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Boots on Sale $50 & Under

Shop Boots Deals

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Ankle Chelsea Boots

31 items found

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Cole Haan - Lyndon Waterproof Chelsea Booties. Color Irish Coffee Suede Waterproof. Low Stock. On sale for $187.20. MSRP $208.00. 10% off. 3.2 out of 5 stars

Low Stock

Cole Haan Lyndon Waterproof Chelsea Booties

Cole Haan Lyndon Waterproof Chelsea Booties

Brand Name: Cole Haan
Product Name: Lyndon Waterproof Chelsea Booties
Gender: Women's
Color: Irish Coffee Suede Waterproof
Price: $187.20MSRP: $208

Cole Haan - Chamberlin Grand Chelsea Boots. Color Truffle Nubuck/Black Water Resistant. Low Stock. On sale for $134.40. MSRP $150.00. 10% off.

Low Stock

Cole Haan Chamberlin Grand Chelsea Boots

Cole Haan Chamberlin Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Chamberlin Grand Chelsea Boots
Gender: Men's
Color: Truffle Nubuck/Black Water Resistant
Price: $134.40MSRP: $150

Cole Haan - River Chelsea Bootie. Color Sequoia Leather. Low Stock. On sale for $165.58. MSRP $180.00. 8% off. 3.9 out of 5 stars

Low Stock

Cole Haan River Chelsea Bootie

Cole Haan River Chelsea Bootie

Brand Name: Cole Haan
Product Name: River Chelsea Bootie
Gender: Women's
Color: Sequoia Leather
Price: $165.58MSRP: $180

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Black/Black Waterproof. Low Stock. On sale for $168.00. MSRP $230.00. 27% off.

Low Stock

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Brand Name: Cole Haan
Product Name: Zerogrand Rexanna Chelsea Waterproof Boots
Gender: Women's
Color: Black/Black Waterproof
Price: $168MSRP: $230

Cole Haan - Marcy Chelsea Bootie. Color Black Leather. Low Stock. On sale for $180.00. MSRP $200.00. 10% off. 3.0 out of 5 stars

Low Stock

Cole Haan Marcy Chelsea Bootie

Cole Haan Marcy Chelsea Bootie

Brand Name: Cole Haan
Product Name: Marcy Chelsea Bootie
Gender: Women's
Color: Black Leather
Price: $180MSRP: $200

Cole Haan - Marcy Chelsea Bootie. Color Dark Cuoio Suede. Low Stock. On sale for $131.84. MSRP $200.00. 34% off. 3.0 out of 5 stars

Low Stock

Cole Haan Marcy Chelsea Bootie

Cole Haan Marcy Chelsea Bootie

Brand Name: Cole Haan
Product Name: Marcy Chelsea Bootie
Gender: Women's
Color: Dark Cuoio Suede
Price: $131.84MSRP: $200

Cole Haan - Zerogrand City Wedge Boot. Color Black/Black Waterproof. On sale for $230.00. MSRP $260.00. 12% off. 3.0 out of 5 stars

Cole Haan Zerogrand City Wedge Boot

Cole Haan Zerogrand City Wedge Boot

Brand Name: Cole Haan
Product Name: Zerogrand City Wedge Boot
Gender: Women's
Color: Black/Black Waterproof
Price: $230MSRP: $260

Cole Haan - Greenwich Waterproof Bootie. Color Waterproof Black Madge. Low Stock. On sale for $166.78. MSRP $225.00. 26% off. 4.2 out of 5 stars

Low Stock

Cole Haan Greenwich Waterproof Bootie

Cole Haan Greenwich Waterproof Bootie

Brand Name: Cole Haan
Product Name: Greenwich Waterproof Bootie
Gender: Women's
Color: Waterproof Black Madge
Price: $166.78MSRP: $225

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

Low Stock

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

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Black Leather Waterproof. On sale for $187.20. MSRP $208.00. 10% off. 3.2 out of 5 stars

Cole Haan Lyndon Waterproof Chelsea Booties

Cole Haan Lyndon Waterproof Chelsea Booties

Brand Name: Cole Haan
Product Name: Lyndon Waterproof Chelsea Booties
Gender: Women's
Color: Black Leather Waterproof
Price: $187.20MSRP: $208

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Dark Chocolate. Low Stock. On sale for $187.20. MSRP $208.00. 10% off. 3.2 out of 5 stars

Low Stock

Cole Haan Lyndon Waterproof Chelsea Booties

Cole Haan Lyndon Waterproof Chelsea Booties

Brand Name: Cole Haan
Product Name: Lyndon Waterproof Chelsea Booties
Gender: Women's
Color: Dark Chocolate
Price: $187.20MSRP: $208

Cole Haan - Zerogrand Cityquest Waterproof Wedge Boots. Color Light Sesame Suede Waterproof. Low Stock. On sale for $202.50. MSRP $225.00. 10% off.

