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Boots on Sale $50 & Under

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Size 8.5 Medium Size Strappy Comfort Products

52 items found

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FLY LONDON - EMME511FLY. Color Cloud Bridle. On sale for $55.50. MSRP $185.00. 70% off. 3.8 out of 5 stars

FLY LONDON EMME511FLY

FLY LONDON EMME511FLY

Brand Name: FLY LONDON
Product Name: EMME511FLY
Gender: Women's
Color: Cloud Bridle
Price: $55.50MSRP: $185

SKECHERS - Beverlee - Cherished Aura. Color Rose Gold. On sale for $51.85. MSRP $54.99. 6% off. 3.8 out of 5 stars

SKECHERS Beverlee - Cherished Aura

SKECHERS Beverlee - Cherished Aura

Brand Name: SKECHERS
Product Name: Beverlee - Cherished Aura
Gender: Women's
Color: Rose Gold
Price: $51.85MSRP: $54.99

LifeStride - Nolita. Color Silver Faux Leather. On sale for $49.99. MSRP $69.99. 29% off. 4.0 out of 5 stars

LifeStride Nolita

LifeStride Nolita

Brand Name: LifeStride
Product Name: Nolita
Gender: Women's
Color: Silver Faux Leather
Price: $49.99MSRP: $69.99

Naturalizer - Abby Dress Sandals. Color Black Satin. On sale for $130.50. MSRP $145.00. 10% off.

Naturalizer Abby Dress Sandals

Naturalizer Abby Dress Sandals

Brand Name: Naturalizer
Product Name: Abby Dress Sandals
Gender: Women's
Color: Black Satin
Price: $130.50MSRP: $145

Naturalizer - Abby Dress Sandals. Color Turtle Dove Grey. On sale for $94.95. MSRP $120.00. 21% off.

Naturalizer Abby Dress Sandals

Naturalizer Abby Dress Sandals

Brand Name: Naturalizer
Product Name: Abby Dress Sandals
Gender: Women's
Color: Turtle Dove Grey
Price: $94.95MSRP: $120

Cobb Hill - Aubrey. Color New Khaki Multi. On sale for $119.79. MSRP $124.95. 4% off. 4.4 out of 5 stars

Cobb Hill Aubrey

Cobb Hill Aubrey

Brand Name: Cobb Hill
Product Name: Aubrey
Gender: Women's
Color: New Khaki Multi
Price: $119.79MSRP: $124.95

LifeStride - Memories. Color Silver. Low Stock. On sale for $86.86. MSRP $109.99. 21% off. 4.1 out of 5 stars

Low Stock

LifeStride Memories

LifeStride Memories

Brand Name: LifeStride
Product Name: Memories
Gender: Women's
Color: Silver
Price: $86.86MSRP: $109.99

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

VIONIC - Nora Strappy Sandals. Color Black Leather. On sale for $139.50. MSRP $155.00. 10% off. 3.0 out of 5 stars

VIONIC Nora Strappy Sandals

VIONIC Nora Strappy Sandals

Brand Name: VIONIC
Product Name: Nora Strappy Sandals
Gender: Women's
Color: Black Leather
Price: $139.50MSRP: $155

VIONIC - Nora Strappy Sandals. Color Gold Leather. On sale for $108.50. MSRP $155.00. 30% off. 3.0 out of 5 stars

VIONIC Nora Strappy Sandals

VIONIC Nora Strappy Sandals

Brand Name: VIONIC
Product Name: Nora Strappy Sandals
Gender: Women's
Color: Gold Leather
Price: $108.50MSRP: $155

VIONIC - Nora Strappy Sandals. Color Lucid Beige Multi. On sale for $93.00. MSRP $155.00. 40% off. 3.0 out of 5 stars

VIONIC Nora Strappy Sandals

VIONIC Nora Strappy Sandals

Brand Name: VIONIC
Product Name: Nora Strappy Sandals
Gender: Women's
Color: Lucid Beige Multi
Price: $93MSRP: $155

David Tate - Wed. Color Black. On sale for $68.93. MSRP $114.95. 40% off. 3.2 out of 5 stars

David Tate Wed

David Tate Wed

Brand Name: David Tate
Product Name: Wed
Gender: Women's
Color: Black
Price: $68.93MSRP: $114.95

David Tate - Wed. Color Silver. On sale for $68.62. MSRP $114.95. 40% off. 3.2 out of 5 stars

David Tate Wed

David Tate Wed

Brand Name: David Tate
Product Name: Wed
Gender: Women's
Color: Silver
Price: $68.62MSRP: $114.95

VIONIC - Chardonnay Strappy Sandals. Color Navy Blazer Suede. On sale for $139.50. MSRP $155.00. 10% off. 3.3 out of 5 stars

VIONIC Chardonnay Strappy Sandals

VIONIC Chardonnay Strappy Sandals

Brand Name: VIONIC
Product Name: Chardonnay Strappy Sandals
Gender: Women's
Color: Navy Blazer Suede
Price: $139.50MSRP: $155

Naturalizer - Delphie Strappy Sandals. Color Cranberry Red Leather. On sale for $153.00. MSRP $170.00. 10% off.

