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Boots on Sale $50 & Under

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Size 8.5 Leather Comfort Shoes On Sale

1661 items found

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Naturalizer - Keelboat. Color Coastal Tan. On sale for $90.02. MSRP $115.00. 22% off. 4.0 out of 5 stars

Naturalizer Keelboat

Naturalizer Keelboat

Brand Name: Naturalizer
Product Name: Keelboat
Gender: Women's
Color: Coastal Tan
Price: $90.02MSRP: $115

Naturalizer - Keelboat. Color Ice Blue Suede. On sale for $80.16. MSRP $115.00. 30% off. 4.0 out of 5 stars

Naturalizer Keelboat

Naturalizer Keelboat

Brand Name: Naturalizer
Product Name: Keelboat
Gender: Women's
Color: Ice Blue Suede
Price: $80.16MSRP: $115

Naturalizer - Genevieve. Color Cameo Blush Pink Leather. On sale for $72.15. MSRP $99.00. 27% off. 2.0 out of 5 stars

Naturalizer Genevieve

Naturalizer Genevieve

Brand Name: Naturalizer
Product Name: Genevieve
Gender: Women's
Color: Cameo Blush Pink Leather
Price: $72.15MSRP: $99

Naturalizer - Genevieve. Color Pistachio. On sale for $76.93. MSRP $99.00. 22% off. 2.0 out of 5 stars

Naturalizer Genevieve

Naturalizer Genevieve

Brand Name: Naturalizer
Product Name: Genevieve
Gender: Women's
Color: Pistachio
Price: $76.93MSRP: $99

Keds - Jump Kick T-Toe. Color Cream/Taupe Leather/Suede. On sale for $52.50. MSRP $70.00. 25% off.

Keds Jump Kick T-Toe

Keds Jump Kick T-Toe

Brand Name: Keds
Product Name: Jump Kick T-Toe
Gender: Women's
Color: Cream/Taupe Leather/Suede
Price: $52.50MSRP: $70

Naturalizer - Jovie. Color Warm White Lizard Pattern Leather. On sale for $97.26. MSRP $130.00. 25% off. 2.7 out of 5 stars

Naturalizer Jovie

Naturalizer Jovie

Brand Name: Naturalizer
Product Name: Jovie
Gender: Women's
Color: Warm White Lizard Pattern Leather
Price: $97.26MSRP: $130

Naturalizer - Keelboat. Color Soft Gold Leather. On sale for $80.37. MSRP $115.00. 30% off. 4.0 out of 5 stars

Naturalizer Keelboat

Naturalizer Keelboat

Brand Name: Naturalizer
Product Name: Keelboat
Gender: Women's
Color: Soft Gold Leather
Price: $80.37MSRP: $115

Naturalizer - Genevieve. Color Black Leather. On sale for $49.99. MSRP $99.00. 50% off. 2.0 out of 5 stars

Naturalizer Genevieve

Naturalizer Genevieve

Brand Name: Naturalizer
Product Name: Genevieve
Gender: Women's
Color: Black Leather
Price: $49.99MSRP: $99

Naturalizer - Blossom. Color Digital Mist Grey Leather & Fabric. On sale for $74.36. MSRP $115.00. 35% off. 2.0 out of 5 stars

Naturalizer Blossom

Naturalizer Blossom

Brand Name: Naturalizer
Product Name: Blossom
Gender: Women's
Color: Digital Mist Grey Leather & Fabric
Price: $74.36MSRP: $115

Naturalizer - Kateri. Color Future Dusk Blue Leather. On sale for $49.99. MSRP $115.00. 57% off. 4.0 out of 5 stars

Naturalizer Kateri

Naturalizer Kateri

Brand Name: Naturalizer
Product Name: Kateri
Gender: Women's
Color: Future Dusk Blue Leather
Price: $49.99MSRP: $115

Naturalizer - Keelboat. Color English Tea Brown Suede. On sale for $82.30. MSRP $115.00. 28% off. 4.0 out of 5 stars

Naturalizer Keelboat

Naturalizer Keelboat

Brand Name: Naturalizer
Product Name: Keelboat
Gender: Women's
Color: English Tea Brown Suede
Price: $82.30MSRP: $115

Naturalizer - Genevieve2. Color Sunset Coral Pink Woven Leather. On sale for $73.23. MSRP $99.00. 26% off.

