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Boots on Sale $50 & Under

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Size 7.5 Ankle Casual On Sale Products

35 items found

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Columbia - Landroamer Explorer Waterproof. Color Espresso II/Warp Red. On sale for $83.48. MSRP $120.00. 30% 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: $83.48MSRP: $120.00

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. On sale for $108.00. MSRP $120.00. 10% 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: $108.00MSRP: $120.00

Rockport - Weather or Not Waterproof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $169.95. 41% off. 3.8 out of 5 stars

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $169.95

Columbia - Landroamer™ Scout NB. Color Curry/Poppy Red. On sale for $70.00. MSRP $100.00. 30% off. 3.4 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: $70.00MSRP: $100.00

Tommy Hilfiger - Nyo. Color Black. On sale for $47.97. MSRP $79.95. 40% off.

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Black
Price: $47.97MSRP: $79.95

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. Low Stock. On sale for $80.00. MSRP $145.00. 45% 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: $80.00MSRP: $145.00

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $97.50. MSRP $145.00. 33% off. 4.7 out of 5 stars

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: $97.50MSRP: $145.00

Rockport - Berenger Plain Toe Chukka. Color Tan. Low Stock. On sale for $71.97. MSRP $119.95. 40% off. 3.5 out of 5 stars

Low Stock

Rockport Berenger Plain Toe Chukka

Rockport Berenger Plain Toe Chukka

Brand Name: Rockport
Product Name: Berenger Plain Toe Chukka
Gender: Men's
Color: Tan
Price: $71.97MSRP: $119.95

Rockport - Mitchell Moc Boot. Color Tan. Low Stock. On sale for $62.97. MSRP $139.95. 55% off. 4.2 out of 5 stars

Low Stock

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Tan
Price: $62.97MSRP: $139.95

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. Low Stock. On sale for $89.99. MSRP $115.00. 22% off. 4.6 out of 5 stars

Low Stock

Nunn Bush 1912 Waterproof Plain Toe Boot

Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $89.99MSRP: $115.00

Nunn Bush - Denali Plain Toe Chukka. Color Brown CH. Low Stock. On sale for $80.50. MSRP $115.00. 30% off. 4.4 out of 5 stars

Low Stock

Nunn Bush Denali Plain Toe Chukka

Nunn Bush Denali Plain Toe Chukka

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Brown CH
Price: $80.50MSRP: $115.00

Polo Ralph Lauren - Asher Suede Chukka Boot. Color Teak. Low Stock. On sale for $178.20. MSRP $198.00. 10% off. 2.0 out of 5 stars

Low Stock

Polo Ralph Lauren Asher Suede Chukka Boot

Polo Ralph Lauren Asher Suede Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Asher Suede Chukka Boot
Gender: Men's
Color: Teak
Price: $178.20MSRP: $198.00

Stacy Adams - Martfield Chukka Boot. Color Dark Gray. Low Stock. On sale for $71.50. MSRP $130.00. 45% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Martfield Chukka Boot

Stacy Adams Martfield Chukka Boot

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Dark Gray
Price: $71.50MSRP: $130.00

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. Low Stock. On sale for $92.98. MSRP $130.00. 28% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Gabriel Chelsea Boot

Stacy Adams Gabriel Chelsea Boot

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Chocolate Suede
Price: $92.98MSRP: $130.00

Stacy Adams - Gabriel Chelsea Boot. Color Mushroom. Low Stock. On sale for $91.00. MSRP $130.00. 30% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Gabriel Chelsea Boot

Stacy Adams Gabriel Chelsea Boot

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Mushroom
Price: $91.00MSRP: $130.00

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. On sale for $179.95. MSRP $210.00. 14% off. 4.4 out of 5 stars

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: Black/Black Waterproof
Price: $179.95MSRP: $210.00

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $116.41. MSRP $149.95. 22% 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: $116.41MSRP: $149.95

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $95.25. MSRP $149.95. 36% 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: Dark Taupe Multi
Price: $95.25MSRP: $149.95

Steve Madden - Noby. Color Brown Leather. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 3.2 out of 5 stars

Low Stock

Steve Madden Noby

Steve Madden Noby

Brand Name: Steve Madden
Product Name: Noby
Gender: Men's
Color: Brown Leather
Price: $105.00MSRP: $150.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. On sale for $176.64. MSRP $190.00. 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: Rust Full Grain
Price: $176.64MSRP: $190.00

Timberland - Redwood Falls Waterproof. Color Black Nubuck. Low Stock. On sale for $156.40. MSRP $160.00. 2% off. 4.2 out of 5 stars

