For stylish men, Chelsea boots are a wardrobe staple. When compared to Chukka boots, which are also classics, Chelsea boots for men are a lot more versatile. This is thanks to their more streamlined shape. You can wear them in the office, the woods, and even at your best friend’s wedding! To help get the most out of your pair, here are some ideas on how to style Chelsea boots for every occasion.
Different Materials for Chelsea Boots
Many consider their footwear to be the foundation of their outfits. Just like choosing the best men’s shoes, your standard for picking the right Chelsea boots should be quite high as well. After all, Chelsea boots don’t come cheap. Here are some of the most popular styles and what to look for when purchasing one.
Leather Chelsea Boots – These look best in semi-formal or slightly dressier events. Leather Chelsea boots are also great for winter and are easier to clean when compared to others, such as suede. Your options include real, vegan, and patent leather. Style experts even suggest buying vintage so that it’s already broken in and has a bit more personality when compared to new ones.
Suede Chelsea Boots – For more casual work boots, suede is a great option to try. These give off an effortless sense of style and fit well with urban outfits. One key thing to remember, however, is to protect your boots before wearing them out. A suede protector will help you avoid stains and other damages to your boots’ material, especially if you’re looking to wear them while in nature.
Note that there are also waterproof Chelsea boots available for use by outdoorsy folk. These should go well with a pair of waterproof socks to ensure you’ll have a comfortable and safe adventure.
Things to Look For in Chelsea Boots
Investing in your first pair of boots shouldn’t just depend on aesthetics. There’s a lot to consider to make sure you’re getting your money’s worth. Here are some of the things to keep in mind.
Leather Soles vs. Rubber Soles – Another feature you should pay attention to is your boots’ sole. Traditional Chelsea boots have leather soles, though you can also find good-quality rubber-soled ones. The latter tends to be better for everyday use and also has better traction for different terrains. If you spend plenty of time outdoors and plan on wearing your boots, rubber soles are your best bet. Save leather soles for dressier or more professional settings.
Rounded or Tapered Toes – One thing to keep in mind is that the more tapered the boot’s toe is, the dressier it looks. Keep this in mind if you’re substituting it for dress shoes! Rounded toes are a classic so if you’re unsure what to go with, this style is a great option to try. Fashion tip: if you want your legs to appear longer, especially when wearing slim-fit trousers, opt for more tapered toes.
Elastic Sides – You may think that these elastics are only there as an accent, but they aren’t. These elastics are essential for keeping the shape and longevity of your Chelsea boots. When trying on a pair, make sure that the elastics feel snug and fit well around your ankle. It shouldn’t be too tight or too loose. Lastly, check if the elastics are made of good quality material.
When investing in the best men’s Chelsea boots, make sure you’ll get a good amount of wear from your purchase. While there are many affordable options online, considering the quality of work that went into your boots is essential. From premium materials to the quality of manufacturing, all of these will determine how long your boots will last.
How to Style Chelsea Boots for Men
The Chelsea boot’s minimalist design complement any outfit. You can dress them up or dress them down, depending on the occasion. You can even use them while outdoors! There are many different ways to style men’s Chelsea boots outfits. Here are some ideas you can try out.
An Upgraded Shirt and Jeans Look
When it comes to daily wear, most people tend to just throw on a shirt and their favorite pair of jeans. However, you can make this smart casual look a lot more stylish by putting on Chelsea boots instead of your usual sneakers. If you feel daring, why not go for white Chelsea boots? For this outfit, we recommend going for suede boots like the Men’s Highline boots from Steve Madden. To accessorize, check out our list of the best bucket hats for men.
A Stylish Camping and Hiking Oufit
When we say Chelsea boots are versatile, we mean it. You can wear it in the city and in the woods to make sure you can stay stylish wherever you are. Most men opt for Chukka boots in this setting, but if you choose the right type of boots, you can bring these with you into nature as well. Did you know that there are even waterproof Chelsea boots available for outdoorsy folk? Our pick is the Cole Haan Zerogrand Omni Waterproof Chelsea Boot.
Rugged Look Inspired by James Dean
Even today, many men are influenced by James Dean’s devil-may-care style. What better way to emulate that than through a vintage leather jacket and a worn pair of black leather boots? To really capture the look, we suggest cuffing your jeans right at the ankle, where it hits the top of your boots. This is one of the easiest men’s Chelsea boots outfits to pull off. Our suggestion? Clarks Clarkdale Gobi Chelsea Boot!
Urban Denim on Denim Outfit
Most people would tell you to avoid this, but when done right the denim on denim look can be incredibly stylish. It’s all about choosing denim washes that complement each other. The lighter the denim, the more casual it tends to look. To seal the deal choose black Chelsea boots, which are minimal in both design and color. Give your outfit more edge by opting for these vegan leather 2976 Doc Martens Chelsea boots.
