The 15 Best Chelsea Boots of 2024, According to Style Experts
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Including favorites like Dr. Martens, Frye, Sam Edelman, and Blundstone
People / Alli Waataja
Today, Chelsea boots can be seen everywhere on everyone. The shoe, named after the posh neighborhood in London, originated in the early 1800s but shot to fame when popularized by The Beatles in the late '50s and '60s.
Since then, the style has evolved to include boots with chunky soles, tall heels or shafts, and some Western details, while keeping the traditional elements alive, most notably the stretchy gore side panels that make them easier to pull on. Basically, Chelsea boots are as classic as you can get when it comes to footwear.
If you’re searching for your own pair, getting a feel of the market before you buy is necessary, suggests celebrity wardrobe specialist Denise Styless — luckily, we did that work for you. After scouring the internet, we landed on the best pairs of Chelsea boots worth buying, comparing different styles, functions, and price points.
From minimalist leather Chelsea boots to styles with little Western influence or chunky lug soles, keep scrolling to see PEOPLE’s picks for the best Chelsea boots on the market.
Best Budget: Athlefit Women's Chelsea Platform Ankle Boots
Chelsea boots can cost a pretty penny, but believe us when we say you won’t have a bad case of buyer’s remorse with this pair. After all, they are reasonably priced and boast a stunning heel, trendy sock lining, plus a supportive sole that provides grip and support with every step.
Above all, these boots are super flattering, according to Los Angeles-based personal stylist Jasie Style. “I love how the bulky sole is the perfect match for oversized layers like sweaters, shackets, and blazers,” she tells PEOPLE. “These boots also look amazing with a neutral-tone outfit and are versatile and easy to style.”
Size Range: 5.5-11 | Construction: Thermoplastic Elastomers sole, sock lining, elastic side panels, back pull tabs | Colors: Cream, apricot, nude, black
Related: The 12 Best Work Shoes for Women of 2023, Starting at $19
Best Budget, Runner-Up: Soda Pilot Chelsea Ankle Bootie
For a less expensive option, consider the Soda Pilot Chelsea Ankle Bootie, which you can find for under $35 on Amazon. These classic Chelsea boots are constructed from a faux leather material and come in sizes 5.5 through 11, with wide fits also available for a more comfortable fit. The boots are also available in over 15 different color options, including more traditional hues like black and brown and some more trendy tones like pewter and iridescent white.
Despite having a low price tag, the boots are ultra-comfortable and durable, thanks to their high-traction lug sole, low heel, and lightweight design. On top of that, they come highly recommended by thousands of Amazon customers for their support, fit, and style.
Size Range: 5.5-11 (wide sizes also available) | Construction: Faux leather | Colors: Black, bone, cognac, dark tan, gray, white, beige, black suede, dark blonde, black patent, black/tan welt, bone patent, cream, cream pearl, cream/tan, pewter
Best Investment: La Canadienne Connor Waterproof Boot
The La Canadienne Connor Waterproof Boot is our top pick for the best Chelsea boots. These feature a classic Chelsea boot design — including a low 1.5-inch heel, lug sole, and pull tab — that is versatile enough for everyday wear. They’re constructed from a buttery soft Italian leather material and feature the brand’s Our City Dry technology, which makes them completely waterproof, too.
In addition to their design and waterproof perks, these boots are also designed with a memory foam insole for added cushion and support, making them one of the most comfortable Chelsea boots on our list. The boots also feature a breathable microfiber lining that keeps your soles warm and fresh at the same time.
Size Range: 5-13 | Construction: Leather, microfiber lining | Colors: Black leather, black suede
Most Versatile: Dr. Martens Smooth Leather Chelsea Boots
When scouring the internet for the best Chelsea boots, Dr. Martens boots are bound to pop up in your search — and it’s definitely for good reason; While the brand may bring thoughts of timeless combat boots to mind, Dr. Martens' Chelsea boots are equally stylish, well-constructed, and supportive.
