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Boots on Sale $50 & Under

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Size 9 Ankle Products

44 items found

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The North Face - Never Stop Exploring Chukka Suede. Color TNF Black/Asphalt Grey. On sale for $75.00. MSRP $125.00. 40% 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: TNF Black/Asphalt Grey
Price: $75.00MSRP: $125.00

Propet - Varese. Color Black. On sale for $69.74. MSRP $154.99. 55% off. 3.7 out of 5 stars

Propet Varese

Propet Varese

Brand Name: Propet
Product Name: Varese
Gender: Men's
Color: Black
Price: $69.74MSRP: $154.99

Eastland 1955 Edition - Cyrus. Color Brown. On sale for $54.00. MSRP $90.00. 40% off. 1.0 out of 5 stars

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Brown
Price: $54.00MSRP: $90.00

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: $90.00MSRP: $100.00

Eastland 1955 Edition - Hugo. Color Black. On sale for $50.00. MSRP $100.00. 50% off.

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $50.00MSRP: $100.00

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: $125.00

Tommy Hilfiger - Rosell. Color Brown. $79.95.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $79.95

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

Steve Madden - Montreaux. Color Tan. Low Stock. On sale for $91.00. MSRP $130.00. 30% off.

Low Stock

Steve Madden Montreaux

Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $91.00MSRP: $130.00

Propet - Varese. Color Grey/Black. On sale for $69.74. MSRP $154.99. 55% off. 3.7 out of 5 stars

Propet Varese

Propet Varese

Brand Name: Propet
Product Name: Varese
Gender: Men's
Color: Grey/Black
Price: $69.74MSRP: $154.99

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. On sale for $90.00. MSRP $100.00. 10% off. 3.0 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: $90.00MSRP: $100.00

Chaco - Ramble Rugged. Color Dark Sand. Low Stock. On sale for $76.50. MSRP $85.00. 10% off.

Low Stock

Chaco Ramble Rugged

Chaco Ramble Rugged

Brand Name: Chaco
Product Name: Ramble Rugged
Gender: Men's
Color: Dark Sand
Price: $76.50MSRP: $85.00

Eastland 1955 Edition - Cyrus. Color Black. On sale for $71.96. MSRP $90.00. 20% off. 1.0 out of 5 stars

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Black
Price: $71.96MSRP: $90.00

Dr. Martens - Combs Jungle Zip Casual Boots. Color Gunmetal. On sale for $78.00. MSRP $140.00. 44% off. 3.8 out of 5 stars

Dr. Martens Combs Jungle Zip Casual Boots

Dr. Martens Combs Jungle Zip Casual Boots

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Gunmetal
Price: $78.00MSRP: $140.00

Sperry - Cold Bay Chukka. Color Navy. On sale for $99.00. MSRP $110.00. 10% off. 4.5 out of 5 stars

Sperry Cold Bay Chukka

Sperry Cold Bay Chukka

Brand Name: Sperry
Product Name: Cold Bay Chukka
Gender: Men's
Color: Navy
Price: $99.00MSRP: $110.00

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

Tommy Hilfiger - Rosell. Color Medium Brown. Low Stock. On sale for $59.96. MSRP $79.95. 25% off.

Low Stock

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $59.96MSRP: $79.95

Tommy Hilfiger - Rosell. Color Black. On sale for $67.25. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $67.25MSRP: $79.95

Dr. Scholl's - Manchester. Color Grey Faux Leather. Low Stock. On sale for $84.00. MSRP $120.00. 30% off. 3.0 out of 5 stars

Low Stock

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Grey Faux Leather
Price: $84.00MSRP: $120.00

Columbia - Crestwood Mid Waterproof. Color Camel Brown/Mountain Red. On sale for $86.49. MSRP $90.00. 4% off. 4.1 out of 5 stars

Columbia Crestwood Mid Waterproof

Columbia Crestwood Mid Waterproof

Brand Name: Columbia
Product Name: Crestwood Mid Waterproof
Gender: Men's
Color: Camel Brown/Mountain Red
Price: $86.49MSRP: $90.00

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

WALK London - Russel Chain Boot. Color Stone Suede. Low Stock. On sale for $73.50. MSRP $105.00. 30% off.

Low Stock

WALK London Russel Chain Boot

WALK London Russel Chain Boot

Brand Name: WALK London
Product Name: Russel Chain Boot
Gender: Men's
Color: Stone Suede
Price: $73.50MSRP: $105.00

Teva - Ellwood Mid. Color Taupe. On sale for $72.00. MSRP $120.00. 40% off.

