $112.50. MSRP $150.00. 25% off. 4.4 out of 5 stars

Merrell Moab 3 Mid Waterproof

Merrell Moab 3 Mid Waterproof

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Paloma
Price: $112.50MSRP: $150

Josef Seibel - Earl 12 Boots. Color Black. Low Stock. On sale for $102.00. MSRP $170.00. 40% off.

Low Stock

Josef Seibel Earl 12 Boots

Josef Seibel Earl 12 Boots

Brand Name: Josef Seibel
Product Name: Earl 12 Boots
Gender: Men's
Color: Black
Price: $102MSRP: $170

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

KEEN Utility - Vista Energy (Comp Toe). Color Nautical Blue/Black. On sale for $101.90. MSRP $120.00. 15% off. 3.6 out of 5 stars

KEEN Utility Vista Energy (Comp Toe)

KEEN Utility Vista Energy (Comp Toe)

Brand Name: KEEN Utility
Product Name: Vista Energy (Comp Toe)
Gender: Men's
Color: Nautical Blue/Black
Price: $101.90MSRP: $120

Eastland 1955 Edition - Lumber Up. Color Grey. Low Stock. On sale for $87.75. MSRP $135.00. 35% off. 4.1 out of 5 stars

Low Stock

Eastland 1955 Edition Lumber Up

Eastland 1955 Edition Lumber Up

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Grey
Price: $87.75MSRP: $135

Dockers - Ettrick. Color Dark Brown. Low Stock. On sale for $67.55. MSRP $85.00. 21% off.

Low Stock

Dockers Ettrick

Dockers Ettrick

Brand Name: Dockers
Product Name: Ettrick
Gender: Men's
Color: Dark Brown
Price: $67.55MSRP: $85

KEEN - Targhee III Mid Waterproof. Color Bungee Cord/Black. On sale for $137.07. MSRP $170.00. 19% off. 4.0 out of 5 stars

KEEN Targhee III Mid Waterproof

KEEN Targhee III Mid Waterproof

Brand Name: KEEN
Product Name: Targhee III Mid Waterproof
Gender: Men's
Color: Bungee Cord/Black
Price: $137.07MSRP: $170

Kenneth Cole - Vesto. Color Black. On sale for $83.26. MSRP $118.95. 30% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $83.26MSRP: $118.95

Polo Ralph Lauren - Oslo High Boot. Color Black. On sale for $169.20. MSRP $188.00. 10% off. 4.2 out of 5 stars

Polo Ralph Lauren Oslo High Boot

Polo Ralph Lauren Oslo High Boot

Brand Name: Polo Ralph Lauren
Product Name: Oslo High Boot
Gender: Men's
Color: Black
Price: $169.20MSRP: $188

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. Low Stock. On sale for $170.59. MSRP $190.00. 10% off. 4.7 out of 5 stars

Low Stock

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: $170.59MSRP: $190

Timberland - Motion Access. Color Medium Grey Knit. Low Stock. On sale for $96.00. MSRP $120.00. 20% off. 4.6 out of 5 stars

Low Stock

Timberland Motion Access

Timberland Motion Access

Brand Name: Timberland
Product Name: Motion Access
Gender: Men's
Color: Medium Grey Knit
Price: $96MSRP: $120

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $88.00. MSRP $125.00. 30% 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: $88MSRP: $125

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $160.00. MSRP $200.00. 20% 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: $160MSRP: $200

Merrell - Speed Eco Mid Wp. Color Black. Low Stock. On sale for $118.99. MSRP $140.00. 15% off. 5.0 out of 5 stars

Low Stock

Merrell Speed Eco Mid Wp

Merrell Speed Eco Mid Wp

Brand Name: Merrell
Product Name: Speed Eco Mid Wp
Gender: Men's
Color: Black
Price: $118.99MSRP: $140

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $101.72. MSRP $184.95. 45% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $101.72MSRP: $184.95

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

TOMS - Travel Lite Forrest. Color Brown. On sale for $71.50. MSRP $130.00. 45% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $71.50MSRP: $130

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. On sale for $139.95. MSRP $200.00. 30% off. 2.7 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Woodbury/Dark Roast
Price: $139.95MSRP: $200

ECCO - Grainer Chukka Boot. Color Camel. On sale for $142.86. MSRP $190.00. 25% 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: $142.86MSRP: $190

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

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $100.16. MSRP $125.00. 20% 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: $100.16MSRP: $125

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™ Scout NB. Color Curry/Poppy Red. On sale for $80.70. MSRP $100.00. 19% off. 3.7 out of 5 stars

Columbia Landroamer™ Scout NB

Columbia Landroamer™ Scout NB

Brand Name: Columbia
Product Name: Landroamer™ Scout NB
Gender: Men's
Color: Curry/Poppy Red
Price: $80.70MSRP: $100

Frye - Barrett Lace Up. Color Cognac. On sale for $198.40. MSRP $248.00. 20% 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: $198.40MSRP: $248

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Morel Suede/Golden Honey/Waterproof. Low Stock. On sale for $189.00. MSRP $210.00. 10% off. 4.4 out of 5 stars

Low Stock

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Morel Suede/Golden Honey/Waterproof
Price: $189MSRP: $210

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

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. Low Stock. On sale for $74.38. 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: Brown Nubuck
Price: $74.38MSRP: $125

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

Low Stock

Propet Cortland

Propet Cortland

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

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

Eastland 1955 Edition - Hoyt. Color Black. On sale for $148.75. MSRP $250.00. 41% off.

Eastland 1955 Edition Hoyt

Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $148.75MSRP: $250

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $131.37. MSRP $218.95. 40% off.

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $131.37MSRP: $218.95

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

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $129.95. MSRP $260.00. 50% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: British Tan/C
Price: $129.95MSRP: $260

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $104.93. MSRP $130.00. 19% 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: $104.93MSRP: $130