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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Comfort Jessica Simpson On Sale Products

25 items found

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Jessica Simpson - Welina Slouch Bootie. Color Granada. Low Stock. On sale for $66.23. MSRP $99.00. 33% off.

Low Stock

Jessica Simpson Welina Slouch Bootie

Jessica Simpson Welina Slouch Bootie

Brand Name: Jessica Simpson
Product Name: Welina Slouch Bootie
Gender: Women's
Color: Granada
Price: $66.23MSRP: $99

Jessica Simpson - Lovienn Pointed Toe Wide Calf Knee Boots. Color Golden Copper. Low Stock. On sale for $103.25. MSRP $159.00. 35% off.

Low Stock

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Wide Calf Knee Boots
Gender: Women's
Color: Golden Copper
Price: $103.25MSRP: $159

Jessica Simpson - Welina Slouch Bootie. Color Black. Low Stock. On sale for $64.99. MSRP $99.00. 34% off.

Low Stock

Jessica Simpson Welina Slouch Bootie

Jessica Simpson Welina Slouch Bootie

Brand Name: Jessica Simpson
Product Name: Welina Slouch Bootie
Gender: Women's
Color: Black
Price: $64.99MSRP: $99

Jessica Simpson - Adonia High Heel Sandals. Color Forest Camo Green Multi. Low Stock. On sale for $65.27. MSRP $89.00. 27% off. 4.0 out of 5 stars

Low Stock

Jessica Simpson Adonia High Heel Sandals

Jessica Simpson Adonia High Heel Sandals

Brand Name: Jessica Simpson
Product Name: Adonia High Heel Sandals
Gender: Women's
Color: Forest Camo Green Multi
Price: $65.27MSRP: $89

Jessica Simpson - Adonia High Heel Sandals. Color Golden Roxy Metallic Leopard. On sale for $53.40. MSRP $89.00. 40% off. 4.0 out of 5 stars

Jessica Simpson Adonia High Heel Sandals

Jessica Simpson Adonia High Heel Sandals

Brand Name: Jessica Simpson
Product Name: Adonia High Heel Sandals
Gender: Women's
Color: Golden Roxy Metallic Leopard
Price: $53.40MSRP: $89

Jessica Simpson - Adonia. Color Bronze. On sale for $67.82. MSRP $89.00. 24% off. 4.0 out of 5 stars

Jessica Simpson Adonia

Jessica Simpson Adonia

Brand Name: Jessica Simpson
Product Name: Adonia
Gender: Women's
Color: Bronze
Price: $67.82MSRP: $89

Jessica Simpson - Adonia. Color Dark Cherry. On sale for $66.71. MSRP $89.00. 25% off. 4.0 out of 5 stars

Jessica Simpson Adonia

Jessica Simpson Adonia

Brand Name: Jessica Simpson
Product Name: Adonia
Gender: Women's
Color: Dark Cherry
Price: $66.71MSRP: $89

Jessica Simpson - Syrina Lucite Slingback Pumps. Color Light Pink. Low Stock. On sale for $65.63. MSRP $79.00. 17% off. 1.0 out of 5 stars

Low Stock

Jessica Simpson Syrina Lucite Slingback Pumps

Jessica Simpson Syrina Lucite Slingback Pumps

Brand Name: Jessica Simpson
Product Name: Syrina Lucite Slingback Pumps
Gender: Women's
Color: Light Pink
Price: $65.63MSRP: $79

Jessica Simpson - Azimma Braided Block Heel Sandals. Color Light Brass. Low Stock. On sale for $26.70. MSRP $89.00. 70% off. 4.0 out of 5 stars

Low Stock

Jessica Simpson Azimma Braided Block Heel Sandals

Jessica Simpson Azimma Braided Block Heel Sandals

Brand Name: Jessica Simpson
Product Name: Azimma Braided Block Heel Sandals
Gender: Women's
Color: Light Brass
Price: $26.70MSRP: $89

Jessica Simpson - Azimma Braided Block Heel Sandals. Color Soft Ivory. On sale for $24.99. MSRP $89.00. 72% off. 4.0 out of 5 stars

Jessica Simpson Azimma Braided Block Heel Sandals

Jessica Simpson Azimma Braided Block Heel Sandals

Brand Name: Jessica Simpson
Product Name: Azimma Braided Block Heel Sandals
Gender: Women's
Color: Soft Ivory
Price: $24.99MSRP: $89

Jessica Simpson - Aamina Platform Sandals. Color Black. On sale for $89.37. MSRP $149.00. 40% off.

Jessica Simpson Aamina Platform Sandals

Jessica Simpson Aamina Platform Sandals

Brand Name: Jessica Simpson
Product Name: Aamina Platform Sandals
Gender: Women's
Color: Black
Price: $89.37MSRP: $149

Jessica Simpson - Meztyn Shearling Wedge Bootie. Color Maple Brown. Low Stock. On sale for $94.00. MSRP $159.00. 41% off. 3.0 out of 5 stars

Low Stock

Jessica Simpson Meztyn Shearling Wedge Bootie

Jessica Simpson Meztyn Shearling Wedge Bootie

Brand Name: Jessica Simpson
Product Name: Meztyn Shearling Wedge Bootie
Gender: Women's
Color: Maple Brown
Price: $94MSRP: $159

Jessica Simpson - Lovienn Pointed Toe Knee Boots. Color Black. Low Stock. On sale for $95.40. MSRP $159.00. 40% off. 3.0 out of 5 stars

Low Stock

Jessica Simpson Lovienn Pointed Toe Knee Boots

Jessica Simpson Lovienn Pointed Toe Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Knee Boots
Gender: Women's
Color: Black
Price: $95.40MSRP: $159

Jessica Simpson - Lovienn Pointed Toe Wide Calf Knee Boots. Color Black. Low Stock. On sale for $103.25. MSRP $159.00. 35% off.