What’s more, these boots go with everything you own, says celebrity wardrobe stylist Pilar Scratch. “These are edgy yet sophisticated,” Scratch tells PEOPLE. “You can style them with wide-leg pants, skinny jeans, or bootcut jeans, and they will mesh effortlessly.”
Size Range: 5-12 | Construction: Leather upper, air-cushioned sole, grooved sides, scripted heel-loops | Colors: Black, cherry red, white
Best High Heel: DKNY Block Heel Chelsea Boot
PEOPLE Commerce Senior Editor Erika Reals recommends this Chelsea boot for anyone looking for a non-platform high-heel version for those dressier everyday occasions. "This boot is both sleek and chic; while the heel is high (for me), the block design adds stability and comfort so your feet and back aren't screaming at you by the end of the day."
This Chelsea boot is a versatile option that's still wearable and walkable despite its refined design and height. Complement with slacks or a black sweater dress for a winter commute to the office or pair with straight-leg jeans and a sweater for a casual but elevated date night. It's also available in off-white or brown if you want to venture from a classic black Chelsea.
Size Range: 6-10 | Construction: Block heel, almond toe, elastic side, pull tab at heel, logo trim at back | Colors: Black, ivory, sand
Best Waterproof: Sam Edelman Laguna Waterproof Lug Sole Chelsea Boot
There’s a reason why these waterproof Chelsea boots are a customer favorite; they offer a true-to-size fit and sleek design while keeping your feet dry through every splash or snowfall. But that’s not all: Reviewers love that this pair provided comfortable wear with no blisters or rubbing and appreciate that they can go with anything in their closet.
Above all, they are relatively affordable (especially when on sale), so go ahead and splurge on two pairs if you can't decide between the myriad of color options. Don’t mind us while we go on ahead and do just that.
Size Range: 6-11 | Construction: Memory foam construction, side gorings, back tab, closed toe, medium width, 5.5-inch shaft height | Colors: Black, ivory, frontier brown, desert olive, sesame, black suede, pebble grey, tawny brown, chinchilla, mineral green, and more
Best Lug Sole: Reformation Katerina Lug Sole Chelsea Boot
Reformation excels in making outstanding clothing items that produce a smaller carbon footprint than other similar brands. That said, it’s hard not to fall in love with this pair of Chelsea boots — they are available in a classic black colorway, offering a classic Chelsea-style boot style you love but with a textured twist.
As a bonus, these boots go with everything, says New York City-based personal stylist Alison Bruhn. “You can wear these boots in multiple looks — from jeans to dresses — making them a practical, comfortable, and chic choice,” she tells PEOPLE.
Size Range: 5-11 | Construction: Lug sole, elastic side panel, heavy tumbled leather with pebbled surface texture, recouro-regenerated leather welt, recycled SBR, natural rubber blend outsole | Colors: Black tumbled
Best with Zipper: The Frye Company Carly Zip Chelsea
In our opinion, some zippered detailing on the sides can give Chelsea boots some added edge, so if you’re after a pair that flaunts some eye-catching hardware, these boots are worth a look. “While classic Chelsea boots usually do not have zippers, these boots offer a cute play on the traditional style,” says Holly Chayes, a personal style coach and consultant. “The best thing about these boots is they go with practically anything — they can dress up a casual look or dress down a dressy look. They also look great styled with a dress and a cropped jacket.”
Size Range: 5.5-11 | Construction: Leather lining, leather outsole, 10-inch shaft circumference, 5-inch shaft height, antique metal hardware | Colors: Cognac, ash, black
Best Thermal: Dr. Martens 2976 Chelsea Boots With Faux Fur
One-up the classic Dr. Martens Chelseas by adding a cozy faux shearling lining, and you've got the Leonore boot. “These boots are completely on trend and a classic at the same time,” says stylist Kriena Nederveen. “Lug soles are all the rage at the moment, and this boot can be styled casually with jeans and can add a great edge to dresses and skirts.
