The products below are very similar to what you were looking for ;)

Jessica Simpson Ankle Boots

Compare 8 products from 4 shops

Jessica Simpson Ankle Boots

Compare 8 products from 4 shops

Sort by:

-40%

Jessica Simpson

Debia Bootie in Black at Nordstrom, Size 9.5

Delivery: free

$65.40 ~~$109.00~~

Nordstrom

Jessica Simpson

Helvona Pointed Toe Bootie in Dark Granada Lxvcll at Nordstrom Rack, Size 6.5

Delivery: $9.95

$49.97

Nordstrom Rack

-40%

Jessica Simpson

Debia Bootie in Dark Cherry at Nordstrom, Size 9.5

Delivery: free

$65.40 ~~$109.00~~

Nordstrom

Jessica Simpson

Helvona Pointed Toe Bootie in Black at Nordstrom Rack, Size 9.5

Delivery: $9.95

$49.97

Nordstrom Rack

Jessica Simpson

Saedra Dress Wedge High Womens Heels Chai Latte Patent : 5.5 M

Delivery: free

$79.00

Zappos

BESTSELLER

Jessica Simpson

Helvona Pointed Toe Bootie in Black/Floral Multi at Nordstrom Rack, Size 6.5

Delivery: $9.95

$49.97

Nordstrom Rack

-51%

Jessica Simpson

Womens Bernique Boots In Red Natural Plaid

Delivery: free

$81.00 ~~$166.00~~

ShopSimon

Shop similar

UGG

Boots - Beige

Delivery: free

$286.08

Italist

UGG

Ankle Boot - Beige

Delivery: free

$282.59

Italist

UGG

Ankle Boot - Chestnut Brown

Delivery: free

$282.59

Italist

Ferragamo

Vara Chain Boot - Black

Delivery: free

$572.12

Italist

Ferragamo

Joan Ankle Boot - Black

Delivery: free

$655.04

Italist

Ferragamo

Viva Ankle Boot - Gray

Delivery: free

$655.04

Italist

Dolce & Gabbana

Leopard-Print Calf Fur Ankle Boot - Brown

Delivery: free

$671.45

Italist

Eastland

Winnow Bootie in Brown at Nordstrom, Size 8.5

Delivery: free

$155.00

Nordstrom

Cole Haan

Womens Grand Ambition Annabeth Booties - Black Size 10.5

Delivery: free

$220.00

Cole Haan

Womens Grand Ambition Annabeth Booties - Brown Size 10.5

Delivery: free

$220.00

Cole Haan

Womens Blanche Snip Toe Booties - Brown Size 10.5

Delivery: free

$200.00

Cole Haan

Womens Grand Ambition Annabeth Booties - Brown Size 10.5

Delivery: free

$220.00

Cole Haan

UGG

Ankle Boot - Chestnut Brown

Delivery: free

$257.14

Italist

Maeve

Pointed-Toe Sock Booties Brown

Delivery: Delivery costs apply

$188.00

Anthropologie

Intentionally blank

Lexie Booties Red

Delivery: Delivery costs apply

$264.00

Anthropologie

Maeve

Pointed-Toe Sock Booties White

Delivery: Delivery costs apply

$188.00

Anthropologie

Maeve

Split-Toe Booties Black

Delivery: Delivery costs apply

$178.00

Anthropologie

Maeve

Pointed-Toe Sock Booties Blue

Delivery: Delivery costs apply

$188.00

Anthropologie

Intentionally blank

Lexie Booties Brown

Delivery: Delivery costs apply

$264.00

Anthropologie

Dune London

Pasil Suede Boot Brown

Delivery: Delivery costs apply

$44.00

Rue La La

Pedro Garcia

Wedge bootie in black stretch microfiber | aliana | Fall winter 2026

Delivery: free

$630.00

Pedro García

Pedro Garcia

Wedge bootie in brown stretch microfiber | onira | Fall winter 2026

Delivery: free

$630.00

Pedro García

Frye

Sacha Multi Strap Leather Bootie Brown

Delivery: Delivery costs apply

$102.00

Rue La La

Pedro Garcia

Wedge bootie in brown stretch microfiber | Daneta | Fall winter 26 |

Delivery: free

$650.00

Pedro García

The Necessary Addition: Jessica Simpson Ankle boots

From sultry singer to dazzling designer, Jessica Simpson has made her mark on the fashion world. Her collection of boots offers a wide variety of choices for your next ensemble. One can always make a good decision adding her boots to your fabulous closet. Any event, any time of day, the necessary addition is here.

Appropriate All Year and With Any Ensemble

From gladiator dress sandals to the wedge, Jessica Simpson ankle boots are in style for any season. Bold colors, fringe, leather, suede are just a few options to choose from in the collection.

Stylish Design

Called investment pieces for a good reason, the quality and appearance will have others giving you compliments and asking questions. Jessica Simpson ankle boots are so fabulous that you might just want to purchase a few more pairs.

Fabulous Footwear

From classic stiletto heel to trendy wedge style, the ankle boot is the choice that can take you from morning to night, looking polished the entire day. Open toe, pointy or square, whatever your mood, a matching boot awaits.

To grab more incredible finds, visit the Stylight website. Anything you could possibly want to build your wardrobe can be found there.

Jessica Simpson Ankle Boots

Jessica Simpson Ankle Boots

Jessica Simpson Ankle Boots

The Necessary Addition: Jessica Simpson Ankle boots

Appropriate All Year and With Any Ensemble

Stylish Design

Fabulous Footwear

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Jessica Simpson Ankle Boots

Jessica Simpson Ankle Boots

Jessica Simpson Ankle Boots

The Necessary Addition: Jessica Simpson Ankle boots

Appropriate All Year and With Any Ensemble

Stylish Design

Fabulous Footwear

This season’s trends

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands