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Boots on Sale $50 & Under

Shop Boots Deals

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Chelsea Boots

35 items found

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Cole Haan - River Chelsea Bootie. Color Sequoia Leather. Low Stock. On sale for $54.00. MSRP $180.00. 70% 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: $54MSRP: $180

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Irish Coffee Suede Waterproof. Low Stock. On sale for $104.00. MSRP $208.00. 50% off. 3.5 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: $104MSRP: $208

Cole Haan - Zerogrand Cityquest Waterproof Wedge Boots. Color Black/Black Waterproof. On sale for $157.50. MSRP $225.00. 30% off. 3.0 out of 5 stars

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: Black/Black Waterproof
Price: $157.50MSRP: $225

Cole Haan - Zerogrand Cityquest Waterproof Wedge Boots. Color Light Sesame Suede Waterproof. Low Stock. On sale for $112.50. MSRP $225.00. 50% off. 3.0 out of 5 stars

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: $112.50MSRP: $225

Cole Haan - Janelle Chelsea Booties. Color Tuscan Sand Suede. On sale for $216.71. MSRP $220.00. 1% off. 4.8 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: $216.71MSRP: $220

Cole Haan - Janelle Chelsea Booties. Color Black Leather. On sale for $204.90. MSRP $220.00. 7% off. 4.8 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: $204.90MSRP: $220

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Tobacco Suede/Ivory Waterproof. On sale for $198.81. MSRP $230.00. 14% off. 4.5 out of 5 stars

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: $198.81MSRP: $230

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Dark Chocolate/Ivory Waterproof. On sale for $168.00. MSRP $230.00. 27% off. 4.5 out of 5 stars

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: $168MSRP: $230

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Tobacco Suede Waterproof. On sale for $139.99. MSRP $208.00. 33% off. 3.5 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: Tobacco Suede Waterproof
Price: $139.99MSRP: $208

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 - Marcy Chelsea Bootie. Color Black Leather. Low Stock. On sale for $130.00. MSRP $200.00. 35% 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: $130MSRP: $200

Cole Haan - Marcy Chelsea Bootie. Color Dark Cuoio Suede. Low Stock. On sale for $60.00. MSRP $200.00. 70% 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: $60MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $140.00. MSRP $200.00. 30% off. 3.0 out of 5 stars

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: $140MSRP: $200

Cole Haan - Janelle Chelsea Booties. Color Olive Night Suede. Low Stock. On sale for $216.63. MSRP $220.00. 2% off. 4.8 out of 5 stars

Low Stock

Cole Haan Janelle Chelsea Booties

Cole Haan Janelle Chelsea Booties

Brand Name: Cole Haan
Product Name: Janelle Chelsea Booties
Gender: Women's
Color: Olive Night Suede
Price: $216.63MSRP: $220

Cole Haan - Go-To Jamela Chelsea Booties. Color Black Leather. Low Stock. On sale for $234.00. MSRP $260.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Go-To Jamela Chelsea Booties

Cole Haan Go-To Jamela Chelsea Booties

Brand Name: Cole Haan
Product Name: Go-To Jamela Chelsea Booties
Gender: Women's
Color: Black Leather
Price: $234MSRP: $260

Cole Haan - Zerogrand Cityquest Waterproof Wedge Boots. Color British Tan/Ivory. On sale for $135.00. MSRP $225.00. 40% off. 3.0 out of 5 stars

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: $135MSRP: $225

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Black Leather Waterproof. Low Stock. On sale for $145.60. MSRP $208.00. 30% off. 3.5 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: Black Leather Waterproof
Price: $145.60MSRP: $208

Cole Haan - Lyndon Waterproof Chelsea Booties. Color Dark Chocolate. Low Stock. On sale for $145.60. MSRP $208.00. 30% off. 3.5 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: $145.60MSRP: $208

Cole Haan - Zerogrand City Wedge Boot Waterproof. Color Waterproof British Tan. Low Stock. On sale for $230.00. MSRP $260.00. 12% 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: Waterproof British Tan
Price: $230MSRP: $260

Cole Haan - Newmark Grand Chelsea Boots. Color Brit Tan/Dark Chocolate/Natural. On sale for $166.12. MSRP $170.00. 2% 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: Brit Tan/Dark Chocolate/Natural
Price: $166.12MSRP: $170

Cole Haan - Janelle Chelsea Booties. Color Black Suede. On sale for $154.00. MSRP $220.00. 30% off. 4.8 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. 4.0 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. Low Stock. On sale for $153.00. MSRP $170.00. 10% off.

Low Stock

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 $180.00. MSRP $200.00. 10% off. 3.0 out of 5 stars

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: $180MSRP: $200

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. 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: Black/Black
Price: $207MSRP: $230

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. Low Stock. On sale for $115.00. MSRP $230.00. 50% 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: $115MSRP: $230

Cole Haan - Janelle Chelsea Booties. Color Tobacco Suede. On sale for $176.00. MSRP $220.00. 20% off. 4.8 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: $176MSRP: $220

Cole Haan - Go-To Jamela Chelsea Booties. Color Tobacco Suede. On sale for $182.00. MSRP $260.00. 30% off. 5.0 out of 5 stars

Cole Haan Go-To Jamela Chelsea Booties

Cole Haan Go-To Jamela Chelsea Booties

Brand Name: Cole Haan
Product Name: Go-To Jamela Chelsea Booties
Gender: Women's
Color: Tobacco Suede
Price: $182MSRP: $260

SKECHERS - Easy Going - Casual Icon Hands Free Slip-ins. Color Dark Natural. Low Stock. On sale for $52.22. MSRP $94.95. 45% off. 4.7 out of 5 stars

Low Stock

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: $52.22MSRP: $94.95

SKECHERS - Easy Going - Casual Icon Hands Free Slip-ins. Color Black/Black. On sale for $80.70. MSRP $94.95. 15% off. 4.7 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: $80.70MSRP: $94.95

Cole Haan - River Chelsea Bootie. Color BLACK LEATHER W/BLACK OUTSOLE. Low Stock. On sale for $159.82. MSRP $180.00. 11% 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: BLACK LEATHER W/BLACK OUTSOLE
Price: $159.82MSRP: $180

Cole Haan - Zerogrand Rexanna Chelsea Waterproof Boots. Color Black/Black Waterproof. Low Stock. On sale for $168.00. MSRP $230.00. 27% off. 4.5 out of 5 stars

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 - Grand Raelyn Chelsea Waterproof Boots. Color Light Sesame Suede/Ivory Waterproof. On sale for $120.00. MSRP $160.00. 25% 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: $120MSRP: $160

Cole Haan - Grand Raelyn Chelsea Waterproof Boots. Color Black/Black Waterproof. $160.00. 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: $160

Cole Haan - The Go-To Park Ankle Boot 65 mm. Color Irish Coffee Suede. Low Stock. $160.00. 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: $160