The 10 Best Chelsea Boots for Women! (2023)



Best Chelsea Boots (2023)

Known for their ankle height and elastic side panels, Chelsea boots are the rare cold-weather fashion staple that’s both low-maintenance and stylish! 

That’s the main reason the modern woman can never have enough Chelsea boots in her closet, but another is that the Chelsea boot is incredibly versatile. 

Rather than go for elaborate patterns or designs, the typical Chelsea boot focuses on blending discreet style with high-quality fabrics and craftsmanship. 

This usually results in simple yet stylish boots that can be paired with an impressive array of outfits regardless of color, fabric, or pattern! 

Keep reading for the best Chelsea boots to muck about in this fall and winter! 





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Best Chelsea Boots for Women

From different colors to various fabrics, we have the best Chelsea boots for women covered below! 


Best Chelsea Boots







The Best Women’s Chelsea Boots


Most Sustainable Chelsea Boots: Everlane


Everlane has found an incredible niche providing high-quality products that are both fairly priced and conscious of sustainability. 

These Chelsea boots are yet another example of the brand’s incredibly attractive ethos and style.

Featuring a water-resistant leather upper with an anti-slip chunky outsole, these Everlane boots get the job done in both the style and substance departments! 

Everlane Modern Chelsea Boot

Sold on Everlane

Check the latest reviews and see all color options here





Best Classic Chelsea Boots: Nisolo


Nisolo specializes in chelsea boots and their classic pointy toe version checks all the boxes!

It’s well-constructed, with triangular elastic side panels, a walkable 1.25″ heel and contrast rubber soles. The leather is soft and doesn’t require any break-in time.

The boots have a good amount of flexibility, so they’re quite comfortable to walk in, and the simple sleek design makes them easy to dress up or down. They do run slightly narrow, so size up if you’re in between sizes.

Best of all, every Nisolo purchase guarantees living wages to their factory workers in Peru and the brand is a certified B corporation.

These are timeless chelsea boots you can pull out year after year!

Nisolo Chelsea Boot

Sold on Zappos & Amazon

Check the latest reviews and see all color options here





Most Affordable Chelsea Boots: Steve Madden


These heeled chelsea boots are so chic!

They have a chunky 4″ heel and a minimalist all black patent leather design. Wear these with a flowy dress or straight leg jeans and a white tee for just a little something extra!

Steve Madden Chelsea Boots

Sold on Walmart, Nordstrom, Bloomingdales, Zappos & Amazon

Check the latest reviews and see all color options here





Best Black Chelsea Boots: Marc Fisher


Let’s cut the fluff and make the obvious plain, shall we? 

A woman’s wardrobe without black versions of flats, heels, dresses, shirts, coats, and, most importantly, boots is, quite simply, not a woman’s wardrobe. 

Take care of a must-have cold weather staple with these Marc Fisher Chelsea boots which feature a comfortable rubber outsole, cushioned synthetic insole, and your choice of polished leather or suede for the upper fabric! 

Marc Fisher LTD Pirro

Sold on Zappos, Marc Fisher, Nordstrom, Bloomingdales & Amazon

Check the latest reviews and see all color options here





Best Brown Chelsea Boots: Talbots

brown nappa chelsea ankle boots

These chelsea boots are ankle height and made from a soft, supple brown nappa leather.

They’re super comfortable to wear all day long, thanks to a memory foam footbed that’s extra supportive. The soles have rubber lugs for grip and traction, and the pull tab makes them easy to slip on and off!

You can’t beat these for quality and longevity!

Brown Leather Chelsea Boots

Sold on Talbots

Check the latest reviews and see all color options here





Best Leather Chelsea Boots: J. Crew


Over the past few years, J. Crew has been fairly criticized for being blindly committed to well-known preppy looks at the expense of adapting to evolving fashion trends. 

However, when the product at hand is something as timeless and classic as the Chelsea boot, perfecting time-treasured looks is exactly what you want! 

I haven’t always associated J. Crew with shoes, but I have to say this pair is surprisingly comfortable. Plus, I love the versatility provided by the two-tone color scheme between the leather and elastic panels!

J. Crew Chelsea Lexi Boot

Sold on Zappos, J Crew & Amazon

Check the latest reviews and see all color options here





Best Waterproof Chelsea Boots: Sam Edelman 


While women’s boots are always great opportunities for a bold fashion statement, the cold (see what I did there?) truth is you would never need boots if the weather was always beautiful. 

Great boots are only as stylish as they are functional. Trust me when I tell you slipping, splashing, and falling all over the place is not a cute look! 

Thankfully we have these Chelsea boots from Sam Edelman, whose larger-than-average 1.25″ heel and fully waterproof leather fabric combine to provide the stability and durability required from any quality pair of boots! 

Sam Edelman Laguna Waterproof Chelsea Boot

Sold on Zappos, Sam Edelman, Nordstrom, Bloomingdales, Shopbop & Amazon

Check the latest reviews and see all color options here





Best Platform Chelsea Boots: Dr. Martens


While Chelsea boots technically feature trademark elastic panels, these Dr. Martens are probably better categorized as, well, just Dr. Martens.

A brand so classic it defines itself, these Dr. Martens platform boots feature all the traits responsible for the brand’s timeless look, including the commando tread, elevated sole, and quintessential Arcadia leather that slightly changes hue with age!  

Dr. Martens 2976 Platform

Sold on Zappos, Nordstrom, ASOS, Urban Outfitters, Saks, Journeys & Amazon

Check the latest reviews and see all color options here





Best Contrast Sole Chelsea Boots: Walmart


For something fun, check out these chunky chelsea boots that have a colorful contrast sole.

We love extra chunky boots for a bit of height, and these green soles will make sure everyone notices your shoes!

Contrast Sole Chelsea Boots

Sold on Walmart

Check the latest reviews and see all color options here





Best Chelsea Rain Boots: La Canadienne


Crafted with bad weather on the mind more than, say, exquisite style, these Chelsea Boots from La Canadienne should be a top choice for anyone who routinely endures brutal winters. 

Featuring completely waterproof Italian suede or leather fabrics (your choice!), these boots also fight the elements with extra anti-microbial treatment.

That feature is especially important when your boots have to deal with your feet on the inside and dirty rain and snow on the outside! 

La Canadienne Conner

Sold on Zappos, Nordstrom, Bloomingdales & Amazon

Check the latest reviews and see all color options here





How to Style Combat Boots

Looking for ideas on how to wear chunky boots? Then watch our Combat Boot Lookbook on YouTube:





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