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These women's Chaps shoes feature a casual flat design with a sporty, vulcanized sole. Shoe Features Breathable mesh Vulcanized sole Treaded sole Shoe Construction Canvas upper and lining... Chaps Jessica Women's Slip-On Mesh Flats

Chaps Jessica Women's Slip-On Mesh...

Kohl's
$49.99 $24.99

50%

Off
Jessica Simpson Ankle Boots Size 9 1/2: Black - 21782105. New With Tags. Used Designer Shoes. No Fabric Content. Jessica Simpson Ankle Boots

Jessica Simpson Ankle Boots

thredUP
$26.99
Chaps gives you vacation-ready style with these women's Jessica shoes.Shoe Features Floral pattern with solid trim Gored sides for easy on-and-off Traction sole Shoe Construction Cotton... Chaps Jessica Women's Slip-On Shoes

Chaps Jessica Women's Slip-On Shoes

Kohl's
$49.99 $24.99

50%

Off
Chaps gives you vacation-ready style with these women's Jessica shoes.Shoe Features Floral pattern with solid trim Gored sides for easy on-and-off Traction sole Shoe Construction Cotton... Chaps Jessica Women's Slip-On Shoes

Chaps Jessica Women's Slip-On Shoes

Kohl's
$49.99 $24.99

50%

Off
*This classic ankle boot is guaranteed to keep your style going strong all season long *Suede leather upper *Outside zipper closure *Lightly cushioned footbed *1" heel height Jessica Simpson Kesaria Women's Brown Boot 7.5 M

Jessica Simpson Kesaria Women's Brown...

ShoeMall.com
$82.99
*Meet your soon-to-be favorite bootie of the season! *Suede leather upper with perfed detail and V-slit at vamp *Back zipper closure *Lightly cushioned footbed *1-1/2" stacked heel Jessica Simpson Dacia Women's Black Boot 8.5 M

Jessica Simpson Dacia Women's Black...

ShoeMall.com
$76.99
*This sophisticated bootie's vintage vibe will earn you major style points this season *Leather upper *Lace-up closure with side zipper for easy entry *Lightly cushioned footbed *3-1/8"... Jessica Simpson Channie Women's Tan Boot 6 M

Jessica Simpson Channie Women's Tan...

ShoeMall.com
$64.99
Keep calm and carry on with the Sanuk Women's Ohm My Flats. Yoga mat footbed with EVA midsole. Happy U rubber sponge outsole. Handmade short vamp with metallic textile upper and canvas... Sanuk Womens Ohm My Flats Sandal

Sanuk Womens Ohm My Flats Sandal

SwimOutlet.com
$59.95 $31.30

48%

Off
Jessica Simpson Boots Size 6: Black - 21326105. New With Tags. Used Designer Shoes. No Fabric Content. Jessica Simpson Boots

Jessica Simpson Boots

thredUP
$52.99
Flat sandal * Leather or embossed leather upper * Adjustable buckle at wrap-around ankle strap * Leather insole and man-made sole Measurements: Heel height 0.5". Alex + Alex Women's Flat Ankle-Wrap Sandal - Yellow, Size 6

Alex + Alex Women's Flat Ankle-Wrap...

Gilt Groupe
$69.00
Flat sandal * Leather upper * Double strap at vamp * Leather insole. PURE NAVY Women's Erandi Flat Leather Sandal - White, Size 5

PURE NAVY Women's Erandi Flat Leather...

Gilt Groupe
$39.99
Flat sandal * Suede or patent leather upper * Adjustable buckle at ankle strap * Leather insole. Alex + Alex Women's Flat Thong Sandal - Brown, Size 10

Alex + Alex Women's Flat Thong Sandal...

Gilt Groupe
$39.99
Chaps gives you vacation-ready style with these women's Jessica shoes.Shoe Features Floral pattern with solid trim Gored sides for easy on-and-off Traction sole Shoe Construction Cotton... Chaps Jessica Women's Slip-On Shoes

Chaps Jessica Women's Slip-On Shoes

Kohl's
$49.99 $24.99

50%

Off
*This boho-chic bootie is perfect for transitioning between seasons *Woven textile upper *Pull-on design *Lightly cushioned footbed *3-3/8" stacked block heel Jessica Simpson Rianne Women's Black Boot 10 M

Jessica Simpson Rianne Women's Black...

ShoeMall.com
$118.95
*Meet your soon-to-be favorite bootie of the season! *Suede leather upper with perfed detail and V-slit at vamp *Back zipper closure *Lightly cushioned footbed *1-1/2" stacked heel Jessica Simpson Dacia Women's Green Boot 6.5 M

Jessica Simpson Dacia Women's Green...

ShoeMall.com
$76.99
*This sophisticated bootie's vintage vibe will earn you major style points this season *Leather upper *Lace-up closure with side zipper for easy entry *Lightly cushioned footbed *3-1/8"... Jessica Simpson Channie Women's Brown Boot 10 M

Jessica Simpson Channie Women's Brown...

