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Womens/Shoes/Boots/Ankle Booties & Tall Boots
Top 10 Chelsea Boots For Women

These Are The Chelsea Boots Everyone's Loving This Fall

Shoe trends come and go (see: the recent revival of the ‘90s jelly sandal). But there’s one shoe many of us turn to every fall, and that’s the Chelsea boot. Originally designed for Queen Victoria, the Chelsea boot made one of the longest-lasting comebacks we've seen during the 1960s.

And fortunately, we have a hunch that this essential shoe isn’t going out of vogue anytime soon, because Chelsea boots strike the perfect balance between fashion and function. Plus, if they’re good enough for a royal, they’re definitely good enough for all of us.

So, whether you’re hoping to add a touch of cool-girl edge to your cold-weather wardrobe or you just need a pair of versatile boots you can comfortably wear for hours at a time, we’re here to help make your search for the perfect pair of chunky ankle boots as easy as possible.

Here’s How We Found The Internet’s Best Chelsea Boots

Cute boots are a dime a dozen, but quality boots? That’s another story. And considering that Chelsea boots are the kind of shoes you’ll wear on repeat come cooler weather, you need a pair that’s durable and stylish. That’s why we put our ranking algorithm on the job of finding the best women’s Chelsea boots out there. This handy tool factors in information from reviews, best-seller lists, and social media to determine which products rise above the rest. So with that, get ready to shop our data-backed list of the best Chelsea boots money can buy.

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November 10, 2022

Written By:Sierra Rogers

Product Expert:Georgia Jones

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Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings


10
Rank & Style Approved

madewell

Madewell The Carina Platform Chelsea Boot

Our Score

4.45

Best Heeled

DEFINING DETAILS
Madewell’s Carina Platform Chelsea Boots were designed with a 2.5" heel to give you a (literal) self-esteem boost. And with an outsole crafted from genuine leather and an inner lining of pigskin, they’re sure to stick around for seasons to come.

WHAT ELSE TO LOVE
These beauties also include Madewell’s Cloudlift Lite padding, because why not make the most comfortable Chelsea boots possible? Oh, and there are three different stunning neutral versions of this shoe to choose from: True Black, Dried Maple, and Harvest Moon.

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Vagabond Shoemakers Kenova Lug Chelsea Boot

Our Score

4.5

Best Lug Sole

DEFINING DETAILS
It’s the lug sole that gives these chunky black boots their sense of rugged style. It’s also part of why they’re so great for walking, in addition to their elastic gore insets and easy pull-on tabs.

MUST-KNOW INFO
These boots are available in whole sizes only, so if you typically order a half size, Nordstrom recommends opting up rather than down.

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Sam Edelman Thelma Chelsea Boot

Our Score

4.55

Best Square Toe

DEFINING DETAILS
Square toes are currently trending, which is one of the many reasons people are obsessed with these women’s Chelsea boots. Their sleek silhouette is complemented by a low (1.5”) stacked heel, and although they’re made from imported leather, the elastic insets ensure you won’t be getting any ankle blisters while sporting these boots.

REVIEW HIGHLIGHT
“Perfect boots for cropped pants and skirts. The clean lines and lack of hardware make them so versatile. The leather is very soft, and I would say the toe box is standard width and runs slightly long, so I didn’t need to go up a half size. Another win from Sam Edelman."


Nisolo Everyday Chelsea Boots

Our Score

4.55

Best Low Shaft

DEFINING DETAILS
What makes the Nisolo Everyday Chelsea Boots appropriate for daily wear? Well, considering they have a water-resistant upper, a layered memory foam insole, and a rubber outsole, they’re easily one of the most comfortable pairs of Chelsea boots on the list.

WHAT ELSE TO LOVE
In addition to their functional features, the design of these boots makes them incredibly versatile. With four neutral versions to choose from (Cognac, Black, Ivory, and Honey), you’ll surely be able to find the version you’ll want to wear on repeat.

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Dolce Vita Moana H2O Pull On Booties

Our Score

4.6

Best Budget

DEFINING DETAILS
Perhaps the most exciting thing about the Moana H20 Chelsea Boots is that they're waterproof. In fact, we might start looking forward to rainy days if it means we get to sport these beauties with their textured lug sole and contrasting color schemes.

MUST-KNOW INFO
While you can't go wrong with a classic, you also can’t miss the colorful versions of these boots (such as the white leather version that has a complementary lime green midsole).

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Rag & Bone Rover Chelsea Boot

Our Score

4.6

Best Investment

WHAT TO LOVE
Is there a brand out there that’s doing the New York aesthetic better than Rag & Bone? Let us know what you think. In the meantime, we’ll be fawning over their Rover Chelsea Boots, a perfect pair of shoes that combines functional features (like their traction-enhancing rubber outsole) with timeless style.

ADDITIONAL DETAILS
Let’s be real: $398 is a lot to pay for a pair of women's Chelsea boots, but this review makes the case for their value: “I was really on the fence about spending $400 on a pair of boots, but I went for it and received the most perfect and comfortable boot! The feel of the leather is so soft and doesn’t cut into my ankle when I walk. The heel height is also low, so you can be on your feet all day.”

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Everlane The Italian Leather Chelsea Boot

Our Score

4.65

Best Minimalistic

DEFINING DETAILS
If we learned anything from watching House of Gucci, it’s that it doesn’t get any better than Italian leather. And guess what? Everlane’s best-selling women’s Chelsea boots are made from buttery-soft, silver-rated Nappa Italian leather that comes in three different colors.

REVIEW HIGHLIGHT
“These exceeded my expectations. I regret not buying the other sale color when I had the chance. I have quite a wide foot with a high arch/instep, so I always expect a bit of a problem getting into pull-on boots. These are a breeze to pull on, and they have plenty of room for winter socks. They are also very comfy and attractive, and the gum sole is a bonus for slippery winter sidewalks.”

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Dr. Martens 2976 Chelsea Boot

Our Score

4.65

Best Cushion

DEFINING DETAILS
Honestly, we might have lost a little faith in our algorithm if a pair of Docs hadn’t made the list. The 2976 Chelsea Boots are an iconic pair of shoes with their rounded toe, black leather upper, and recognizable contrast stitching along the outer midsole.

WHAT ELSE TO LOVE
Ever wonder why the pull tabs on Dr. Marten’s say “AirWair?” It’s the name of the brand’s sole technology that uses air bubbles to provide bounce, comfort, and durability. It’s also the reason why these are one of the most comfortable pairs of Chelsea boots around.

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Sam Edelman Laguna Waterproof Chelsea Boot

Our Score

4.75

DEFINING DETAILS
The lug sole on Sam Edelman’s Laguna Chelsea Booties acts as a platform of sorts, providing you with 1.5” of lift. Utilitarian in their design, these boots have a grippy outsole that can take on an icy sidewalk or a slippery set of stairs without a problem.

WHAT ELSE TO LOVE
According to Sam Edelman’s website, these Chelsea boots are also waterproof. And here’s a tip: There are even more colors available if you’re not sold on one of the four stunning options available through Macy’s.

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Marc Fisher LTD. Yale Chelsea Boot

Our Score

4.85

Best Overall

DEFINING DETAILS
Aside from being instantly drawn in by the steel-inforced pointed toe on these women’s Chelsea boots, we’re also pleased to see that they’re available in both suede and traditional leather (and multiple colors). And with a 1.5” heel and elastic insets, these boots are definitely made for walking.

MUST-KNOW INFO
According to reviewers, the narrow toe on these boots can make them feel a little small, so we suggest sizing up if you have a wide foot.

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