The Best Chelsea Boots Will Keep You Moving Like a Rockstar

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A chelsea boot is a staple in any footwear rotation. They’re subtle, sleek, stylish, and work on a number of outfits and looks. Simple, pull-on boots work whether on a laborious job site, or whether you’re Mick Jagger playing Wembley. The shoes also come in a range of offerings (and prices), meaning any guy can find the right one to meet his needs and budget.

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What the Experts Say

“They’re surprisingly versatile,” explains fashion publicist Joey Suchodolski, “As great as they can look with a pair of jeans, they can also be perfectly paired with a well-tailored suit.” “Chelsea boots check off a lot of boxes for me,” menswear writer and enthusiast Beau Hayhoe says, “There’s the easy-on, easy-off comfort and there’s the fact that they work seamlessly with everything from chinos to denim–and even suiting, if the fabric is unstructured and not as formal as black tie.”

dark brown blundstone original 500 boots
dark brown blundstone original 500 boots

BEST OVERALL

Blundstone Original #500

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Price: $209.95

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The too-cool-for-school art kids you knew in college likely got off crazy thrifted fits every day that were finished off with a pair of Blundstones, also known as Blunnies. They’re an institution, an iconic silhouette that’s durable as hell and gives a hefty dose of cool kid credibility to anybody wearing them. They work as a fashion statement and for their more practical uses gardening, hiking, and out in the terrain.


tan cavalier chelsea boots by Thursday Boots against white background
tan cavalier chelsea boots by Thursday Boots against white background

BEST SUEDE OPTION

Thursday Boots Cavalier Boot

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Price: $190.00

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The folks at Thursday Boots have been making some of the slickest in the game for years now. Their Chelsea boot is no different. It’s available in lush suedes and sheen leathers, with a slim silhouette and a wide array of sizing. If you only want to own one pair, this is the one to pick up.


Hunter Commando Chelsea boots against white background
Hunter Commando Chelsea boots against white background

BEST CHELSEA BOOT FOR PUTTING IN THE WORK

Hunter Commando Chelsea Boot

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Price: $170.00

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You don’t call a boot the Commando if it can’t get the job done. Lace-ups tend to be the king of the work boot but Hunter’s Commando chelsea boot can hold up against just about anything. It’s waterproof and resistant to anything you can throw at them, with a chunky industrial design to really sell the point. Mind you, you don’t have to be prepping to trek through the mud to pull these off. They’ll look just as good with a pair of beat up jeans and a vintage tee. Just don’t be surprised if people start asking you for advice on repairing a deck when you take these out in public.


beige New Republic Sonoma Chelsea boots against white background
beige New Republic Sonoma Chelsea boots against white background

BEST FOR GUYS ON A BUDGET

New Republic Sonoma Chelsea Boot

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Price: $99.00

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Want a perfect pair of Chelsea boots for under $100? New Republic has you covered. From the crepe sole to the buttery beige suede, these boots should probably cost twice as much as they do. Pick up a pair before the brand gets wise and raises prices.


brown Tecovas "The Chance" Chelsea boot against white background
brown Tecovas "The Chance" Chelsea boot against white background

BEST FOR COWBOYS

Tecovas 'The Chance'

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Price: $245.00

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Sure, a Chelsea boot isn’t a classic cowboy silhouette, but nobody told that to the folks at Tecovas. The makers of some of the finest western-style boots in the game lended their touch to these stunners. They’ve got all the form of a classic Chelsea boot with the sort of burnt browns and beiges one associates with the most yeehaw-looking boots out there. Add to cart, and giddyup.


light beige Aldo chelsea boot against white background
light beige Aldo chelsea boot against white background

BEST FOR DRESSING UP

Aldo Biondi-r

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Price: $170.00 $89.98

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Aldo’s Biondi-r in beige is a beautiful boot, the color is perfect for dressing up rather than dressing down. These will pair well with suits and other formalwear, and give any look a unique touch-up when used as an alternative to dress shoes. The color will play great against grey and black suits.


black YSL Wyatt chelsea boot against white background
black YSL Wyatt chelsea boot against white background

THE SPLURGE OPTION

Saint Laurent Wyatt

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Price: $1,190.00

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When it comes to purchasing a dream pair of boots, look no further. The Saint Laurent Wyatt is the Rolls Royce of Chelsea boots. They’re so well-crafted, they’re the last pair of boots anyone would ever need to buy. Rich leather, a sturdy sole, and an impeccable silhouette make these the sort of boots that go with any outfit and will turn heads regardless of what they are paired with.



Frequently Asked Questions About Chelsea Boots

Are any wardrobe options a no-go for chelsea boots?

Shorts. Almost any other kind of pant can be paired with a kind of chelsea boot. Because of the height though, you’ll want to keep a cuff over the top of the boots for the full effect, so swap in the sneakers if you’re heading to the pool this summer.

How can I clean my chelsea boots?

It depends on the upper layer. Leather upper options can be cleaned with anything from a wet cloth to a leather solution. For suede options, try buffing out spots or blemished by rubbing both boots against each other.

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