Naturalizer Genevieve2

Naturalizer Genevieve2

Brand Name: Naturalizer
Product Name: Genevieve2
Gender: Women's
Color: Sunset Coral Pink Woven Leather
Price: $73.23MSRP: $99

Naturalizer - Ida2. Color Silver Faux Leather. On sale for $91.00. MSRP $130.00. 30% off.

Naturalizer Ida2

Naturalizer Ida2

Brand Name: Naturalizer
Product Name: Ida2
Gender: Women's
Color: Silver Faux Leather
Price: $91MSRP: $130

Naturalizer - 27 Edit Carla Mule. Color Warm White. On sale for $72.00. MSRP $120.00. 40% off. 4.0 out of 5 stars

Naturalizer 27 Edit Carla Mule

Naturalizer 27 Edit Carla Mule

Brand Name: Naturalizer
Product Name: 27 Edit Carla Mule
Gender: Women's
Color: Warm White
Price: $72MSRP: $120

Vaneli - Cindy. Color Black Nappa. On sale for $166.50. MSRP $185.00. 10% off. 5.0 out of 5 stars

Vaneli Cindy

Vaneli Cindy

Brand Name: Vaneli
Product Name: Cindy
Gender: Women's
Color: Black Nappa
Price: $166.50MSRP: $185

Vaneli - Fadela. Color Black Nappa/Patent. On sale for $175.50. MSRP $195.00. 10% off. 5.0 out of 5 stars

Vaneli Fadela

Vaneli Fadela

Brand Name: Vaneli
Product Name: Fadela
Gender: Women's
Color: Black Nappa/Patent
Price: $175.50MSRP: $195

Vaneli - Ying. Color White Nappa/Nude Suede Combo. On sale for $175.50. MSRP $195.00. 10% off.

Vaneli Ying

Vaneli Ying

Brand Name: Vaneli
Product Name: Ying
Gender: Women's
Color: White Nappa/Nude Suede Combo
Price: $175.50MSRP: $195

Vaneli - Flash. Color Bronze Lisa/Mandola Austin. On sale for $193.50. MSRP $215.00. 10% off.

Vaneli Flash

Vaneli Flash

Brand Name: Vaneli
Product Name: Flash
Gender: Women's
Color: Bronze Lisa/Mandola Austin
Price: $193.50MSRP: $215

VIONIC - Winny Knit. Color Navy Blazer. Low Stock. On sale for $74.25. MSRP $135.00. 45% off. 1.7 out of 5 stars

Low Stock

VIONIC Winny Knit

VIONIC Winny Knit

Brand Name: VIONIC
Product Name: Winny Knit
Gender: Women's
Color: Navy Blazer
Price: $74.25MSRP: $135

Vaneli - Cindy. Color Navy Nappa. On sale for $111.00. MSRP $185.00. 40% off. 5.0 out of 5 stars

Vaneli Cindy

Vaneli Cindy

Brand Name: Vaneli
Product Name: Cindy
Gender: Women's
Color: Navy Nappa
Price: $111MSRP: $185

Vaneli - Mary. Color Black Preston. On sale for $175.50. MSRP $195.00. 10% off.

Vaneli Mary

Vaneli Mary

Brand Name: Vaneli
Product Name: Mary
Gender: Women's
Color: Black Preston
Price: $175.50MSRP: $195

Vaneli - Mary. Color Bronze Lisa. On sale for $175.50. MSRP $195.00. 10% off.

Vaneli Mary

Vaneli Mary

Brand Name: Vaneli
Product Name: Mary
Gender: Women's
Color: Bronze Lisa
Price: $175.50MSRP: $195

Sofft - Mirabelle. Color Black M-Vege. On sale for $65.97. MSRP $119.95. 45% off. 4.3 out of 5 stars

Sofft Mirabelle

Sofft Mirabelle

Brand Name: Sofft
Product Name: Mirabelle
Gender: Women's
Color: Black M-Vege
Price: $65.97MSRP: $119.95

Sofft - Mirabelle. Color Anthracite Grid Metallic. On sale for $53.97. MSRP $119.95. 55% off. 4.3 out of 5 stars

Sofft Mirabelle

Sofft Mirabelle

Brand Name: Sofft
Product Name: Mirabelle
Gender: Women's
Color: Anthracite Grid Metallic
Price: $53.97MSRP: $119.95

Naturalizer - Jessie. Color Black Leather. On sale for $134.99. MSRP $270.00. 50% off. 3.7 out of 5 stars

Naturalizer Jessie

Naturalizer Jessie

Brand Name: Naturalizer
Product Name: Jessie
Gender: Women's
Color: Black Leather
Price: $134.99MSRP: $270

