Women's Chelsea under $150



Brand: Naturalizer
Color: Black Leather
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.

Brand: SOREL
Color: Major
You don't have to give up on cute boots when the rain starts: these seam-sealed leather boots feature Chelsea-inspired detailing and a waterproof finish so you can face those drizzly days in style.

Brand: Dr. Martens
Color: Black Polished Smooth
With undeniable mod roots, the Dr. Martens Bianca Low Shaft Chelsea Boot a classic bootie design.

Brand: THE FLEXX
Color: Black Nubuck Leather
A grippy textured sole and wedge heel put a modern spin on a classic Chelsea boot fitted with a cushioned footbed for all-day comfort.

Brand: Teva
Color: Black Leather
A waterproof finish adds fuss-free, all-weather appeal to a leather Chelsea boot set on a sturdy rubber sole.

Brand: Blondo
Color: Black Smooth Leather
A modern high-top sneaker mixes Chelsea-inspired elastic-gore panels with a thick, skater-style sole for an of-the-moment athleisure look.

Brand: Sorel
Color: Redwood Full Grain Leather
The perfect marriage of a sneaker boot and a barn boot, the Out 'N About Chelsea Waterproof Boot looks as cool on the city streets as it does in the muck. Waterproof full grain leather upper Seam-sealed waterproof construction Removable molded EVA footbed Waterproof, handcrafted vulcanized rubber shell with herringbone outsole for added traction.

Brand: David Tate
Color: Black Pebble Grain
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.

Brand: Jack Rogers
Color: Charcoal Suede
Keep your feet comfortable and stylish in this essential Chelsea boot crafted from soft suede and completed with a waterproof finish.

Brand: Ros Hommerson
Color: Winter White Leather
The Chelsea is a cute, comfortable, and casual mary jane with a hook-and-loop strap and fun cut-out details and stitching.

Brand: LEMON JELLY
Color: Metal Grey Gloss
Keep feet feeling fresh on rainy days in this waterproof Chelsea boot crafted with a lemony scent. An absorbent microfiber insole provides dry and cushioned comfort no matter the weather.

Brand: Franco Sarto Artist Collection
Color: Navy
A sleekly modern update on a classic this Chelsea bootie keeps you styled from dusk to dawn. Leather upper.

Brand: ClarksR
Color: Black Suede
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.

Brand: Dansko
Color: Black Oiled Leather
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.

Brand: BERNARDO FOOTWEAR
Color: Navy
Look stylish without sacrificing practicality in this waterproof Chelsea boot lofted by a just-right stacked heel.

Brand: Sorel
Color: Redwood
The Sorel Emelie Chelsea Bootie is built for rain, but stylish enough for everyday. The waterproof upper features seam sealing, and a cushy die-cut memory EVA footbed and a molded rubber outsole, for the smartest and chicest way to stay dry.

Brand: Sorel
Color: Elk
The Sorel Emelie Chelsea Bootie is built for rain, but stylish enough for everyday. The waterproof upper features seam sealing, and a cushy die-cut memory EVA footbed and a molded rubber outsole, for the smartest and chicest way to stay dry.

Brand: Hunter
Color: Navy
Impervious to wind and rain, this Chelsea-cut version of Hunter's Original rubber boot is a style-savvy companion on drizzly days.

Brand: Sofft
Color: Grey Leather
A water-resistant finish enhances the everyday appeal of a streamlined Chelsea boot crafted from rich, supple leather.

Brand: MARC FISHER LTD
Color: Black Leather
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.

Brand: Steve Madden
Color: Black Suede
A superchunky heel and platform grounded by articulated lugs defines a fresh, Chelsea-style bootie made in Italy.

Brand: G.H. Bass & Co.
Color: Camel Suede
An abbreviated Chelsea boot completes your look with the perfect touch of clean, classic style.

Brand: Dolce Vita
Color: Onyx Suede
Channel-stitched pleating transforms the goring panels of an updated Chelsea boot into architecture, while a pointy toe and a chunky block heel ground the look with timeless balance.

Brand: Dr. Martens
Color: Black
The Leonore Chelsea Boot fuses rugged styling with modern fashion. This chelsea boot is fully lined with faux fur for warmth.

Brand: Timberland
Color: Jet Black Forty Full Grain Leather
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.

Brand: Franco Sarto Artist Collection
Color: Peat
A sleekly modern update on a classic this Chelsea bootie keeps you styled from dusk to dawn. Leather upper.

Brand: MARC FISHER LTD
Color: Black Stretch Fabric
Polished studs add rocker-chic edge to a quintessential Chelsea boot.