Sophisticated Streetwear Style
If you think Chelsea boots only pair well with sleeker outfits, it’s time you broadened your sense of style. Even with ripped jeans, bomber jackets, and just a plain tee, you can upgrade your look by choosing a sophisticated pair of brown Chelsea boots. For this look, choose something with a rounder shape and a darker color. Chunky Chelsea boots, with a bit more heft to them, look best with this. We recommend UGG’s Men’s Union Chelsea Weather Boot.
Sleek Tech Wear Fashion
Chelsea boots for men have a vintage flair to them, but choosing the right pair will allow you to wear these classics with modern tech wear. This style takes elements of cyberpunk and urban fashion. It is characterized by sportswear mixed with pieces such as trench coats, leather harnesses, and various athleisure fashion pieces. Black leather and platform Chelsea boots will help add an edge to the overall look and make it more “combat” ready. We recommend the Chaco Men’s Fields Chelsea Waterproof Boot.
Stylish First Date Outfit for Men
What to wear on a first date? Try this classic combination: sleek outerwear and Chelsea boots. These two pieces can easily take your outfit up a notch, even if you’re only wearing a turtleneck and a pair of chinos. Instead of dress shoes, these boots give off a more approachable and smart-casual vibe. We recommend these round-toe Timberland Chelsea boots as an everyday pair.
Modern Suit Attire for Men
For semi-formal outfits, most men opt for classics such as loafers, Oxford shoes, and brogues. However, Chelsea boots are also a great footwear option for such an occasion. They look fantastic with suits, especially if you opt for one with a more tapered toe. Natural leather is great, but you can also opt for glossy patent leather. Tan and dark brown are the most versatile options, especially if you’re wearing a unique color such as the one in our example. Our pick? This Men’s Chelsea boot from Ted Baker.
Fashionable Professional Look
If you’re choosing a Chelsea boot that will transition well from weekend to workplace, we suggest going the minimal route. This means you should avoid added frills, such as flashy buckles, and opt for something that’s classic in shape. Color-wise, brown and black is your safest bets. Light tan ones may not work well, especially if you’re in a corporate work setting. Do be mindful of platform Chelsea boots as well and choose something that’s of average height. We recommend the Dunross & Sons Leather Dress Chelsea Boots.
Artsy and Colorful Look
Chelsea boots for men have a reputation for being paired with sleek or rugged outfits. However, they can also be worn with colorful and semi-formal outfits. If you’re looking to balance out a colorful or loud look, a pair of simple black Chelsea boots would do the trick. Don’t be afraid of having a few scuffs and scratches on your boots either. Did you know that these can add charm to them? For this style, try a classic Florsheim Medfield Plain Toe Chelsea Boot.
Best Chelsea Boots Brands
Whether it’s your first time purchasing a pair or you want to try something different for yourself, here are some of the best brands that you can check out!
1. R.M. Williams – An icon in the realm of boot making, RM Williams is a brand well-known for its handcrafted products. Their boots are iconic and made of premium materials. A must-have for any collection.
2. Aldo Men’s Boots – For a more affordable option, give Aldo’s men’s boots a try. The brand is known for delivering quality products, which cater to every style.
3. Blundstone Boots – Whether it be leather or suede, Blundstone Chelsea boots come in a variety of colors and styles. Though on the pricier side, they are certainly worth the money thanks to their durability.
4. Oliver Cabell – Don’t be discouraged by the price tag on Oliver Cabell Chelsea boots. If you take a peek at their website, they provide you with all the details about the materials used and even the price breakdown! Needless to say, every penny goes into providing you with premium and long-lasting boots.
5. Thursday Boot Company – Aside from being proudly handcrafted, Thursday Boot Company Chelsea boots are also ethically sourced. You can be confident that the materials used for your pair are not only high-quality but will also withstand the wear and tear of daily use.
6. Paul Smith – If you want a good balance between affordability and style, Paul Smith Chelsea boots might be for you. The renowned British designer provides work boots and hiking-inspired options for fashionable modern men.
7. Saint Laurent – For a classic design that will fit just about any occasion, look no further than Saint Laurent Chelsea boots. They come in a minimalist silhouette and a variety of materials, colors, and styles. Though not the most affordable pair on our list, these boots will only get better the more you wear them.
Chelsea Boots For The Most Versatile Footwear
There’s a good reason why these boots have remained fashionable throughout the decades. Not only are they comfortable and easy to wear with any outfit, but they also come in a variety of styles. Needless to say, they’re worth the investment and make for a great addition to any wardrobe.