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The 7 Best Men’s Chelsea Boots That Will Go With Everything In Your Wardrobe – Starting At Just $ 39

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Many consider Chelsea boots to be one of the signatures shoe styles fall and winter seasons, but in reality they are perfect all year round style. Think about it, they are incredibly versatile and come in a variety of styles, materials, and colors.

If you are looking for the perfect Chelsea boot for men, but are overwhelmed by the wide variety of options available on the internet, we have made your shopping a little easier. Below we have listed the seven best Chelsea boots for men you can buy, sorted by categories.

Buy everything from the best overall choice (which is also machine washable and made from durable materials) to the most affordable option that starts as low as $ 39.09 on Amazon.

Take a look at each style a little more detail below.

1. Best overall: Rothy’s merino wool Chelsea boots, $ 275

Credit: Rothy’s

Buy now on Rothy’s

Let’s be honest, sustainable fashion can seem a little questionable at times. by Rothy is one of the few brands that executes this ethical theme while remaining trendy and trendy.

The brand has just been released Merino wool Chelsea boots comes in three classic colors (Dark Chocolate, Granite Dark, and Bourbon) and features a premium merino wool blend and Rothy’s signature yarn spun from plastic bottles. While they offer the classic, clean silhouette of a Chelsea boot, they are extremely comfortable and conform to the shape of your foot perfectly without squeezing or straining your toes.

2. The most comfortable pair: UGG Neumel Chelsea Boots, $ 130

Credit: Urban Outfitters

Credit: Urban Outfitters

Buy now at Urban Outfitters

Now, if you’re looking for a perfect pair to rock exclusively during the cooler months, these UGG Neumel Chelsea Boots are the ones to buy. The gorgeous chestnut brown color is the perfect fall hue, and in UGG fashion, these suede boots are super plush thanks to their soft wool lining.

These will keep your feet warm and stylish all fall and winter.

3. The most affordable: Bruno Marc men’s suede leather Chelsea boots, $ 39.09 – $ 42.49

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Buy now on Amazon

That’s right, Chelsea boots can be a bit pricey, but you don’t have to. Those # 1 best-selling Bruno Marc suede Chelsea boot have over 5,000 five-star reviews on Amazon and start at just $ 39.09!

Ranging in sizes 6.5 to 15, these simple Chelsea boots are made of quality materials and come in nine colors, including classic black, camel, beige, gray and navy blue.

4. Best classic choice: Cole Haan GrandOS 360 York Chelsea Boots, $ 119.97 (original $ 250)

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Buy now from Nordstrom Rack

Cole Haan is one of those premium shoe brands that everyone knows and loves, so it’s no secret that the brand’s Chelsea boots are clearly the bestsellers.

His GrandOS 360 York Chelsea Boots is water resistant and features an ultra light foam midsole to give you all day comfort. Plus, these boots feature a classic silhouette that easily enhances any look, so buy them while they’re still in stock.

5. The most daring boot: Dr. Martens Wincox Smooth Leather Buckle Boots, $ 160

Credit: Dr Martens

Credit: Dr Martens

Buy now from Nordstrom

Buy now from Dr. Martens

Buy now at Urban Outfitters

For those who prefer a bolder look, these Dr. Marten Chelsea Boots definitely does the trick. The Wincox is a motorcycle remix of the standard Chelsea boot, giving the classic style a vintage biker touch with a buckle harness and gunmetal hardware.

Pair these funky boots with anything from black skinny or slim jeans or slacks, and you’re sure to get looks for all the best reasons.

6. Best waterproof option: Sorel Cheyanne II Waterproof Chelsea Boots, $ 89.97 (original $ 145)

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Buy now from Nordstrom Rack

Rain or snow shouldn’t keep you from wearing stylish Chelsea boots. In fact, they should be encouraging him. These bestsellers Sorel Cheyenne II Boots feature a fully waterproof duck tip for maximum functionality. They also feature double side panels, vulcanized rubber tips, and waterproof leather construction, making them perfect for battling the elements.

Choose between elk black and dark gray black when shopping for the perfect waterproof Chelsea boot moment.

7. Best choice of thick sole: UO Baldwin Leather Boot, $ 99

Credit: Urban Outfitters

Credit: Urban Outfitters

Buy now at Urban Outfitters

Big boots have a moment right now, and these Baldwin leather Chelsea boots from Urban Outfitters epitomizes this trend.

Available in three colors (black, dark brown, and off-white), these boots give the classic silhouette a modern upgrade with a bold, stacked rubber sole with grippy traction. They also feature elasticated panels and tabs for easy on and off. Believe me, these will quickly become your new favorite fall and winter boots after just one use.

If you liked this story, Check out this $ 22 men’s fleece robe that’s the ultimate in home comfort goals.

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