Low Stock

Cole Haan Zerogrand Cityquest Waterproof Wedge Boots

Cole Haan Zerogrand Cityquest Waterproof Wedge Boots

Brand Name: Cole Haan
Product Name: Zerogrand Cityquest Waterproof Wedge Boots
Gender: Women's
Color: Light Sesame Suede Waterproof
Price: $202.50MSRP: $225

Cole Haan - Zerogrand Cityquest Waterproof Wedge Boots. Color British Tan/Ivory. On sale for $157.50. MSRP $225.00. 30% off.

Cole Haan Zerogrand Cityquest Waterproof Wedge Boots

Cole Haan Zerogrand Cityquest Waterproof Wedge Boots

Brand Name: Cole Haan
Product Name: Zerogrand Cityquest Waterproof Wedge Boots
Gender: Women's
Color: British Tan/Ivory
Price: $157.50MSRP: $225

Cole Haan - Zerogrand City Wedge Boot Waterproof. Color Stone Gray Suede. Low Stock. On sale for $160.02. MSRP $230.00. 30% off. 4.3 out of 5 stars

Low Stock

Cole Haan Zerogrand City Wedge Boot Waterproof

Cole Haan Zerogrand City Wedge Boot Waterproof

Brand Name: Cole Haan
Product Name: Zerogrand City Wedge Boot Waterproof
Gender: Women's
Color: Stone Gray Suede
Price: $160.02MSRP: $230

Cole Haan - Janelle Chelsea Booties. Color Black Leather. On sale for $176.00. MSRP $220.00. 20% off. 5.0 out of 5 stars

Cole Haan Janelle Chelsea Booties

Cole Haan Janelle Chelsea Booties

Brand Name: Cole Haan
Product Name: Janelle Chelsea Booties
Gender: Women's
Color: Black Leather
Price: $176MSRP: $220

Cole Haan - Janelle Chelsea Booties. Color Tuscan Sand Suede. On sale for $212.40. MSRP $220.00. 3% off. 5.0 out of 5 stars

Cole Haan Janelle Chelsea Booties

Cole Haan Janelle Chelsea Booties

Brand Name: Cole Haan
Product Name: Janelle Chelsea Booties
Gender: Women's
Color: Tuscan Sand Suede
Price: $212.40MSRP: $220

Cole Haan - Janelle Chelsea Booties. Color Black Suede. On sale for $154.00. MSRP $220.00. 30% off. 5.0 out of 5 stars

Cole Haan Janelle Chelsea Booties

Cole Haan Janelle Chelsea Booties

Brand Name: Cole Haan
Product Name: Janelle Chelsea Booties
Gender: Women's
Color: Black Suede
Price: $154MSRP: $220

Cole Haan - Evalina Chelsea Booties. Color Black Leather. On sale for $176.80. MSRP $208.00. 15% off. 5.0 out of 5 stars

Cole Haan Evalina Chelsea Booties

Cole Haan Evalina Chelsea Booties

Brand Name: Cole Haan
Product Name: Evalina Chelsea Booties
Gender: Women's
Color: Black Leather
Price: $176.80MSRP: $208

Cole Haan - Newmark Grand Chelsea Boots. Color Black Waterproof/Black/Black. On sale for $153.00. MSRP $170.00. 10% off.

Cole Haan Newmark Grand Chelsea Boots

Cole Haan Newmark Grand Chelsea Boots

Brand Name: Cole Haan
Product Name: Newmark Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $153MSRP: $170

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $150.00. MSRP $200.00. 25% 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: Madeira Waterproof/Dark Java/Dark Java
Price: $150MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $180.00. MSRP $200.00. 10% off.