Brand: Sofft
Color: Smoke Foil Suede
A chunky block heel boosts the style factor of a classic Chelsea boot in your choice of full-grain leather or distressed metallic suede.

Brand: Sam Edelman
Color: Mauve
Luxurious texture adds a showstopping effect to a take-charge bootie in a Chelsea-inspired silhouette with stretchy gore insets.

Brand: BERNARDO FOOTWEAR
Color: Grey
Look stylish without sacrificing practicality in this waterproof Chelsea boot lofted by a just-right stacked heel.

Brand: Sam Edelman
Color: Jewel Blue Velvet
Luxurious texture adds a showstopping effect to a take-charge bootie in a Chelsea-inspired silhouette with stretchy gore insets.

Brand: Saks Fifth Avenue
Color: Black
Leather Chelsea boots with stud detailing at sides. Block heel, 3' (75mm).

Brand: Seychelles
Color: Olive Suede
Hidden elastic-gore insets covered with triangular flaps add to the clean, modern look of a Chelsea-inspired sneaker boosted by a rubber bumper platform.

Brand: LEMON JELLY
Color: Rose Gloss
Twill laces strung through goldtone eyelets add charming personality to a waterproof Chelsea boot crafted with Lemon Jelly's signature fresh scent. An absorbent microfiber insole provides dry and cushioned comfort, no matter the weather.

Brand: Steve Madden
Color: Black Leather
A statement block heel balances the pointed toe of a supple Chelsea bootie comfortably fitted with elastic goring insets.

Brand: Seychelles
Color: Black Leather
Hidden elastic-gore insets covered with triangular flaps add to the clean, modern look of a Chelsea-inspired sneaker boosted by a rubber bumper platform.

Brand: Spring Step
Color: Taupe Leather
The Spring Step Lithium Chelsea boot is from the Elite Collection. A hand crafted bootie with double elastic for easy on and off.

Brand: Eastland
Color: Khaki Suede Leather
Bring your look together with the comfy Ida Chelsea Boot. The elastic goring makes it easy to pull this boot on and off with a customized fit.

Brand: ClarksR
Color: Dark Brown Suede
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.

Brand: UGGR
Color: Grey Leather
A classic Chelsea boot gets a rugged update from waxed, water-resistant leather and a lugged rubber sole. The UGGpure lining naturally wicks moisture and regulates temperature, while the PORON footbed cushions your feet wherever your adventures take you.

Brand: Splendid
Color: Leopard Calf Hair
Side elastic goring streamlines the fit of a sleek almond-toe Chelsea bootie with a covered block heel that's comfortable and confidence-boosting.

Brand: MARC FISHER LTD
Color: Dark Blue Suede
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.

Brand: Eastland
Color: Walnut
When you're looking for something a little more rugged go with the Ida Chelsea Boot from Eastland.

Brand: ClarksR
Color: Olive Suede
Soft leather and a speckled rubber sole further the casual, comfortable appeal of a low Chelsea bootie crafted with signature cushioning in the footbed.

Brand: Palladium
Color: Regal
The Palladium Pallabosse L Chelsea Boot is an urban interpretation of an outdoor style for modern explorers. The premium leather complements Palladium Boots' signature lug sole in the classic pull-on boots.

Brand: Kenneth Cole New York
Color: Cloud Nubuck
The Chelsea-inspired Ken high-top sneaker is your ticket to a sporty yet refined look. Pull-on styling with back pull tab Side gore panels.

Brand: Ariat
Color: Light Brown Full Grain Leather
With a mix of classic styling and performance, the Ariat Heritage IV Zip Paddock Chelsea Boot takes your equestrian look to a whole new level. Featuring Duratread outsole with rider tested traction zones, this women's ankle boot offers lasting protection and flexibility, and 4LR technology cushions and stabilizes your foot for all-day comfort.

Brand: PENDLETON BOOT
Color: Red
Celebrate the majestic beauty of Rainer National park while keeping your feet dry in a waterproof Chelsea rain boot fitted with a Wool-Plus cushioned insole that offers odor-control technology. Pendleton's proprietary Mountain Majesty sole features a multidirectional tread pattern for sure-footed traction while an internal shank provides all-day support.

Brand: Blondo
Color: Denim Fabric
A modern high-top sneaker mixes Chelsea-inspired elastic-gore panels with a thick, skater-style sole for an of-the-moment athleisure look.

Brand: BELLA VITA
Color: Black Leather
Bella Vita updates a classic Chelsea boot with a pieced leather shaft and wraparound goring that angles down the sides for a stretchy, comfortable fit.