Popular Chelsea Boots for Men

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Chelsea boots for men are all the rage but they don’t have to be expensive to look good.

Blundstone 550 Chelsea Boot in Antique Brown
Blundstone 550 Chelsea Boot in Antique Brown

Whether you wear them with jeans or a suit, Chelsea boots are a popular choice and come in a variety of styles and colors.

After much research and comparison shopping, we present a selection of the most popular options from well-known brands that all:

  • Look great
  • Get lots of good reviews
  • Don’t break the bank (less than $200)

What are Chelsea boots?

Chelsea boots have a long history dating back to the mid-1800s when they were made for Queen Victoria of England. It wasn’t until the 1960s with icons like the Beatles and Rolling Stones wearing them that they became part of recent fashion trends.

These days you will see them on both men and women as general-purpose upscale footwear.

Many men appreciate the fact that the same pair of Chelsea boots can be worn with either a casual, business, or formal outfit. They are very versatile.

Chelsea boots have some core characteristics:

  • Pull on (no laces)
  • Ankle height
  • Elastic side panels
  • Pull tab to help get them on
  • Low heals
  • Constructed of two pieces that meet at the ankle
  • Most often made of leather or suede

The finish can range from polished and shiny to distressed and subtle. Your style and how you plan to wear them will help you decide which color and finish to get.

What is the best Chelsea boot?

Unfortunately, there is no “best” Chelsea boot.

They come in a variety of colors and variations, but a few stand out as the most popular:

  • Brown in any shade and burgundy are the core colors, and can be easily dressed up or down.
  • Black is preferable for more formal looks, including white collar business attire.
  • Bold colors on the whole boot or just the trim can work if you want to make a statement.

There are many companies making high quality and affordable Chelsea boots for men. The suggestions below highlight a broad sampling of popular options from several brands.

We left out the pricey luxury brands and only included well-rated boots that cost $200 or less.

Brown Chelsea boots for men

Blundstone 550

Blundstone 550 Antique Brown

Blundstone in Australia is a very popular maker of Chelsea boots. Their Classic 550 Chelsea is a best seller and very highly rated. It comes in a rainbow of different colors.

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Børn Hemlock

Born Hemlock Brown

The Born Hemlock is hand stitched and known for comfort right out of the box. Available in several colors.

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UGG Biltmore

UGG Biltmore Brown

Known for their winter boots, the UGG Biltmore is waterproof and comes in a variety of colors.

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Ariat Midtown Rambler

Ariat Midtown Rambler Brown

The Ariat Midtown Rambler has a more rustic cowboy look. The outsole is built for traction and support.

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The ECCO Turn GTX is made of GORE-TEX waterproof leather and has a side zip closure. The rugged brown color looks broken in and ready for anything.

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Black Chelsea boots for men

Dr. Martens 2976

Dr Martens 2976 Black

Dr. Martens are a classic brand known for their boots. The 2976 is a simple and stylish boot with the signature “Doc Martens” stitching around the bottom. Available in several colors.

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Timberland Squall Canyon

Timberland Squall Canyon

The Timberland Squall Canyon is a durable waterproof Chelsea boot with side zippers in addition to the mesh panels.

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Blundstone 1472

Blundstone 1472 Black

The Blundstone 1472 come in a matte black leather with a decorative design. Both subtle and fancy at the same time.

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SOREL Madson

SOREL Madson Black

The SOREL Madson is waterproof and comes in several colors but this option is a made of textured nubuck leather in a deep, dark black.

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Blundstone 510

Blundstone 510 Black

From the classic 500 series, the Blundstone 510 is a simple, clean black Chelsea boot made of weatherproof oiled leather.

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Colorful Chelsea boots for men

If you want to break the mold of browns and blacks, then these more colorful options will spice things up.

Blundstone 1316

Blundstone 1316 Red/Black

Add some color to your black boots with bright red elastic panels, stitching, and treads.

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UGG Camino

UGG Camino Tan

The UGG Camino comes in two unique colors – dark tan (shown) and taupe. Water-resistant suede protects them from the elements.

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Steve Madden Highlyte

Steve Madden Highlyte Taupe

The Steve Madden Highlyte is an affordable suede Chelsea that comes in several colors including taupe and tan.

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Blundstone 1604

Blundstone 1604 Blueberry

Also from the 550 series. the Blundstone 1604 comes in the color “blueberry.” The perfect option when you need a blue pair of Chelsea boots.

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Dr. Martens 2976 Vegan

Dr Martens 2976 Vegan Red

These Dr. Martens 2976 Chelsea boots are a polished, high-gloss finish and made with a vegan-friendly synthetic upper. The “cherry red” color adds some punch.

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Chelsea boot sizing

Since Chelsea boots don’t have laces, they need to fit correctly. The elastic panels on the sides provide support and they should feel snug up against your ankles.

Sizing generally runs true to size, so be sure to try them on with the socks you would normally wear.

Some manufacturers include extra insoles to use for adjusting size. Whether you want to change the size or make them more comfortable, you can always add some good third party insoles.

Both Amazon and Zappos offer free shipping and returns, so don’t be afraid to try them on at home and send them back if they don’t fit. With Amazon Prime Wardrobe, you can even try them before you buy, so you don’t have to waste time driving around for the right boots and size.

Find your Chelsea boots

There are a lot of great options listed here and most of them come in more colors. Plus, it’s easy to order and try them on without any commitment.

Pick a pair you like and click through one of the links to find out more.

You should be out looking good in a new pair of Chelsea boots!