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Boots on Sale $50 & Under

Shop Boots Deals

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Leather Ankle Boots and Booties

28 items found

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Cole Haan - Lyndon Waterproof Lace-Up Booties. Color Black Leather Waterproof. Low Stock. On sale for $202.50. MSRP $225.00. 10% off. 3.5 out of 5 stars

Low Stock

Cole Haan Lyndon Waterproof Lace-Up Booties

Cole Haan Lyndon Waterproof Lace-Up Booties

Brand Name: Cole Haan
Product Name: Lyndon Waterproof Lace-Up Booties
Gender: Women's
Color: Black Leather Waterproof
Price: $202.50MSRP: $225

SKECHERS - Easy Going - Dreamers Move - Hands Free Slip-Ins. Color Black. On sale for $73.23. MSRP $99.99. 27% off. 4.2 out of 5 stars

SKECHERS Easy Going - Dreamers Move - Hands Free Slip-Ins

SKECHERS Easy Going - Dreamers Move - Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Easy Going - Dreamers Move - Hands Free Slip-Ins
Gender: Women's
Color: Black
Price: $73.23MSRP: $99.99

SKECHERS - Arch Fit Marlie - Weekend Chat. Color Chestnut. On sale for $69.24. MSRP $84.99. 19% off. 4.0 out of 5 stars

SKECHERS Arch Fit Marlie - Weekend Chat

SKECHERS Arch Fit Marlie - Weekend Chat

Brand Name: SKECHERS
Product Name: Arch Fit Marlie - Weekend Chat
Gender: Women's
Color: Chestnut
Price: $69.24MSRP: $84.99

Cole Haan - Grand Ambition 2.0 Alainne Booties. Color Black Suede. On sale for $165.00. MSRP $220.00. 25% off. 4.0 out of 5 stars

Cole Haan Grand Ambition 2.0 Alainne Booties

Cole Haan Grand Ambition 2.0 Alainne Booties

Brand Name: Cole Haan
Product Name: Grand Ambition 2.0 Alainne Booties
Gender: Women's
Color: Black Suede
Price: $165MSRP: $220

Cole Haan - Leigh Bootie. Color Black Leather. Low Stock. On sale for $87.75. MSRP $250.00. 65% off. 4.2 out of 5 stars

Low Stock

Cole Haan Leigh Bootie

Cole Haan Leigh Bootie

Brand Name: Cole Haan
Product Name: Leigh Bootie
Gender: Women's
Color: Black Leather
Price: $87.75MSRP: $250

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Spiced Brown Suede/Water Resistant. On sale for $134.67. MSRP $150.00. 10% off.

Cole Haan Chamberlin Grand Cap Toe Boots

Cole Haan Chamberlin Grand Cap Toe Boots

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Spiced Brown Suede/Water Resistant
Price: $134.67MSRP: $150

SKECHERS - Parallel Lite. Color Black/Black. On sale for $84.55. MSRP $84.99. 1% off. 3.7 out of 5 stars

SKECHERS Parallel Lite

SKECHERS Parallel Lite

Brand Name: SKECHERS
Product Name: Parallel Lite
Gender: Women's
Color: Black/Black
Price: $84.55MSRP: $84.99

Cole Haan - Vayda Bootie. Color Light Whiskey Suede. Low Stock. On sale for $110.00. MSRP $220.00. 50% off. 2.0 out of 5 stars

Low Stock

Cole Haan Vayda Bootie

Cole Haan Vayda Bootie

Brand Name: Cole Haan
Product Name: Vayda Bootie
Gender: Women's
Color: Light Whiskey Suede
Price: $110MSRP: $220

Cole Haan - Naia Booties. Color Black Leather. Low Stock. On sale for $149.00. MSRP $199.95. 25% off. 3.3 out of 5 stars

Low Stock

Cole Haan Naia Booties

Cole Haan Naia Booties

Brand Name: Cole Haan
Product Name: Naia Booties
Gender: Women's
Color: Black Leather
Price: $149MSRP: $199.95

Cole Haan - Catlyn Block Heel Bootie. Color Dark Chocolate Croc Print Leather. On sale for $144.11. MSRP $180.00. 20% off. 3.8 out of 5 stars

Cole Haan Catlyn Block Heel Bootie

Cole Haan Catlyn Block Heel Bootie

Brand Name: Cole Haan
Product Name: Catlyn Block Heel Bootie
Gender: Women's
Color: Dark Chocolate Croc Print Leather
Price: $144.11MSRP: $180

Cole Haan - Glendale Jodhpur. Color Black Leather/Brown. Low Stock. On sale for $154.00. MSRP $220.00. 30% off.

