Flat stud trim adds an edgy finish to Steffen Schraut's ankle-grazing Chelsea boots. Black leather, almond toe, tonal elastic inserts, silver-toned flat stud trim, back pulls.
Naturalizer brings signature cushioning and wardrobe-essential style to a timeless Chelsea boot crafted with lightweight, breathable N5 Contour Technology that will keep you comfortable, season after season.
The must-have Aerosoles Double Trouble 2 Ankle Boot takes on the simplicity of the super-hot Chelsea boot and adds visible stitch and a squared toe detail. The hidden zipper closure gives you the sleekness of a Chelsea but with a lot more ease.
Step into comfort with the London boot! This Chelsea style boot features elasticized gore panels on both sides of the shoe to allow for an easy-on/easy-off experience.
Cutout sides bring a fresh perspective to Cole Haan's classic chelsea booties, featuring the brand's signature comfort sole technology for all-day cushioning.
Mercedes Castillo embraces seasonal trends with subtlety and grace in a pebbled-leather Chelsea bootie styled with V-shaped goring concealed discreetly behind two simple flaps and a low block heel flared in a modest curvy arc.
Rich, full-grain leather elevates a versatile Chelsea boot finished with contrast topstitching and a cushioned OrthoLite footbed that absorbs shock for all-day comfort.
A high-style reimagining of the classic-cool chelsea boot, this statement pair from L'Autre Chose features gilded leather insets. Black leather upper with gold leather accordion side panels, pointed toe, back pull-on tab, chunky Cuban heel.
The perforated brogue detailing on these high-shine Church's leather ankle boots lends a sophisticated edge to the Chelsea silhouette and all-black patent finish.
A woodgrain heel and platform ground a Chelsea-inspired bootie that offers all the comfort for which Dansko is known, thanks to its cushy footbed, breathable leather lining and single-sole construction.
Elastic goring panels provide slip-on convenience in a Chelsea boot-inspired sneaker with a low profile and a shock-absorbing SupercomFF midsole designed to diffuse pressure on your foot and provide flexible, all-day cushioning.
Mix smooth casual style with soft comfort easily with the SKECHERS Elm Ankle Boot. Smooth leather-textured microfiber fabric and sweater knit fabric upper in a slip on sporty ankle height casual comfort chelsea boot with Air Cooled Memory Foam insole.
With a clean finish and a stacked heel, the Fabienne suede chelsea boot by Aquatalia is a signature Weatherproof bootie designed with elastic panels at both sides. Suede upper 1.
Available in rich suede or glossy patent, this svelte Chelsea boot is shaped with a stylish pointy toe and a low block heel, while elastic-gore panels create a perfect fit.
A classic silhouette updated with chic appeal, the UGG Camden Exotic Chelsea Boot will surely make heads turn your way in admiration. This ankle-length boot features a leather-lined PORON and foam insole that offers cushioning and comfort, and a double elastic gore that allows easy entry.
The Aerosoles Stockholder Chelsea Boot is a style you won't be able to forget. It features a unique silhouette with an uber-sized, fully-covered block heel and double elastic goring.
The stylish Tina Kiltie Brogue Chelsea Boot features brogue detailing, a kiltie strap, tassel, and a medial inside zip for easy on and off. This chelsea boot is leather lined and sits on a low plain welt.
Get the perfect outdoor companion for skinny jeans and leggings with the Timberland Atlantic Heights Covered Gore Chelsea Boot. Designed using a full grain leather from an LWG Silver-rated tannery, it offers durability and comfort, while the dual stretch gore panels ensure easy on and off.
The Kensington Waterproof Ankle Boot is a Chelsea boot inspired rain boot. The double gore makes pulling on and off easy, and a removable air mesh insole creates breathability.
Make a style statement wearing the Anne Klein Gorgia Chelsea Bootie. This captivating short boot shows off a chunky heel and a rear zipper closure for easy on and off.
Unpredictable weather and cooler temperatures mean it's time to wear Easy Spirit's water-resistant Chelsea bootie. Water-resistant suede leather upper.