16 Best Chelsea Boots (Review) In 2022

The iconic Dr. Martens 2976 is, for many, the only Chelsea boot to consider. It boasts the classic style with the famously Doc Martens edge that’s rocked by both men and women alike.

The elastic stretch means they’re easy to pull on, which is helped by the logoed pull loop you can find at the heel. For all-day wear, the signature bouncing sole will protect your feet, while still offering ample room for thicker socks during winter. They’re a little heavy, but you’ll get used to that in no time. If you have issues breaking into your new boots, check out our guide to the best shoe stretchers.

The Bruno Marc Philly Dress provide superb support at a superb price. The latex sole delivers a solid tread for slippery surfaces and saves you falling over, while the rounded toe is suitable for both formal and informal occasions and events.

Again, they’ll suit men just as much as they’ll suit women, and the synthetic leather errs on the cruelty-free side of shoe materials and gives it essential flexibility. However, they run a size too large, so be wary of this when buying. To keep these boots always as good as new check out our guide to the best shoe protection sprays.

With the unmistakable embossed logo, the Clarks Bushacre Hill is sure to catch the eye of the fashion-forward readers among you. Like any decent Chelsea boot, they provide easy removal while also boasting waterproofness for wet weather.

Inside, the textile linings prevent rubbing and irritation, keeping you comfortable when matching them with whatever pants you like for any occasion. The top of the boot may dig into your shins at first, but this should ease once you’ve broken them in. Make sure you also check our guide to the best hiking shoes.

With a tough heel loop and suede construction, the Steve Madden Highline are a great outdoor Chelsea boot for those who like their shoes rough and ready. The true to size fit helps your foot slide seamlessly inside, and the upper is flexible to accommodate a variety of inclines, declines, twists, and turns.

The soles might squeak on wooden floors, so maybe warn others about that. But if your office is carpeted, you can invest in these for a great pair of work boots that look great with a pair of smart dark jeans or chinos. Our handy guide to the best running shoes for beginners features more great products like this. 

Boasting high-quality men’s formal shoe design and construction, there’s a lot to love about the Calvin Klein Larry. The comfortable insole ensure easy all-day wear, while the variety of color options means there’s an elegant style for everybody.

It’s suitable for both casual and formal occasions, but you might need to pull the hoe stretcher out to fix the narrow center. If you’ve got thinner feet, though, this sleek, hip shoe will take you right back to your stylish teen years and prove to your kids you’re the coolest cat in town.

The Kenneth Cole Reaction Suede provides comfort and support and is an excellent choice for those blessed (or not so blessed) with wider feet. It has a wide foot opening that complements the wide elastic panels making it easy to put on and take off, while the removable insole also allows for extra room or orthopedic inserts.

You may need these, too, as it’s quite lacking in arch support compared, which is a disappointment considering the price. This depends on your foot shape, though, and if you’re looking for style and quality (and a way to keep your feet dry), this could be the one. Love this product? Check out our review of the best soccer cleats for our top picks.

If you’re not looking to break the bank, the best Chelsea boots in terms of value are the Hawkwell Formal Dress Casual Pull Up. The handmade material and soft TPU outsole ensure longevity and style, while the flexible design ensures consistent comfort for all day at the office.,

Its refined style is suitable for whatever look you’re going for, and unlike many boots we’ve selected, they have the bonus of running true to size. The material’s a littler thin, though, so they may not be great in winter, but such high-quality at an affordable-for-all price, do you really care?

Only ever-so-slightly more expensive is the Metrocharm Cap Toe Formal Dress Casual which is a reliable shoe sure to last. The multiple panels, including a toe cap design keep them together, while the non-skid outsole provides stability on slippery ground.

However, they won’t fool more knowledgeable Chelsea boot enthusiasts and the material looks and feels a little too cheap compared to higher priced options. If you’re not too fussed about this, though, you’ll get a fine pair of shoes for the office or for your next date. Find more great products like this by checking out our guide to the best zero drop running shoes.

The Cole Haan Bernard are a high-level and comfortable option for those who want to spend a little more on their footwear for guaranteed quality. At $150, they’re not cheap, but sometimes it’s okay to spend a little more to that extra peace of mind.

Our favorite feature is the small break-in period so you can show them off straight away, and unlike some boots, they arrive looking identical to the pictures. They’re also pretty waterproof, but don’t expect them to hold up great in harsher, colder, wetter conditions.

A superb summer boot, the New Republic Chuck Suede provide an excellent lightweight option for casual occasions as you entertain friends and family at the yearly BBQ. The natural crepe outsole provides comfort and the leather lining and footbed ensures easy breathability.

The color doesn’t entirely match the pictures, so don’t start planning your summer outfit until they arrive, but the no-contrast elastic gives you a more neutral style that doesn’t seem too overbearing. If you like sports shoes check out our guide to the best basketball sneakers.

With a multi-panel design, the Bruno Marc Casual provide long-life on the upper whether you wear them daily or only pull them out the closet a couple of times a year. More of an outdoor shoe, the thick tread ensures stability but the flexible material still allows for superb mobility.

It’s available in a variety of colors and the slim fit design is suitable for both men and women. However, there are instances of the sole cracking, so take care where you step.

A top-quality boot, the Thursday Boot Company Duke is secure, stable, and reliable in both sole and construction for near-unrivaled performance and satisfaction. The cork footbed also provides comfort, while variety of colors mean you can find a pair for any season.

They may fit a little strangely for some, and when spending so much you want to be sure. If you trust the sizing before buying, though, you may be onto a winner. If you like working our check out our guide to the best crossfit shoes.

The SANTIMON Suede is a sleek shoe that’s definitely more at home for parties and similar functions if you want to stand out. It boasts moisture wicking material to keep your feet dry, while the long elastic gusset ensures it’s easily pulled on.

While slim, they stretch out after a few wears, but there’s still a little discomfort around the heel area. If you suffer from blisters quickly and without reason, it might be best to invest in some blister pads before wearing them.

The Ted Baker Camroon 4 are our pick for the premium Chelsea boots for men and come with the flair and sophistication you expect. The rich paisley design on the gusset is a cool little detail that sets it apart, while the sleek leather upper further contributes to sophistication.

This allows for versatile functionality, even if they run a little small. You may enjoy the snug fit though to match your skinny pants, and if this is the case, then go for it. Don’t forget to also check our guide to the best cross training shoes.

One of the easiest Chelsea boots to put on and take off, the Enzo Romeo BL01 Suede Leather is also one of the easiest to wear, too. The memory foam sock provides optimal comfort, while the flexible rubber outsole delivers great mobility.

Buy a size smaller than usual, though to make sure they fit, and when you do, you’ll get an excellent, stylish boot at a massively affordable price that might make you the talk of the town.

Our final pick is the Ben Sherman Gaston which allows for easy foot entry with dual gore panels, and a soft printed fabric lining helps you foot feel at home inside. The classic Ben Sherman blue, white, and red accents make them easily identifiable, and show off your inner Mod like you’re fresh out of Quadrophenia.

Again, they run a little small, so a size up is advised, and doing this will give you a superb, lightweight boot that’s massively affordable for guys and girls who know exactly what they like. You may also like to check our guide to the best trail running shoes for men.