Low Stock

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: Black Waterproof/Black/Black
Price: $180MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% 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: $140MSRP: $200

Cole Haan - Janelle Chelsea Booties. Color Tobacco Suede. On sale for $198.00. MSRP $220.00. 10% off. 5.0 out of 5 stars

Cole Haan Janelle Chelsea Booties

Cole Haan Janelle Chelsea Booties

Brand Name: Cole Haan
Product Name: Janelle Chelsea Booties
Gender: Women's
Color: Tobacco Suede
Price: $198MSRP: $220

Cole Haan - Waterproof River Chelsea Bootie. Color Waterproof Bloodstone Leather. On sale for $171.43. MSRP $180.00. 5% off. 3.1 out of 5 stars

Cole Haan Waterproof River Chelsea Bootie

Cole Haan Waterproof River Chelsea Bootie

Brand Name: Cole Haan
Product Name: Waterproof River Chelsea Bootie
Gender: Women's
Color: Waterproof Bloodstone Leather
Price: $171.43MSRP: $180

Cole Haan - The Go-To Park Ankle Boot 65 mm. Color Irish Coffee Suede. Low Stock. $159.73. 4.8 out of 5 stars

Low Stock

Cole Haan The Go-To Park Ankle Boot 65 mm

Cole Haan The Go-To Park Ankle Boot 65 mm

Brand Name: Cole Haan
Product Name: The Go-To Park Ankle Boot 65 mm
Gender: Women's
Color: Irish Coffee Suede
Price: $159.73

SKECHERS - Easy Going - Casual Icon Hands Free Slip-ins. Color Black/Black. On sale for $62.99. MSRP $94.95. 34% off. 4.0 out of 5 stars

SKECHERS Easy Going - Casual Icon Hands Free Slip-ins

SKECHERS Easy Going - Casual Icon Hands Free Slip-ins

Brand Name: SKECHERS
Product Name: Easy Going - Casual Icon Hands Free Slip-ins
Gender: Women's
Color: Black/Black
Price: $62.99MSRP: $94.95

SKECHERS - Easy Going - Casual Icon Hands Free Slip-ins. Color Dark Natural. On sale for $89.32. MSRP $94.95. 6% off. 4.0 out of 5 stars

SKECHERS Easy Going - Casual Icon Hands Free Slip-ins

SKECHERS Easy Going - Casual Icon Hands Free Slip-ins

Brand Name: SKECHERS
Product Name: Easy Going - Casual Icon Hands Free Slip-ins
Gender: Women's
Color: Dark Natural
Price: $89.32MSRP: $94.95

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Tobacco Suede/Ivory Waterproof. On sale for $215.34. MSRP $230.00. 6% off.

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Brand Name: Cole Haan
Product Name: Zerogrand Rexanna Chelsea Waterproof Boots
Gender: Women's
Color: Tobacco Suede/Ivory Waterproof
Price: $215.34MSRP: $230

Cole Haan - Grand Raelyn Chelsea Waterproof Boots. Color Light Sesame Suede/Ivory Waterproof. On sale for $136.00. MSRP $160.00. 15% off. 4.0 out of 5 stars

Cole Haan Grand Raelyn Chelsea Waterproof Boots

Cole Haan Grand Raelyn Chelsea Waterproof Boots

Brand Name: Cole Haan
Product Name: Grand Raelyn Chelsea Waterproof Boots
Gender: Women's
Color: Light Sesame Suede/Ivory Waterproof
Price: $136MSRP: $160

Cole Haan - Grand Raelyn Chelsea Waterproof Boots. Color Black/Black Waterproof. On sale for $144.00. MSRP $160.00. 10% off. 4.0 out of 5 stars

Cole Haan Grand Raelyn Chelsea Waterproof Boots

Cole Haan Grand Raelyn Chelsea Waterproof Boots

Brand Name: Cole Haan
Product Name: Grand Raelyn Chelsea Waterproof Boots
Gender: Women's
Color: Black/Black Waterproof
Price: $144MSRP: $160

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Dark Chocolate/Ivory Waterproof. On sale for $215.15. MSRP $230.00. 6% off.

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Cole Haan Zerogrand Rexanna Chelsea Waterproof Boots

Brand Name: Cole Haan
Product Name: Zerogrand Rexanna Chelsea Waterproof Boots
Gender: Women's
Color: Dark Chocolate/Ivory Waterproof
Price: $215.15MSRP: $230