Naturalizer Delphie Strappy Sandals

Naturalizer Delphie Strappy Sandals

Brand Name: Naturalizer
Product Name: Delphie Strappy Sandals
Gender: Women's
Color: Cranberry Red Leather
Price: $153MSRP: $170

Naturalizer - Delphie Strappy Sandals. Color Caramel Brown Leather. On sale for $113.90. MSRP $170.00. 33% off.

Naturalizer Delphie Strappy Sandals

Naturalizer Delphie Strappy Sandals

Brand Name: Naturalizer
Product Name: Delphie Strappy Sandals
Gender: Women's
Color: Caramel Brown Leather
Price: $113.90MSRP: $170

Cobb Hill - Aubrey. Color Black. On sale for $114.95. MSRP $124.95. 8% off. 4.4 out of 5 stars

Cobb Hill Aubrey

Cobb Hill Aubrey

Brand Name: Cobb Hill
Product Name: Aubrey
Gender: Women's
Color: Black
Price: $114.95MSRP: $124.95

Rockport - Bessa. Color Cognac Leather. On sale for $107.49. MSRP $129.95. 17% off.

Rockport Bessa

Rockport Bessa

Brand Name: Rockport
Product Name: Bessa
Gender: Women's
Color: Cognac Leather
Price: $107.49MSRP: $129.95

Rockport - Bessa. Color Black Leather. On sale for $95.56. MSRP $129.95. 26% off.

Rockport Bessa

Rockport Bessa

Brand Name: Rockport
Product Name: Bessa
Gender: Women's
Color: Black Leather
Price: $95.56MSRP: $129.95

SKECHERS - Brystol - Night Skies. Color Luggage. On sale for $44.99. MSRP $59.95. 25% off. 3.9 out of 5 stars

SKECHERS Brystol - Night Skies

SKECHERS Brystol - Night Skies

Brand Name: SKECHERS
Product Name: Brystol - Night Skies
Gender: Women's
Color: Luggage
Price: $44.99MSRP: $59.95

SKECHERS - Brystol - Night Skies. Color Black. On sale for $44.99. MSRP $59.95. 25% off. 3.9 out of 5 stars

SKECHERS Brystol - Night Skies

SKECHERS Brystol - Night Skies

Brand Name: SKECHERS
Product Name: Brystol - Night Skies
Gender: Women's
Color: Black
Price: $44.99MSRP: $59.95

SKECHERS - Brystol - Night Skies. Color White. On sale for $52.80. MSRP $59.95. 12% off. 3.9 out of 5 stars

SKECHERS Brystol - Night Skies

SKECHERS Brystol - Night Skies

Brand Name: SKECHERS
Product Name: Brystol - Night Skies
Gender: Women's
Color: White
Price: $52.80MSRP: $59.95

Eric Michael - Colleen. Color Black. On sale for $38.73. MSRP $154.95. 75% off. 3.0 out of 5 stars

Eric Michael Colleen

Eric Michael Colleen

Brand Name: Eric Michael
Product Name: Colleen
Gender: Women's
Color: Black
Price: $38.73MSRP: $154.95

Dr. Scholl's - Just Cute. Color Lavender Fabric. On sale for $44.05. MSRP $90.00. 51% off. 3.4 out of 5 stars

Dr. Scholl's Just Cute

Dr. Scholl's Just Cute

Brand Name: Dr. Scholl's
Product Name: Just Cute
Gender: Women's
Color: Lavender Fabric
Price: $44.05MSRP: $90

Clarks - Merliah Bonita. Color Sand Leather. On sale for $55.85. MSRP $85.00. 34% off. 3.0 out of 5 stars

Clarks Merliah Bonita

Clarks Merliah Bonita

Brand Name: Clarks
Product Name: Merliah Bonita
Gender: Women's
Color: Sand Leather
Price: $55.85MSRP: $85

PIKOLINOS - Canarias W8W-1778. Color Nata. Low Stock. On sale for $90.00. MSRP $180.00. 50% off. 4.8 out of 5 stars

Low Stock

PIKOLINOS Canarias W8W-1778

PIKOLINOS Canarias W8W-1778

Brand Name: PIKOLINOS
Product Name: Canarias W8W-1778
Gender: Women's
Color: Nata
Price: $90MSRP: $180

