The 15 Best Chelsea Boots for Women in 2022

When we asked Imgruth about her go-to pair of Chelsea boots, she said, "As they're inherently English, it's always best to get it from the source—an English brand. My favorite is Crockett and Jones."

This beautiful wedge pair is, by all accounts, comfortable, easy to slip on, and true to size. One review notes that they "hold up really well through all weather" and that they provide substantial arch support.

Imgruth reminds us that a heeled Chelsea boot—a "low heel with a tapered back and straight front"—is commonly known as a Cuban heel. This pair is chic and simple, with a price tag that won't break the bank.

If you're a fan of the Cuban heel, Imgruth suggests this "perfect" pair from Celine, which balances its sleek, feminine shape with a touch metal toe.

Hunter's waterproof boots will seamlessly take you from day to night and ensure you won't have to obsessively check the weather every hour. Reviewers warn that they need to be broken in before long-term wear, but that just means that when you first get them, you'll have a great excuse to make your quick trips to the market extra chic.

Come for the durability of Frye's vintage Italian leather booties, stay for the gorgeous redwood color they come in that will stand out from the rest of your Chelsea boot collection. Customers rave that these boots are true to size, long-lasting, and don't even require a "break-in period."

Expect to receive plenty of compliments whenever you throw on Koio's bestselling Chelsea boots, which will instantly become part of your capsule wardrobe. Indeed, several reviews call this pair their new "everyday boot," with one satisfied customer explaining that the certified Italian leather "molds to your foot and is so soft."

If you still want to look cute while doing outdoorsy activities, throw on Timberland's Chelsea boots, which are available in seven (!) different colors. In line with the brand's ethos, they're also great for consistent long-wear. One reviewer writes that after having worn the boots regularly for three or four years, her boots "still look awesome and are super comfortable."

Animal prints, like this croc-embossed look, give your 'fit what Imgruth calls a "more experimental look." Try this style tucked beneath a pair of jeans or with a flowing midi skirt.

Imgruth also cites "a beautiful suede" option, like this pair from Staud, as one of her Chelsea boot go-to's.

These boots come in seven different colors, and customers rave about how high-quality they look and how easy they are to walk in. They do run small, though, so be sure to round up if you're between sizes!

Swap your traditional rain boots for this rugged Chelsea boot version. The boot's chunky, durable soles also make it ideal for walking through city streets or muddy terrain. 

Not only are these boots chic, but, according to reviews, they're incredibly comfortable. One highly satisfied customer writes, "I’m sitting on the sofa watching TV [with them on] because I don’t want to take them off."

These Chelsea boots have a matte finish and are suited for rainy days, though you can wear them even when there's not a cloud in the sky. Plus, they're so comfortable that one reviewer says they feel "like house slippers."

I love a good pointed-toe boot, and this gorgeous option is, in the words of one pleased customer, "that rare balance of style and comfort in a single item [which] is hard to find."