Low Stock

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Wide Calf Knee Boots
Gender: Women's
Color: Black
Price: $103.25MSRP: $159

Jessica Simpson - Lovienn Pointed Toe Knee Boots. Color Golden Copper. Low Stock. On sale for $101.76. MSRP $159.00. 36% off. 3.0 out of 5 stars

Low Stock

Jessica Simpson Lovienn Pointed Toe Knee Boots

Jessica Simpson Lovienn Pointed Toe Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Knee Boots
Gender: Women's
Color: Golden Copper
Price: $101.76MSRP: $159

Jessica Simpson - Meztyn Shearling Wedge Bootie. Color Safari Brown. Low Stock. On sale for $87.42. MSRP $159.00. 45% off. 3.0 out of 5 stars

Low Stock

Jessica Simpson Meztyn Shearling Wedge Bootie

Jessica Simpson Meztyn Shearling Wedge Bootie

Brand Name: Jessica Simpson
Product Name: Meztyn Shearling Wedge Bootie
Gender: Women's
Color: Safari Brown
Price: $87.42MSRP: $159

Jessica Simpson - Lovienn Pointed Toe Knee Boots. Color Safari Brown. On sale for $101.76. MSRP $159.00. 36% off. 3.0 out of 5 stars

Jessica Simpson Lovienn Pointed Toe Knee Boots

Jessica Simpson Lovienn Pointed Toe Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Knee Boots
Gender: Women's
Color: Safari Brown
Price: $101.76MSRP: $159

Jessica Simpson - Lovienn Pointed Toe Wide Calf Knee Boots. Color Safari Brown. On sale for $79.47. MSRP $159.00. 50% off.

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Jessica Simpson Lovienn Pointed Toe Wide Calf Knee Boots

Brand Name: Jessica Simpson
Product Name: Lovienn Pointed Toe Wide Calf Knee Boots
Gender: Women's
Color: Safari Brown
Price: $79.47MSRP: $159

Jessica Simpson - Celisha Lucite High Heel Sandals. Color Neutral Sienna Snake. On sale for $23.70. MSRP $79.00. 70% off.

Jessica Simpson Celisha Lucite High Heel Sandals

Jessica Simpson Celisha Lucite High Heel Sandals

Brand Name: Jessica Simpson
Product Name: Celisha Lucite High Heel Sandals
Gender: Women's
Color: Neutral Sienna Snake
Price: $23.70MSRP: $79

Jessica Simpson - Azalina Mary Jane Flats. Color Red Muse. Low Stock. On sale for $47.87. MSRP $69.00. 31% off. 4.0 out of 5 stars

Low Stock

Jessica Simpson Azalina Mary Jane Flats

Jessica Simpson Azalina Mary Jane Flats

Brand Name: Jessica Simpson
Product Name: Azalina Mary Jane Flats
Gender: Women's
Color: Red Muse
Price: $47.87MSRP: $69

Jessica Simpson - Briellea 2. Color Black. Low Stock. On sale for $39.99. MSRP $79.00. 49% off. 5.0 out of 5 stars

Low Stock

Jessica Simpson Briellea 2

Jessica Simpson Briellea 2

Brand Name: Jessica Simpson
Product Name: Briellea 2
Gender: Women's
Color: Black
Price: $39.99MSRP: $79

Jessica Simpson - Leonah Embellished Strappy Dress Sandal. Color Bronze/Black. Low Stock. On sale for $26.68. MSRP $89.00. 70% off.

Low Stock

Jessica Simpson Leonah Embellished Strappy Dress Sandal

Jessica Simpson Leonah Embellished Strappy Dress Sandal

Brand Name: Jessica Simpson
Product Name: Leonah Embellished Strappy Dress Sandal
Gender: Women's
Color: Bronze/Black
Price: $26.68MSRP: $89

Jessica Simpson - Elisiti Scrunch Bootie. Color Black. Low Stock. On sale for $65.40. MSRP $99.00. 34% off. 3.0 out of 5 stars

Low Stock

Jessica Simpson Elisiti Scrunch Bootie

Jessica Simpson Elisiti Scrunch Bootie

Brand Name: Jessica Simpson
Product Name: Elisiti Scrunch Bootie
Gender: Women's
Color: Black
Price: $65.40MSRP: $99

Jessica Simpson - Prizma D'Orsay Pump. Color Dark Brown/White. Low Stock. On sale for $98.05. MSRP $109.00. 10% off. 5.0 out of 5 stars

Low Stock

Jessica Simpson Prizma D'Orsay Pump

Jessica Simpson Prizma D'Orsay Pump

Brand Name: Jessica Simpson
Product Name: Prizma D'Orsay Pump
Gender: Women's
Color: Dark Brown/White
Price: $98.05MSRP: $109

Jessica Simpson - Prizma D'Orsay Pump. Color Black Multi. On sale for $98.05. MSRP $109.00. 10% off. 5.0 out of 5 stars

Jessica Simpson Prizma D'Orsay Pump

Jessica Simpson Prizma D'Orsay Pump

Brand Name: Jessica Simpson
Product Name: Prizma D'Orsay Pump
Gender: Women's
Color: Black Multi
Price: $98.05MSRP: $109