Eric Michael - Colleen. Color White. On sale for $46.48. MSRP $154.95. 70% off. 3.0 out of 5 stars

Eric Michael Colleen

Eric Michael Colleen

Brand Name: Eric Michael
Product Name: Colleen
Gender: Women's
Color: White
Price: $46.48MSRP: $154.95

Eric Michael - Colleen. Color Brown. Low Stock. On sale for $46.48. MSRP $154.95. 70% off. 3.0 out of 5 stars

Low Stock

Eric Michael Colleen

Eric Michael Colleen

Brand Name: Eric Michael
Product Name: Colleen
Gender: Women's
Color: Brown
Price: $46.48MSRP: $154.95

Josef Seibel - Clea 14. Color Black Belluno/Belluno. Low Stock. On sale for $45.00. MSRP $150.00. 70% off. 4.4 out of 5 stars

Low Stock

Josef Seibel Clea 14

Josef Seibel Clea 14

Brand Name: Josef Seibel
Product Name: Clea 14
Gender: Women's
Color: Black Belluno/Belluno
Price: $45MSRP: $150

Rockport - Anala. Color Dusty Rose Leather. On sale for $78.00. MSRP $129.95. 40% off. 3.7 out of 5 stars

Rockport Anala

Rockport Anala

Brand Name: Rockport
Product Name: Anala
Gender: Women's
Color: Dusty Rose Leather
Price: $78MSRP: $129.95

Rockport - Anala. Color Black Leather. On sale for $100.12. MSRP $129.95. 23% off. 3.7 out of 5 stars

Rockport Anala

Rockport Anala

Brand Name: Rockport
Product Name: Anala
Gender: Women's
Color: Black Leather
Price: $100.12MSRP: $129.95

Naturalizer - 27 Edit Peyton. Color Black/Tan. On sale for $90.00. MSRP $150.00. 40% off. 5.0 out of 5 stars

Naturalizer 27 Edit Peyton

Naturalizer 27 Edit Peyton

Brand Name: Naturalizer
Product Name: 27 Edit Peyton
Gender: Women's
Color: Black/Tan
Price: $90MSRP: $150

Sofft - Scarlet. Color Black Metallic. On sale for $34.99. MSRP $144.95. 76% off. 3.5 out of 5 stars

Sofft Scarlet

Sofft Scarlet

Brand Name: Sofft
Product Name: Scarlet
Gender: Women's
Color: Black Metallic
Price: $34.99MSRP: $144.95

Naturalizer - Pnina Tornai for Naturalizer - Love 2. Color White. Low Stock. On sale for $82.48. MSRP $275.00. 70% off. 3.3 out of 5 stars

Low Stock

Naturalizer Pnina Tornai for Naturalizer - Love 2

Naturalizer Pnina Tornai for Naturalizer - Love 2

Brand Name: Naturalizer
Product Name: Pnina Tornai for Naturalizer - Love 2
Gender: Women's
Color: White
Price: $82.48MSRP: $275

LifeStride - Joy 2 Strappy Sandals. Color Black Fabric. On sale for $64.96. MSRP $99.99. 35% off. 3.0 out of 5 stars

LifeStride Joy 2 Strappy Sandals

LifeStride Joy 2 Strappy Sandals

Brand Name: LifeStride
Product Name: Joy 2 Strappy Sandals
Gender: Women's
Color: Black Fabric
Price: $64.96MSRP: $99.99

Rockport - Anala. Color Ivory Leather. On sale for $78.00. MSRP $129.95. 40% off. 3.7 out of 5 stars

Rockport Anala

Rockport Anala

Brand Name: Rockport
Product Name: Anala
Gender: Women's
Color: Ivory Leather
Price: $78MSRP: $129.95

Rockport - Anala. Color Cognac Leather. On sale for $78.00. MSRP $129.95. 40% off. 3.7 out of 5 stars

Rockport Anala

Rockport Anala

Brand Name: Rockport
Product Name: Anala
Gender: Women's
Color: Cognac Leather
Price: $78MSRP: $129.95

LifeStride - Heritage Strappy Block Heel Dress Sandals. Color Cream. On sale for $73.93. MSRP $89.99. 18% off. 3.6 out of 5 stars

LifeStride Heritage Strappy Block Heel Dress Sandals

LifeStride Heritage Strappy Block Heel Dress Sandals

Brand Name: LifeStride
Product Name: Heritage Strappy Block Heel Dress Sandals
Gender: Women's
Color: Cream
Price: $73.93MSRP: $89.99

LifeStride - Heritage Strappy Block Heel Dress Sandals. Color Tan. Low Stock. On sale for $49.99. MSRP $89.99. 44% off. 3.6 out of 5 stars