Above all, these boots always make a statement. Besides, if you need a lined boot, you might as well make it a stylish one.” While they're only available in black leather, these are bound to be your go-to boots for those cold and blustery winter days.
Size Range: 5-11 | Construction: Faux fur lining, leather with subtle grain upper, 10-inch shaft circumference, 5-inch shaft height | Colors: Black burnished Wyoming
Most Durable: Blundstone Women's BL500 Original 500 Chelsea Boot
These top-rated Chelsea-style boots are the perfect addition to your outdoor shoe arsenal. They are easy to slip on (and take off) and provide adequate protection to feet, so whether your outdoor adventures include walking the dog or tackling the latest long-distance trail, you won’t have to worry about wet feet spoiling the fun.
We also love these boots for the extensive color range, which includes nine flattering shades that pop without taking attention away from your outfit. Finally, these boots prioritize support (thanks to the cushioned midsole, SPS Max comfort system, removable footbed, and steel shank features), so you stay comfortable with every step.
Size Range: 5-11 | Construction: Water-resistant leather, elastic side, TPU outsole, cushioned midsole, SPS Max comfort system, removable footbed, steel shank | Colors: Stout brown, black, black/rainbow, black/gray, and more
Related: The 12 Best Hiking Boots for Women of 2024 to Take You Wherever You Want to Go
Best Knee-High: Looks Like Summer Willow Knee High Chelsea Boots
Chelsea boots traditionally have a low shaft height, but you can find several options in a knee-high style for a slightly elevated spin on the classic boot style. The Looks Like Summer Willow Knee-High Chelsea Boots are one of our favorite boots in our wardrobe. They’re constructed from a durable leather material that breaks in nicely over time (yet never loses its shape) and feature a sturdy lug sole with lots of traction. These boots are a good cross between a classic Chelsea boot and a riding boot, making them a more versatile option, too.
Size Range: 35-43 | Construction: Leather | Colors: Black, brown
Best with Socks: Cuccoo Fuzzy Panel Chunky Heeled Chelsea Boots
The Cuccoo Fuzzy Panel Chunky Heeled Chelsea Boots feature the cutest ankle boots with socks look. These boots are designed with a classic Chelsea boot silhouette — only, without the usual lug sole design — and have a cuff detail that looks like a pair of cozy socks to create this style illusion. Constructed from PU leather with a 1.8-inch chunky heel, these under-$40 boots are a great option for fall and winter wardrobes.
Size Range: 35-39 | Construction: PU leather, fabric | Colors: Black
Best Low Shaft: Zigi Josefah Boots
While most Chelsea boots are considered ankle boots, they usually have a higher shaft height that goes slightly above the ankles. For a low-shaft look, consider the Zigi Josefah Boots. These round-toe Chelsea boots feature a 4.3-inch shaft with a chunky lug sole platform heel and plenty of traction. Plus, they’re constructed from a high-quality leather material and feature a durable pull tab to make it easier to slide in and out of them.
Size Range: 36-41 | Construction: Leather | Colors: Black
Best for Winter: UGG Brisbane Waterproof Chelsea Boot
Waterproof Chelsea boots come in handy in rainy weather but you need something a little warmer for the winter season. The Ugg Brisbane Chelsea boots are our favorite winter Chelsea boots because they take the classic style and elevate it for the cold weather. Constructed from a waterproof leather material with a chunky, high-traction lug sole, these boots are part fashion, part utility with a double pull tab, mudguard, and elastic core. The boots are also lined with a sheepskin-like material and have an EVA footbed for lasting comfort and coziness.
Size Range: 5-11 | Construction: Waterproof leather, textile | Colors: Black, sea salt, burnt cedar
Best Sneaker-Inspired: Sorel Brex Waterproof Chelsea Boot
If you love the look of a Chelsea boot but want something a little more casual (and even more comfortable), the Sorel Women’s Brex Boot Chelsea Waterproof Boots are a must. These boots feature a chunky and high-traction rubber lug sole and are constructed from waterproof full grain leather for lasting durability. Designed to support the soles through any season, these boots put a sporty spin on the classic Chelsea boot style.