Naturalizer - Jessie Wide Calf. Color Chocolate Wide Calf Leather. On sale for $134.99. MSRP $270.00. 50% off. 3.9 out of 5 stars

Naturalizer Jessie Wide Calf

Naturalizer Jessie Wide Calf

Brand Name: Naturalizer
Product Name: Jessie Wide Calf
Gender: Women's
Color: Chocolate Wide Calf Leather
Price: $134.99MSRP: $270

Sofft - Vaya. Color Beige. On sale for $80.46. MSRP $114.95. 30% off. 4.2 out of 5 stars

Sofft Vaya

Sofft Vaya

Brand Name: Sofft
Product Name: Vaya
Gender: Women's
Color: Beige
Price: $80.46MSRP: $114.95

Naturalizer - Vera-Woven. Color Pottery. Low Stock. On sale for $37.48. MSRP $125.00. 70% off. 4.1 out of 5 stars

Low Stock

Naturalizer Vera-Woven

Naturalizer Vera-Woven

Brand Name: Naturalizer
Product Name: Vera-Woven
Gender: Women's
Color: Pottery
Price: $37.48MSRP: $125

Josef Seibel - Catalonia 86. Color Cognac/Multi Nappa. On sale for $91.00. MSRP $130.00. 30% off. 4.6 out of 5 stars

Josef Seibel Catalonia 86

Josef Seibel Catalonia 86

Brand Name: Josef Seibel
Product Name: Catalonia 86
Gender: Women's
Color: Cognac/Multi Nappa
Price: $91MSRP: $130

Josef Seibel - Quinn 01. Color Platin Antikmetallic. On sale for $84.00. MSRP $140.00. 40% off. 4.2 out of 5 stars

Josef Seibel Quinn 01

Josef Seibel Quinn 01

Brand Name: Josef Seibel
Product Name: Quinn 01
Gender: Women's
Color: Platin Antikmetallic
Price: $84MSRP: $140

Josef Seibel - Quinn 05. Color Black Softnubuk. On sale for $72.50. MSRP $145.00. 50% off. 3.0 out of 5 stars

Josef Seibel Quinn 05

Josef Seibel Quinn 05

Brand Name: Josef Seibel
Product Name: Quinn 05
Gender: Women's
Color: Black Softnubuk
Price: $72.50MSRP: $145

Josef Seibel - Quinn 05. Color Beige Softnubuk. Low Stock. On sale for $43.50. MSRP $145.00. 70% off. 3.0 out of 5 stars

Low Stock

Josef Seibel Quinn 05

Josef Seibel Quinn 05

Brand Name: Josef Seibel
Product Name: Quinn 05
Gender: Women's
Color: Beige Softnubuk
Price: $43.50MSRP: $145

Vaneli - Catlee. Color Denim Linelast. On sale for $92.50. MSRP $185.00. 50% off. 4.3 out of 5 stars

Vaneli Catlee

Vaneli Catlee

Brand Name: Vaneli
Product Name: Catlee
Gender: Women's
Color: Denim Linelast
Price: $92.50MSRP: $185

Vaneli - Mina. Color Orange Suede/Nat Raffia. Low Stock. On sale for $52.50. MSRP $175.00. 70% off. 3.0 out of 5 stars

Low Stock

Vaneli Mina

Vaneli Mina

Brand Name: Vaneli
Product Name: Mina
Gender: Women's
Color: Orange Suede/Nat Raffia
Price: $52.50MSRP: $175

Vaneli - Mina. Color Black Suede/Nat Raffia. Low Stock. On sale for $52.48. MSRP $175.00. 70% off. 3.0 out of 5 stars

Low Stock

Vaneli Mina

Vaneli Mina

Brand Name: Vaneli
Product Name: Mina
Gender: Women's
Color: Black Suede/Nat Raffia
Price: $52.48MSRP: $175

Vaneli - Mina. Color Military Suede/Nat Raffia. Low Stock. On sale for $52.48. MSRP $175.00. 70% off. 3.0 out of 5 stars

Low Stock

Vaneli Mina

Vaneli Mina

Brand Name: Vaneli
Product Name: Mina
Gender: Women's
Color: Military Suede/Nat Raffia
Price: $52.48MSRP: $175

LifeStride - Zee Loafer. Color Dark Chocolate. Low Stock. On sale for $49.59. MSRP $79.99. 38% off. 5.0 out of 5 stars