ShoeMall.com
$64.99
*Leave a lasting impression everywhere you go in this fashion-forward bootie *Suede leather upper with chic peep toe *Side zipper closure *Lightly cushioned footbed *3-1/8" stacked heel Jessica Simpson Chalotte Women's Black Boot 9.5 M

Jessica Simpson Chalotte Women's...

ShoeMall.com
$82.99
*Dial in the designer look with this trend-right tasseled boot *Suede leather upper with wraparound tassel accent *Side zipper closure *Lightly cushioned footbed *3-1/2" stacked heel Jessica Simpson Sesley Women's Green Boot 8 M

Jessica Simpson Sesley Women's Green...

ShoeMall.com
$89.99
*This hot ankle bootie was designed for the fiercest of fashionistas *Synthetic upper with woven silhouette *Front laces and back zipper for easy on and off *Lightly padded footbed *4-1/2"... Jessica Simpson Rendy Women's Black Boot 8.5 M

Jessica Simpson Rendy Women's Black...

ShoeMall.com
$94.99
*Dial in the designer look with this trend-right tasseled boot *Suede leather upper with wraparound tassel accent *Side zipper closure *Lightly cushioned footbed *3-1/2" stacked heel Jessica Simpson Sesley Women's Tan Boot 8 M

Jessica Simpson Sesley Women's Tan...

ShoeMall.com
$89.99
*Slip on this alluring ankle bootie for an instantly irresistible look *Suede leather upper with a curvy notched topline *Pull-on style *Approx. 4" shaft height *Lightly cushioned footbed... Jessica Simpson Tandra Women's Black Boot 7.5 M

Jessica Simpson Tandra Women's Black...

ShoeMall.com
$102.99
*This boho-chic bootie is perfect for transitioning between seasons *Woven textile upper *Pull-on design *Lightly cushioned footbed *3-3/8" stacked block heel Jessica Simpson Rianne Women's Bone Boot 6.5 M

Jessica Simpson Rianne Women's Bone...

ShoeMall.com
$118.95
*This stylish boot has a cool cuff that makes it a real standout! *Suede leather upper *Approx. 4" shaft height *Side-zip closure *Lightly cushioned footbed *3" heel height Jessica Simpson Cassley Women's Brown Boot 6.5 M

Jessica Simpson Cassley Women's Brown...

ShoeMall.com
$89.99
*Slip on this alluring ankle bootie for an instantly irresistible look *Suede leather upper with a curvy notched topline *Pull-on style *Approx. 4" shaft height *Lightly cushioned footbed... Jessica Simpson Tandra Women's Tan Boot 8.5 M

Jessica Simpson Tandra Women's Tan...

ShoeMall.com
$102.99
*Bring bohemian flair to all your outfits with this beautiful knee-high boot *Suede leather upper with braided detail and back tie *Approx. 17" shaft height with 14" circumference *Partial... Jessica Simpson Ciarah Women's Black Boot 9.5 M

Jessica Simpson Ciarah Women's Black...

ShoeMall.com
$138.99
*Jessica Simpson's Ceri bootie provides stand-out style with its chic side cutouts and wraparound laces *Suede leather upper *Slip-on style with adjustable laces *Lightly cushioned footbed... Jessica Simpson Ceri Women's Tan Boot 7.5 M

Jessica Simpson Ceri Women's Tan Boot...

ShoeMall.com
$82.99
*This seriously stylish bootie is sure to lock all eyes on you *Nubuck leather upper with laser cut detail and pretty peep toe *Slip-on style with side slits *Lightly padded footbed *3-1/8"... Jessica Simpson Cherrell Women's Black Boot 9.5 M

Jessica Simpson Cherrell Women's...

ShoeMall.com
$115.99
*This seriously stylish bootie is sure to lock all eyes on you *Nubuck leather upper with laser cut detail and pretty peep toe *Slip-on style with side slits *Lightly padded footbed *3-1/8"... Jessica Simpson Cherrell Women's Grey Boot 9.5 M

Jessica Simpson Cherrell Women's Grey...

ShoeMall.com
$102.99
*Keep your style in check with this ultra-chic ankle boot *Leather upper with woven elastic sides *Approx. 5" shaft height with 11" circumference *Back zipper closure *Lightly cushioned... Jessica Simpson Yeni Women's Black Boot 7.5 M

Jessica Simpson Yeni Women's Black...

ShoeMall.com
$89.99
*Jessica Simpson's Ceri bootie provides stand-out style with its chic side cutouts and wraparound laces *Suede leather upper *Slip-on style with adjustable laces *Lightly cushioned footbed... Jessica Simpson Ceri Women's Black Boot 7.5 M

Jessica Simpson Ceri Women's Black...

ShoeMall.com
$106.99