Teva Ellwood Mid

Teva Ellwood Mid

Brand Name: Teva
Product Name: Ellwood Mid
Gender: Men's
Color: Taupe
Price: $72.00MSRP: $120.00

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. Low Stock. On sale for $72.25. MSRP $85.00. 15% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Dark Brown Faux Leather
Price: $72.25MSRP: $85.00

Dansko - Carmella. Color Black Burnished Suede. On sale for $87.47. MSRP $174.95. 50% off. 4.4 out of 5 stars

Dansko Carmella

Dansko Carmella

Brand Name: Dansko
Product Name: Carmella
Gender: Women's
Color: Black Burnished Suede
Price: $87.47MSRP: $174.95

Koolaburra by UGG - Burra Mini. Color Black. On sale for $75.08. MSRP $89.99. 17% off. 4.0 out of 5 stars

Koolaburra by UGG Burra Mini

Koolaburra by UGG Burra Mini

Brand Name: Koolaburra by UGG
Product Name: Burra Mini
Gender: Men's
Color: Black
Price: $75.08MSRP: $89.99

Sperry - Cutwater Deck Realtree. Color Olive. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Sperry Cutwater Deck Realtree

Sperry Cutwater Deck Realtree

Brand Name: Sperry
Product Name: Cutwater Deck Realtree
Gender: Men's
Color: Olive
Price: $99.00MSRP: $110.00

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: $88.00MSRP: $125.00

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $89.36. MSRP $120.00. 26% 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: $89.36MSRP: $120.00

Eastland 1955 Edition - Hugo. Color Brown. On sale for $50.00. MSRP $100.00. 50% off.

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $50.00MSRP: $100.00

Born - Theo. Color Dark.Brown (Pyramid). Low Stock. On sale for $91.00. MSRP $130.00. 30% off. 5.0 out of 5 stars

Low Stock

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Dark.Brown (Pyramid)
Price: $91.00MSRP: $130.00

Kamik - Hemlock. Color Medium Brown. Low Stock. On sale for $97.96. MSRP $139.99. 30% off.

Low Stock

Kamik Hemlock

Kamik Hemlock

Brand Name: Kamik
Product Name: Hemlock
Gender: Men's
Color: Medium Brown
Price: $97.96MSRP: $139.99

Eastland 1955 Edition - Jason. Color Tan. Low Stock. On sale for $60.21. MSRP $90.00. 33% off.

Low Stock

Eastland 1955 Edition Jason

Eastland 1955 Edition Jason

Brand Name: Eastland 1955 Edition
Product Name: Jason
Gender: Men's
Color: Tan
Price: $60.21MSRP: $90.00

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

Eastland 1955 Edition - Jack. Color Oak. Low Stock. On sale for $70.00. MSRP $140.00. 50% off. 4.4 out of 5 stars

Low Stock

Eastland 1955 Edition Jack

Eastland 1955 Edition Jack

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Oak
Price: $70.00MSRP: $140.00

Eastland 1955 Edition - Cyrus. Color Nutmeg. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 1.0 out of 5 stars

Low Stock

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Nutmeg
Price: $63.00MSRP: $90.00

Crocs - Stomp Lined Boot. Color Stucco. Low Stock. On sale for $83.96. MSRP $119.95. 30% off. 4.3 out of 5 stars

Low Stock

Crocs Stomp Lined Boot

Crocs Stomp Lined Boot

Brand Name: Crocs
Product Name: Stomp Lined Boot
Gender: Unisex
Color: Stucco
Price: $83.96MSRP: $119.95

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

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

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

Low Stock

Propet Traverse

Propet Traverse

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

Propet - Traverse. Color Sand/Brown. Low Stock. On sale for $69.97. MSRP $129.99. 46% off. 3.3 out of 5 stars

Low Stock

Propet Traverse

Propet Traverse

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

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

Propet Ridge Walker

Propet Ridge Walker

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

Crocs - Echo Boots. Color Moonlight/ Z Shield. On sale for $59.97. MSRP $119.95. 50% off. 3.8 out of 5 stars

Crocs Echo Boots

Crocs Echo Boots

Brand Name: Crocs
Product Name: Echo Boots
Gender: Unisex
Color: Moonlight/ Z Shield
Price: $59.97MSRP: $119.95

Steve Madden - Palta. Color Sand. On sale for $91.00. MSRP $130.00. 30% off.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $91.00MSRP: $130.00