Low Stock

LifeStride Zee Loafer

LifeStride Zee Loafer

Brand Name: LifeStride
Product Name: Zee Loafer
Gender: Women's
Color: Dark Chocolate
Price: $49.59MSRP: $79.99

Josef Seibel - Pippa 76. Color Taupe. On sale for $106.25. MSRP $125.00. 15% off. 3.5 out of 5 stars

Josef Seibel Pippa 76

Josef Seibel Pippa 76

Brand Name: Josef Seibel
Product Name: Pippa 76
Gender: Women's
Color: Taupe
Price: $106.25MSRP: $125

VIONIC - Kearny Lace Up Oxfords. Color Gold Metal Leather. On sale for $144.00. MSRP $160.00. 10% off. 4.1 out of 5 stars

VIONIC Kearny Lace Up Oxfords

VIONIC Kearny Lace Up Oxfords

Brand Name: VIONIC
Product Name: Kearny Lace Up Oxfords
Gender: Women's
Color: Gold Metal Leather
Price: $144MSRP: $160

FLY LONDON - DAIF216FLY. Color Silver. On sale for $126.00. MSRP $210.00. 40% off.

FLY LONDON DAIF216FLY

FLY LONDON DAIF216FLY

Brand Name: FLY LONDON
Product Name: DAIF216FLY
Gender: Women's
Color: Silver
Price: $126MSRP: $210

Sofft - Mirabelle. Color Navy Blue. On sale for $59.97. MSRP $119.95. 50% off. 4.3 out of 5 stars

Sofft Mirabelle

Sofft Mirabelle

Brand Name: Sofft
Product Name: Mirabelle
Gender: Women's
Color: Navy Blue
Price: $59.97MSRP: $119.95

Mephisto - Nikita. Color Light Grey. Low Stock. On sale for $239.12. MSRP $298.90. 20% off. 3.2 out of 5 stars

Low Stock

Mephisto Nikita

Mephisto Nikita

Brand Name: Mephisto
Product Name: Nikita
Gender: Women's
Color: Light Grey
Price: $239.12MSRP: $298.90

Trotters - Dakota. Color Ivory. On sale for $90.96. MSRP $129.95. 30% off. 2.9 out of 5 stars

Trotters Dakota

Trotters Dakota

Brand Name: Trotters
Product Name: Dakota
Gender: Women's
Color: Ivory
Price: $90.96MSRP: $129.95

Trotters - Dakota. Color Taupe Suede. On sale for $64.97. MSRP $129.95. 50% off. 2.9 out of 5 stars

Trotters Dakota

Trotters Dakota

Brand Name: Trotters
Product Name: Dakota
Gender: Women's
Color: Taupe Suede
Price: $64.97MSRP: $129.95

Trotters - Poppy. Color Champagne. On sale for $80.46. MSRP $114.95. 30% off. 4.2 out of 5 stars

Trotters Poppy

Trotters Poppy

Brand Name: Trotters
Product Name: Poppy
Gender: Women's
Color: Champagne
Price: $80.46MSRP: $114.95

Trotters - Evelyn. Color Ivory. On sale for $97.50. MSRP $130.00. 25% off. 3.9 out of 5 stars

Trotters Evelyn

Trotters Evelyn

Brand Name: Trotters
Product Name: Evelyn
Gender: Women's
Color: Ivory
Price: $97.50MSRP: $130

Taos Footwear - Fame. Color Petrol Blue. On sale for $96.25. MSRP $175.00. 45% off. 3.8 out of 5 stars

Taos Footwear Fame

Taos Footwear Fame

Brand Name: Taos Footwear
Product Name: Fame
Gender: Women's
Color: Petrol Blue
Price: $96.25MSRP: $175

FLY LONDON - CEFI270FLY. Color Black. On sale for $78.00. MSRP $260.00. 70% off. 5.0 out of 5 stars

FLY LONDON CEFI270FLY

FLY LONDON CEFI270FLY

Brand Name: FLY LONDON
Product Name: CEFI270FLY
Gender: Women's
Color: Black
Price: $78MSRP: $260

Naturalizer - Banks. Color Leopard Print Faux Leather. Low Stock. On sale for $126.00. MSRP $140.00. 10% off. 4.3 out of 5 stars

Low Stock

Naturalizer Banks

Naturalizer Banks

Brand Name: Naturalizer
Product Name: Banks
Gender: Women's
Color: Leopard Print Faux Leather
Price: $126MSRP: $140