Low Stock

Cole Haan Glendale Jodhpur

Cole Haan Glendale Jodhpur

Brand Name: Cole Haan
Product Name: Glendale Jodhpur
Gender: Women's
Color: Black Leather/Brown
Price: $154MSRP: $220

Calvin Klein - Dezzi. Color Black Leather. On sale for $141.75. MSRP $189.00. 25% off.

Calvin Klein Dezzi

Calvin Klein Dezzi

Brand Name: Calvin Klein
Product Name: Dezzi
Gender: Women's
Color: Black Leather
Price: $141.75MSRP: $189

Calvin Klein - Dezzi. Color Light Natural Suede. On sale for $113.40. MSRP $189.00. 40% off.

Calvin Klein Dezzi

Calvin Klein Dezzi

Brand Name: Calvin Klein
Product Name: Dezzi
Gender: Women's
Color: Light Natural Suede
Price: $113.40MSRP: $189

Calvin Klein - Dezzi. Color Dark Brown Leather. On sale for $170.10. MSRP $189.00. 10% off.

Calvin Klein Dezzi

Calvin Klein Dezzi

Brand Name: Calvin Klein
Product Name: Dezzi
Gender: Women's
Color: Dark Brown Leather
Price: $170.10MSRP: $189

SKECHERS - Lovely Vibe - Moonlight. Color Black. Low Stock. On sale for $62.00. MSRP $67.00. 7% off. 4.7 out of 5 stars

Low Stock

SKECHERS Lovely Vibe - Moonlight

SKECHERS Lovely Vibe - Moonlight

Brand Name: SKECHERS
Product Name: Lovely Vibe - Moonlight
Gender: Women's
Color: Black
Price: $62MSRP: $67

Calvin Klein - Gentley. Color Black Leather. Low Stock. On sale for $103.64. MSRP $169.00. 39% off. 3.0 out of 5 stars

Low Stock

Calvin Klein Gentley

Calvin Klein Gentley

Brand Name: Calvin Klein
Product Name: Gentley
Gender: Women's
Color: Black Leather
Price: $103.64MSRP: $169

SKECHERS - Easy Going - Dreamers Move - Hands Free Slip-Ins. Color Chestnut. Low Stock. On sale for $79.61. MSRP $99.99. 20% off. 4.2 out of 5 stars

Low Stock

SKECHERS Easy Going - Dreamers Move - Hands Free Slip-Ins

SKECHERS Easy Going - Dreamers Move - Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Easy Going - Dreamers Move - Hands Free Slip-Ins
Gender: Women's
Color: Chestnut
Price: $79.61MSRP: $99.99

SKECHERS - Arch Fit Marlie - Weekend Chat. Color Black/Black. On sale for $63.42. MSRP $84.99. 25% off. 4.0 out of 5 stars

SKECHERS Arch Fit Marlie - Weekend Chat

SKECHERS Arch Fit Marlie - Weekend Chat

Brand Name: SKECHERS
Product Name: Arch Fit Marlie - Weekend Chat
Gender: Women's
Color: Black/Black
Price: $63.42MSRP: $84.99

Cole Haan - Glendale Jodhpur. Color Dark Cuoio Suede. On sale for $153.64. MSRP $220.00. 30% off.