Size Range: 5-12 | Construction: Waterproof leather | Colors: Black, black and blue, cream, brown and black
How to Pick the Right Chelsea Boots
Material and Function
When shopping for Chelsea boots, you’ll want to consider the material of the shoe. “High-quality materials usually indicate that the shoe will last you a long time,” says Scratch. “The best material for Chelsea boots is leather or suede.”
However, the material used for the boot sole is equally important, according to Styless. “Boots with a rubber sole guarantee extra protection for the boot,” she says. Finally, considering function is also a good idea, explains celebrity wardrobe stylist Lunden Olin. “Function should always be a priority because no one wants their shoe falling apart after wearing them for a long time,” he tells PEOPLE.
Comfort
Like material, prioritizing comfortable pairs of Chelsea boots is equally wise. Since you’ll be walking in them, you’ll want to select a pair of boots that don't strain your feet. To find a comfortable pair of Chelsea boots, Styless recommends paying attention to the sole. "The most comfortable Chelsea boot has to have a perfect sole,” says Styless. “This way, it does not irritate your foot when rubbing against the sock.”
Reviews
Reading through user reviews lets you to see all the ins and outs of the shoe before you buy, so you’ll know what to expect. “Shoppers should check online and see the reviews before buying Chelsea boots,” adds Styless. “This way, shoppers can be comfortable buying boots without regrets.” Pro tip: pay attention to Chelsea boots with higher star ratings and plenty of user reviews — these usually indicate that the shoe will be a good match.
Frequently Asked Questions
Which brand is best for Chelsea boots?
It all depends on what you're looking for, but one of our top-rated favorite pairs of Chelsea boots is the Dr. Martens 2976 Smooth Leather Chelsea Boots. For $170, this pair boasts a pull-on style, high-quality materials, and unisex appeal. Thanks to a classic silhouette these boots mesh well with any outfit — dressy or casual.
Are expensive Chelsea boots worth it?
You may be on the fence about buying a pricer pair of shoes. However, splurging up does have its perks, as expensive shoes are designed with high-quality materials that are built to withstand years of wear, according to Scratch. “When you’re paying for an expensive shoe, I believe you're paying for longevity,” Scratch tells PEOPLE. “You're also paying for the quality of the shoe to last through any weather conditions."
Take Our Word For It
Courtney Leiva is a contributing commerce writer for PEOPLE and has written for publications such as The Daily Beast, Buzzfeed, HuffPost, and more. When researching the best Chelsea boots, Courtney spoke with fashion stylists to learn more about how to choose a pair of Chelsea boots, what standout features to look out for as you shop, and, of course, the several styles available for purchase. She also conducted her own research, looking at various Chelsea boot styles and details while analyzing style, fit, and function.
Jessie Quinn is a contributing commerce writer for PEOPLE and has written for publications such as Byrdie, InStyle, The Spruce, NYLON, and more.
Meet Our Experts
Denise Styless is a celebrity wardrobe stylist from the Bronx, New York.
Jasie Style is a Los Angeles-based personal stylist specializing in commercial advertisement, fashion editorials, and menswear fashion.
Pilar Scratch is a celebrity wardrobe stylist and founder of Fashion Gxd Magazine.
Alison Bruhn is a New York City-based personal stylist and founder of The Style that Binds Us.
Holly Chayes is a personal style coach, consultant, and founder of Who Wears Who?
Kriena Nederveen is a celebrity stylist who has dressed everyone from A-List celebrities to music icons like Biggie and Tupac.
Lunden Olin is a Brooklyn-based celebrity wardrobe stylist who has dressed Tobias Truvillion, Vicky Jeudy, Ross Marquand, and more.
Related: The 11 Best Wide-Calf Boots of 2023 You Can Wear All Day Long
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