Low Stock

LifeStride Heritage Strappy Block Heel Dress Sandals

LifeStride Heritage Strappy Block Heel Dress Sandals

Brand Name: LifeStride
Product Name: Heritage Strappy Block Heel Dress Sandals
Gender: Women's
Color: Tan
Price: $49.99MSRP: $89.99

LifeStride - Nolita. Color Bone Faux Leather. On sale for $48.00. MSRP $69.99. 31% off. 4.0 out of 5 stars

LifeStride Nolita

LifeStride Nolita

Brand Name: LifeStride
Product Name: Nolita
Gender: Women's
Color: Bone Faux Leather
Price: $48MSRP: $69.99

LifeStride - Nolita. Color Taupe Multi Faux Leather. On sale for $48.98. MSRP $79.99. 39% off. 4.0 out of 5 stars

LifeStride Nolita

LifeStride Nolita

Brand Name: LifeStride
Product Name: Nolita
Gender: Women's
Color: Taupe Multi Faux Leather
Price: $48.98MSRP: $79.99

Sofft - Scarlet. Color Champagne Metallic. On sale for $34.99. MSRP $144.95. 76% off. 3.5 out of 5 stars

Sofft Scarlet

Sofft Scarlet

Brand Name: Sofft
Product Name: Scarlet
Gender: Women's
Color: Champagne Metallic
Price: $34.99MSRP: $144.95

Easy Street - Como. Color White. Low Stock. On sale for $54.97. MSRP $64.99. 15% off. 3.6 out of 5 stars

Low Stock

Easy Street Como

Easy Street Como

Brand Name: Easy Street
Product Name: Como
Gender: Women's
Color: White
Price: $54.97MSRP: $64.99

Naturalizer - Vanessa. Color Silver Fab Fabric. Low Stock. $120.00. 4.0 out of 5 stars

Low Stock

Naturalizer Vanessa

Naturalizer Vanessa

Brand Name: Naturalizer
Product Name: Vanessa
Gender: Women's
Color: Silver Fab Fabric
Price: $120

Naturalizer - June Strappy Low Block Heel Dress Sandal. Color Silver Faux Leather. On sale for $60.00. MSRP $120.00. 50% off. 3.7 out of 5 stars

Naturalizer June Strappy Low Block Heel Dress Sandal

Naturalizer June Strappy Low Block Heel Dress Sandal

Brand Name: Naturalizer
Product Name: June Strappy Low Block Heel Dress Sandal
Gender: Women's
Color: Silver Faux Leather
Price: $60MSRP: $120

Eric Michael - Chili. Color Blue. Low Stock. On sale for $47.70. MSRP $159.00. 70% off. 3.7 out of 5 stars

Low Stock

Eric Michael Chili

Eric Michael Chili

Brand Name: Eric Michael
Product Name: Chili
Gender: Women's
Color: Blue
Price: $47.70MSRP: $159

Eric Michael - Helsinki. Color Navy. Low Stock. On sale for $43.50. MSRP $145.00. 70% off.

Low Stock

Eric Michael Helsinki

Eric Michael Helsinki

Brand Name: Eric Michael
Product Name: Helsinki
Gender: Women's
Color: Navy
Price: $43.50MSRP: $145

Sofft - Innis. Color Gold/Natural Cork. On sale for $54.97. MSRP $109.95. 50% off. 4.2 out of 5 stars

Sofft Innis

Sofft Innis

Brand Name: Sofft
Product Name: Innis
Gender: Women's
Color: Gold/Natural Cork
Price: $54.97MSRP: $109.95

Naturalizer - Abby Dress Sandals. Color Chocolate Satin. On sale for $127.93. MSRP $145.00. 12% off.

Naturalizer Abby Dress Sandals

Naturalizer Abby Dress Sandals

Brand Name: Naturalizer
Product Name: Abby Dress Sandals
Gender: Women's
Color: Chocolate Satin
Price: $127.93MSRP: $145

Rockport - Qwyn. Color Black Leather. On sale for $49.99. MSRP $119.95. 58% off. 2.0 out of 5 stars

Rockport Qwyn

Rockport Qwyn

Brand Name: Rockport
Product Name: Qwyn
Gender: Women's
Color: Black Leather
Price: $49.99MSRP: $119.95

Rockport - Qwyn. Color Medium Natural Leather. On sale for $80.07. MSRP $119.95. 33% off. 2.0 out of 5 stars

Rockport Qwyn

Rockport Qwyn

Brand Name: Rockport
Product Name: Qwyn
Gender: Women's
Color: Medium Natural Leather
Price: $80.07MSRP: $119.95