Cole Haan Glendale Jodhpur

Cole Haan Glendale Jodhpur

Brand Name: Cole Haan
Product Name: Glendale Jodhpur
Gender: Women's
Color: Dark Cuoio Suede
Price: $153.64MSRP: $220

Cole Haan - Catherine Bootie Waterproof. Color Black Leather Waterproof. Low Stock. On sale for $118.66. MSRP $129.00. 8% off. 4.0 out of 5 stars

Low Stock

Cole Haan Catherine Bootie Waterproof

Cole Haan Catherine Bootie Waterproof

Brand Name: Cole Haan
Product Name: Catherine Bootie Waterproof
Gender: Women's
Color: Black Leather Waterproof
Price: $118.66MSRP: $129

Cole Haan - Catlyn Block Heel Bootie. Color Dark Cuoio Leather. Low Stock. On sale for $145.49. MSRP $180.00. 19% off. 3.8 out of 5 stars

Low Stock

Cole Haan Catlyn Block Heel Bootie

Cole Haan Catlyn Block Heel Bootie

Brand Name: Cole Haan
Product Name: Catlyn Block Heel Bootie
Gender: Women's
Color: Dark Cuoio Leather
Price: $145.49MSRP: $180

Cole Haan - Ramona Ankle Bootie Waterproof. Color Black Leather Waterproof. Low Stock. On sale for $163.63. MSRP $306.00. 47% off. 4.0 out of 5 stars

Low Stock

Cole Haan Ramona Ankle Bootie Waterproof

Cole Haan Ramona Ankle Bootie Waterproof

Brand Name: Cole Haan
Product Name: Ramona Ankle Bootie Waterproof
Gender: Women's
Color: Black Leather Waterproof
Price: $163.63MSRP: $306

Cole Haan - Shibley Waterproof Lug Buckle Booties. Color Tobacco Waterproof Suede. On sale for $192.89. MSRP $240.00. 20% off.

Cole Haan Shibley Waterproof Lug Buckle Booties

Cole Haan Shibley Waterproof Lug Buckle Booties

Brand Name: Cole Haan
Product Name: Shibley Waterproof Lug Buckle Booties
Gender: Women's
Color: Tobacco Waterproof Suede
Price: $192.89MSRP: $240

Cole Haan - Shibley Waterproof Lug Buckle Booties. Color Madeira Brown. Low Stock. On sale for $216.00. MSRP $240.00. 10% off.

Low Stock

Cole Haan Shibley Waterproof Lug Buckle Booties

Cole Haan Shibley Waterproof Lug Buckle Booties

Brand Name: Cole Haan
Product Name: Shibley Waterproof Lug Buckle Booties
Gender: Women's
Color: Madeira Brown
Price: $216MSRP: $240

Cole Haan - Shibley Waterproof Lug Buckle Booties. Color Black Leather. On sale for $216.00. MSRP $240.00. 10% off.

Cole Haan Shibley Waterproof Lug Buckle Booties

Cole Haan Shibley Waterproof Lug Buckle Booties

Brand Name: Cole Haan
Product Name: Shibley Waterproof Lug Buckle Booties
Gender: Women's
Color: Black Leather
Price: $216MSRP: $240

Cole Haan - Grand Ambition 2.0 Alainne Booties. Color Tobacco Suede. On sale for $154.00. MSRP $220.00. 30% off. 4.0 out of 5 stars

Cole Haan Grand Ambition 2.0 Alainne Booties

Cole Haan Grand Ambition 2.0 Alainne Booties

Brand Name: Cole Haan
Product Name: Grand Ambition 2.0 Alainne Booties
Gender: Women's
Color: Tobacco Suede
Price: $154MSRP: $220

Cole Haan - Lyndon Waterproof Lace-Up Booties. Color Golden Honey Suede Waterproof. On sale for $180.00. MSRP $225.00. 20% off. 3.5 out of 5 stars

Cole Haan Lyndon Waterproof Lace-Up Booties

Cole Haan Lyndon Waterproof Lace-Up Booties

Brand Name: Cole Haan
Product Name: Lyndon Waterproof Lace-Up Booties
Gender: Women's
Color: Golden Honey Suede Waterproof
Price: $180MSRP: $225

SKECHERS - Parallel Lite. Color Dark Taupe. On sale for $79.59. MSRP $84.99. 6% off. 3.7 out of 5 stars

SKECHERS Parallel Lite

SKECHERS Parallel Lite

Brand Name: SKECHERS
Product Name: Parallel Lite
Gender: Women's
Color: Dark Taupe
Price: $79.59MSRP: $84.99