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Boots on Sale $50 & Under

Shop Boots Deals

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Textile Casual Chukka Boots

21 items found

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Sperry - A/O Plushwave Lug Chukka. Color Black 2. Low Stock. On sale for $63.00. MSRP $140.00. 55% off. 4.1 out of 5 stars

Low Stock

Sperry A/O Plushwave Lug Chukka

Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $63MSRP: $140

Twisted X - WDM0071. Color Bomber/Mahogany. Low Stock. On sale for $56.23. MSRP $124.95. 55% off. 3.6 out of 5 stars

Low Stock

Twisted X WDM0071

Twisted X WDM0071

Brand Name: Twisted X
Product Name: WDM0071
Gender: Women's
Color: Bomber/Mahogany
Price: $56.23MSRP: $124.95

SAS - Kich. Color Almond. Low Stock. On sale for $58.74. MSRP $234.95. 75% off. 4.4 out of 5 stars

Low Stock

SAS Kich

SAS Kich

Brand Name: SAS
Product Name: Kich
Gender: Women's
Color: Almond
Price: $58.74MSRP: $234.95

ECCO - Grainer Chukka Boot. Color Camel. On sale for $137.32. MSRP $190.00. 28% 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: $137.32MSRP: $190

Eastland 1955 Edition - Jack. Color Oak. Low Stock. On sale for $93.75. MSRP $140.00. 33% 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: $93.75MSRP: $140

M&F Western - Aiden (Toddler/Little Kid). Color Brown. Low Stock. On sale for $15.75. MSRP $45.00. 65% off. 5.0 out of 5 stars

Low Stock

M&F Western Aiden (Toddler/Little Kid)

M&F Western Aiden (Toddler/Little Kid)

Brand Name: M&F Western
Product Name: Aiden (Toddler/Little Kid)
Color: Brown
Price: $15.75MSRP: $45

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $244.17. MSRP $260.00. 6% 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: $244.17MSRP: $260

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. Low Stock. On sale for $220.26. MSRP $250.00. 12% off. 4.5 out of 5 stars

Low Stock

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: Lava Suede/Dark
Price: $220.26MSRP: $250

Easy Street - Arctic. Color Brown/Caramel. Low Stock. On sale for $35.99. MSRP $79.99. 55% off.

Low Stock

Easy Street Arctic

Easy Street Arctic

Brand Name: Easy Street
Product Name: Arctic
Gender: Women's
Color: Brown/Caramel
Price: $35.99MSRP: $79.99

Hey Dude - Wendy Wooly Twill Fold Boot. Color Cream Multi. Low Stock. On sale for $38.49. MSRP $69.99. 45% off. 4.5 out of 5 stars

Low Stock

Hey Dude Wendy Wooly Twill Fold Boot

Hey Dude Wendy Wooly Twill Fold Boot

Brand Name: Hey Dude
Product Name: Wendy Wooly Twill Fold Boot
Gender: Women's
Color: Cream Multi
Price: $38.49MSRP: $69.99

Hey Dude - Wendy Wooly Twill Fold Boot. Color Brown. Low Stock. On sale for $38.49. MSRP $69.99. 45% off. 4.5 out of 5 stars

Low Stock

Hey Dude Wendy Wooly Twill Fold Boot

Hey Dude Wendy Wooly Twill Fold Boot

Brand Name: Hey Dude
Product Name: Wendy Wooly Twill Fold Boot
Gender: Women's
Color: Brown
Price: $38.49MSRP: $69.99

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

Low Stock

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: Pavement Nubuck/Demitasse Water Resistant
Price: $220

Hey Dude - Reyes Boot Wool. Color Light Grey. Low Stock. On sale for $80.99. MSRP $89.99. 10% off. 4.2 out of 5 stars

Low Stock

Hey Dude Reyes Boot Wool

Hey Dude Reyes Boot Wool

Brand Name: Hey Dude
Product Name: Reyes Boot Wool
Gender: Women's
Color: Light Grey
Price: $80.99MSRP: $89.99

Propet - Findley. Color Tan. Low Stock. On sale for $91.96. MSRP $134.99. 32% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan
Price: $91.96MSRP: $134.99

Clarks - Whiddon Mid. Color Mahogany Leather. Low Stock. On sale for $87.96. MSRP $110.00. 20% off. 3.4 out of 5 stars

Low Stock

Clarks Whiddon Mid

Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Mahogany Leather
Price: $87.96MSRP: $110

Johnston & Murphy - Braydon Chukka. Color Charcoal Waxed Suede. Low Stock. On sale for $134.10. MSRP $149.00. 10% off.

Low Stock

Johnston & Murphy Braydon Chukka

Johnston & Murphy Braydon Chukka

Brand Name: Johnston & Murphy
Product Name: Braydon Chukka
Gender: Men's
Color: Charcoal Waxed Suede
Price: $134.10MSRP: $149

Ben Sherman - Dirk Chukka. Color Tan PU. Low Stock. On sale for $84.00. MSRP $120.00. 30% off.

Low Stock

Ben Sherman Dirk Chukka

Ben Sherman Dirk Chukka

Brand Name: Ben Sherman
Product Name: Dirk Chukka
Gender: Men's
Color: Tan PU
Price: $84MSRP: $120

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $63.00. MSRP $99.99. 37% off. 3.9 out of 5 stars

Steve Madden Hestonn - Extended Sizes

Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $63MSRP: $99.99

Steve Madden - Harken - Extended Sizes. Color Black. Low Stock. On sale for $69.99. MSRP $99.99. 30% off. 4.1 out of 5 stars

Low Stock

Steve Madden Harken - Extended Sizes

Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Gender: Men's
Color: Black
Price: $69.99MSRP: $99.99

Blake McKay - Alder. Color Tan. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Blake McKay Alder

Blake McKay Alder

Brand Name: Blake McKay
Product Name: Alder
Gender: Men's
Color: Tan
Price: $74.25MSRP: $165

Hey Dude - Wendy Peak Suede Fold Boot. Color Black. Low Stock. On sale for $80.99. MSRP $89.99. 10% off. 4.1 out of 5 stars

Low Stock

Hey Dude Wendy Peak Suede Fold Boot

Hey Dude Wendy Peak Suede Fold Boot

Brand Name: Hey Dude
Product Name: Wendy Peak Suede Fold Boot
Gender: Women's
Color: Black
Price: $80.99MSRP: $89.99