6 Chelsea Boots for Men and How to Style Them

Arguably the most quintessential menswear shoe is the Chelsea boot. Their classic silhouette matched with a clean, minimal design makes them easily incorporable into any outfit for any season or any occasion from casual to semi-formal. 

Over the years I've upgraded my Chelsea boots to designers like Saint Laurent, Fear of God, and Amiri. If you're looking for a great place to start I highly recommend boots by Cole Haan, Clarks, and Johnston and Murphy. All of these brands boots are extremely well made, comfortable, durable, and are sure to last you years.

Here are 6 different kinds of Chelsea boots styled 12 different ways!

Black Leather

The black leather Chelsea boot is the most iconic and basic staple for any guy. If you're not sure where to start with Chelsea boots, start here with the black leather. Perfect for sharpening up any outfit, this boot can work everywhere from street style to semi-formal.

Brown Leather

A brown leather Chelsea boot is also great for semi-casual looks. I paired this Brown Leather Gucci Chelsea Boots with a brown suit to dress down the look for a dressy yet casual vibe.

Tan Suede

Moving into the suede category, the tan suede Chelsea boot reigns supreme. I've rocked tan suede boots everywhere, from in the summer paired with dress pants and t-shirt to a dressed up cozy winter look. These tan suede Chelsea boots are extremely versatile.

Dark Brown Suede

Dark brown suede Chelsea boots work in any season, but are especially great for Fall. Pair them with a jacket that has a bit of brown in it to make your outfit pop.

Gray Suede

These Fear of God Grey Suede boots are a winter staple for me. I love the cool tones it adds to any look.

Brown Suede

Brown suede Chelsea boots are perfect for sharp weekend casual looks. Pair them with a pair of white jeans or a monochromatic look to make them pop.