*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
Jessica Simpson Carra hobo with a snap closure, 2 outside pockets, and a chain tassel. Dimensions: 15H x 11.5W x 4D. Jessica Simpson Carra Hobo Off White

Jessica Simpson Carra Hobo Off White

Boscov's
Jessica Simpson
$98.00 $39.99

59%

Off
Jessica Simpson Korva flat sandals feature a leather upper with metal eyelet embellishments, an open toe, zipper closure on the back, lightly cushioned foot bed and a flexible man made... Jessica Simpson Korva Flat Sandals Buff

Jessica Simpson Korva Flat Sandals...

Boscov's
Jessica Simpson
$79.99 $39.99

50%

Off
Jessica Simpson Lourra wedge sandals with a braided faux leather upper, an open toe, lace up closure, lightly cushioned foot bed and a man made outsole with a 1 inch stacked wedge heel. Jessica Simpson Lourra Wedge Sandals Brown

Jessica Simpson Lourra Wedge Sandals...

Boscov's
Jessica Simpson
$79.99 $39.99

50%

Off
Jessica Simpson Heels Size 10: Brown - 22065059. New With Tags. Used Designer Shoes. No Fabric Content. Jessica Simpson Heels

Jessica Simpson Heels

thredUP
$19.99
JS by Jessica Simpson Heels Size 9 1/2: Tan - 22205735. New With Tags. Used Designer Shoes. No Fabric Content. JS by Jessica Simpson Heels

JS by Jessica Simpson Heels

thredUP
$19.99
Jessica Simpson Heels Size 10: Black - 22879909. New With Tags. Used Designer Shoes. No Fabric Content. Jessica Simpson Heels

Jessica Simpson Heels

thredUP
$13.99
Black Jessica Simpson 'Js-Jessica.' Size 9.5 Only Wore A Hand Full Of Times. Scuff On Heels As Pictured. Black Jessica Simpson 'Js-Jessica' Heels

Black Jessica Simpson 'Js-Jessica'...

Poshmark, Inc.
Jessica Simpson
$11.00
Worn Only Once Tan And Brown Pumps With Platform Base... Will Go Great With Skinny Or Boyfriend Jeans. Jessica By Jessica Simpson

Jessica By Jessica Simpson

Poshmark, Inc.
Jessica Simpson
$35.00
Multi Bronze Jessica Sparkle Msh. A Few Months Old. Like New, Worn Twice. Original Box. Jessica Simpson Bronze Jessica Sparkle

Jessica Simpson Bronze Jessica Sparkle

Poshmark, Inc.
Jessica Simpson
$50.00
*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
$106.99
*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
*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 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 9 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
*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 Black Boot 6 M

Jessica Simpson Kesaria Women's Black...

ShoeMall.com
$82.99
*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 Black Boot 10 M

Jessica Simpson Channie Women's Black...

ShoeMall.com
$64.99
*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
$102.99
*Slip on this cute and comfortable bootie to complete your casual look *Rubber upper with side tie and tassel detail *Pull-on design *Lightly cushioned footbed *1/4" heel height *Available... Jessica Simpson Racyn Women's Blue Boot 7 M

Jessica Simpson Racyn Women's Blue...

ShoeMall.com
$34.99
*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 Pink Boot 8.5 M

Jessica Simpson Rendy Women's Pink...

ShoeMall.com
$118.95