Low Stock

Timberland Redwood Falls Waterproof

Timberland Redwood Falls Waterproof

Brand Name: Timberland
Product Name: Redwood Falls Waterproof
Gender: Men's
Color: Black Nubuck
Price: $156.40MSRP: $160.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $165.27. MSRP $170.00. 3% 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: $165.27MSRP: $170.00

Clarks - Maplewalk Moc. Color Brown Combi. Low Stock. On sale for $87.96. MSRP $110.00. 20% off. 3.9 out of 5 stars

Low Stock

Clarks Maplewalk Moc

Clarks Maplewalk Moc

Brand Name: Clarks
Product Name: Maplewalk Moc
Gender: Men's
Color: Brown Combi
Price: $87.96MSRP: $110.00

ECCO - London Plain Toe Chukka Boots. Color Cognac. Low Stock. On sale for $157.50. MSRP $225.00. 30% off. 5.0 out of 5 stars

Low Stock

ECCO London Plain Toe Chukka Boots

ECCO London Plain Toe Chukka Boots

Brand Name: ECCO
Product Name: London Plain Toe Chukka Boots
Gender: Men's
Color: Cognac
Price: $157.50MSRP: $225.00

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: $115.00

ECCO - Ultra Terrain Waterproof Mid Hiking. Color Mocha/Mocha/Black. Low Stock. On sale for $177.30. MSRP $225.00. 21% off.

Low Stock

ECCO Ultra Terrain Waterproof Mid Hiking

ECCO Ultra Terrain Waterproof Mid Hiking

Brand Name: ECCO
Product Name: Ultra Terrain Waterproof Mid Hiking
Gender: Men's
Color: Mocha/Mocha/Black
Price: $177.30MSRP: $225.00

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

Rockport - Weather or Not Boot Waterproof. Color Post Nubuck. On sale for $133.08. MSRP $169.95. 22% off. 3.8 out of 5 stars

Rockport Weather or Not Boot Waterproof

Rockport Weather or Not Boot Waterproof

Brand Name: Rockport
Product Name: Weather or Not Boot Waterproof
Gender: Men's
Color: Post Nubuck
Price: $133.08MSRP: $169.95

Vince Camuto - Leandro. Color Cognac/Mocca. Low Stock. On sale for $103.35. MSRP $159.00. 35% off.

Low Stock

Vince Camuto Leandro

Vince Camuto Leandro

Brand Name: Vince Camuto
Product Name: Leandro
Gender: Men's
Color: Cognac/Mocca
Price: $103.35MSRP: $159.00

Anthony Veer - Jefferson Chelsea Boot. Color Black. Low Stock. On sale for $102.47. MSRP $204.95. 50% off. 4.3 out of 5 stars

Low Stock

Anthony Veer Jefferson Chelsea Boot

Anthony Veer Jefferson Chelsea Boot

Brand Name: Anthony Veer
Product Name: Jefferson Chelsea Boot
Gender: Men's
Color: Black
Price: $102.47MSRP: $204.95

Michael Kors - Atlas Boots. Color Luggage. Low Stock. On sale for $144.00. MSRP $288.00. 50% off.

Low Stock

Michael Kors Atlas Boots

Michael Kors Atlas Boots

Brand Name: Michael Kors
Product Name: Atlas Boots
Gender: Men's
Color: Luggage
Price: $144.00MSRP: $288.00

Propet - Cliff Walker North. Color Black. Low Stock. On sale for $91.96. MSRP $129.95. 29% off. 5.0 out of 5 stars

Low Stock

Propet Cliff Walker North

Propet Cliff Walker North

Brand Name: Propet
Product Name: Cliff Walker North
Gender: Men's
Color: Black
Price: $91.96MSRP: $129.95

Rockport - Caspe. Color Black Leather. Low Stock. On sale for $134.95. MSRP $149.95. 10% off. 5.0 out of 5 stars

Low Stock

Rockport Caspe

Rockport Caspe

Brand Name: Rockport
Product Name: Caspe
Gender: Men's
Color: Black Leather
Price: $134.95MSRP: $149.95

TOMS - Travel Lite Forrest. Color Brown. On sale for $104.00. MSRP $130.00. 20% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $104.00MSRP: $130.00

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $96.00. MSRP $160.00. 40% off. 3.8 out of 5 stars

SOREL Carson™ Chukka WP

SOREL Carson™ Chukka WP

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Blackened Brown/Khaki
Price: $96.00MSRP: $160.00