LifeStride - Waverly Sandals. Color Silver Faux Leather. On sale for $42.05. MSRP $69.99. 40% off. 3.0 out of 5 stars

LifeStride Waverly Sandals

LifeStride Waverly Sandals

Brand Name: LifeStride
Product Name: Waverly Sandals
Gender: Women's
Color: Silver Faux Leather
Price: $42.05MSRP: $69.99

LifeStride - Waverly Sandals. Color Black Faux Leather. On sale for $41.99. MSRP $69.99. 40% off. 3.0 out of 5 stars

LifeStride Waverly Sandals

LifeStride Waverly Sandals

Brand Name: LifeStride
Product Name: Waverly Sandals
Gender: Women's
Color: Black Faux Leather
Price: $41.99MSRP: $69.99

Eric Michael - Willow. Color Tan. On sale for $54.00. MSRP $135.00. 60% off. 4.5 out of 5 stars

Eric Michael Willow

Eric Michael Willow

Brand Name: Eric Michael
Product Name: Willow
Gender: Women's
Color: Tan
Price: $54MSRP: $135

Eric Michael - Willow. Color Black. On sale for $54.00. MSRP $135.00. 60% off. 4.5 out of 5 stars

Eric Michael Willow

Eric Michael Willow

Brand Name: Eric Michael
Product Name: Willow
Gender: Women's
Color: Black
Price: $54MSRP: $135

LifeStride - Waverly Sandals. Color Coral Pink Faux Leather. On sale for $48.48. MSRP $69.99. 31% off. 3.0 out of 5 stars

LifeStride Waverly Sandals

LifeStride Waverly Sandals

Brand Name: LifeStride
Product Name: Waverly Sandals
Gender: Women's
Color: Coral Pink Faux Leather
Price: $48.48MSRP: $69.99

LifeStride - Waverly Sandals. Color Inca Gold Faux Leather. On sale for $41.99. MSRP $69.99. 40% off. 3.0 out of 5 stars

LifeStride Waverly Sandals

LifeStride Waverly Sandals

Brand Name: LifeStride
Product Name: Waverly Sandals
Gender: Women's
Color: Inca Gold Faux Leather
Price: $41.99MSRP: $69.99

LifeStride - Jorie Skimmers. Color Bone Faux Leather. On sale for $42.73. MSRP $69.99. 39% off. 3.2 out of 5 stars

LifeStride Jorie Skimmers

LifeStride Jorie Skimmers

Brand Name: LifeStride
Product Name: Jorie Skimmers
Gender: Women's
Color: Bone Faux Leather
Price: $42.73MSRP: $69.99

LifeStride - Kayden Espadrille. Color Black Fabric. On sale for $47.99. MSRP $89.99. 47% off. 3.0 out of 5 stars

LifeStride Kayden Espadrille

LifeStride Kayden Espadrille

Brand Name: LifeStride
Product Name: Kayden Espadrille
Gender: Women's
Color: Black Fabric
Price: $47.99MSRP: $89.99

LifeStride - Kayden Espadrille. Color Natural Tan Fabric. On sale for $56.40. MSRP $79.99. 29% off. 3.0 out of 5 stars

LifeStride Kayden Espadrille

LifeStride Kayden Espadrille

Brand Name: LifeStride
Product Name: Kayden Espadrille
Gender: Women's
Color: Natural Tan Fabric
Price: $56.40MSRP: $79.99

LifeStride - Kayden Espadrille. Color Tan Fabric. On sale for $53.99. MSRP $79.99. 33% off. 3.0 out of 5 stars

LifeStride Kayden Espadrille

LifeStride Kayden Espadrille

Brand Name: LifeStride
Product Name: Kayden Espadrille
Gender: Women's
Color: Tan Fabric
Price: $53.99MSRP: $79.99

LifeStride - Waverly Sandals. Color Stone Beige Faux Leather. On sale for $51.85. MSRP $69.99. 26% off. 3.0 out of 5 stars

LifeStride Waverly Sandals

LifeStride Waverly Sandals

Brand Name: LifeStride
Product Name: Waverly Sandals
Gender: Women's
Color: Stone Beige Faux Leather
Price: $51.85MSRP: $69.99

Alegria - Caiti. Color Loam. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 3.9 out of 5 stars

Low Stock

Alegria Caiti

Alegria Caiti

Brand Name: Alegria
Product Name: Caiti
Gender: Women's
Color: Loam
Price: $105MSRP: $150

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