The trusted men's Chelsea boot is a versatile footwear choice every modern gentleman needs. This fashion staple pairs effortlessly with all your wardrobe favourites and is ideal for various events and activities, from leisurely days in the city through to evenings of drinks with friends.
A Chelsea boot will never let you down when styled correctly, boasting undeniable comfort and innovative design details. That's why here at Rieker, we've covered everything you need to help style your men's Chelsea boots to make the positive impact they deserve.
Contents
- How to wear men’s Chelsea boots
- What to wear with leather Chelsea boots
- What to wear with suede Chelsea boots
- What to wear with brown Chelsea boots
- Smart casual Chelsea boot outfits
- Formal Chelsea boot outfits
How to wear men’s Chelsea boots
Understanding how to wear Chelsea boots comes down to the event you're heading to. Luckily, Men's Chelsea boots are a must-have for business, casual and formal dress codes, hence their popularity. They complement jeans and a t-shirt but can equally be matched with a suit for formal occasions.
Famously worn by the Beatles and Mick Jagger, this fashion-forward boot allows you to be creative with your look with just one pair. Keep their versatility in mind when choosing your Chelsea boots, as you need to consider the style, material and colour to ensure they blend well with your wardrobe.
Whether you want to play it safe with a black Chelsea boot or desire something more unique, this boot promises style and comfort no matter what style you choose.
Here we will explore what to wear Chelsea boots with, depending on your selected look. This way, your style is well-suited for whatever look you want.
What to wear with leather Chelsea boots
Leather Chelsea boots are one of the most easily adapted styles, as their elegant leather construction can be partnered with both casual and formal ensembles.
Wear black leather Chelsea boots with dark, tight-fitting jeans and a loose white button-down shirt for a contemporary look. You can even add a black leather biker jacket for a grungy street-style touch. If you're leaning towards a brown leather Chelsea boot, pair them with lighter jeans, chinos or upscale trousers for a complementary look.
Whether a formal suit or a simple jeans and t-shirt combo, your trousers mustn't fold over your boots. By this, we mean you don't want baggy excess material flapping at your legs. So, if your jeans are a little wide, we suggest rolling them up to maintain a clean and attractive look.
What to wear with suede Chelsea boots
If you want to ooze sophistication, suede Chelsea boots are a great option. Wear your suede boots with skinny distressed jeans and an earthy-toned jumper for an urban appeal that partners perfectly with various coats and jackets. Take your look further on the night by swapping out your jumper for a light turtle neck and a blazer to up the formality.
Suede boots are versatile due to the varied colours available. Experiment when collecting your outfit with different shades like deep chocolate and khaki, ideal for the cooler seasons. When spring comes, lean towards pearl-grey alternatives for them to work their magic for a refreshed look.
What to wear with brown Chelsea boots
The rugged aesthetic of men's brown Chelsea boots is sure to take your sleek casual wear up a level. Showcase an outdoorsy look with a sheepskin or Barbour style jacket over a layered flanneled shirt and t-shirt.
Brown Chelsea boots were designed for layered outfits, and at Rieker, we love them paired with jean jackets, bombers and utility shirts. That said, always remember our important styling tip: Wear slim trousers or roll them up for the most flattering look.
As brown Chelsea boots come in a variety of shades, we’ve got some colour advice to share:
Taupe brown – Pair with grey, maroon and shades of red.
Honey brown – Pair with yellow, beige and other earth shades.
What to wear with black Chelsea boots
No wardrobe is complete without stylish men's black Chelsea boots. A footwear trend that never goes out of fashion, you can combine this ultra-comfy boot with chinos and an Oxford button-down or a smart jumper for an office ensemble that can be showcased come evening too.
Black Chelsea boots are classics and should be worn with dark slim-fit jeans. Team up with a scoop-neck t-shirt or a fitted turtleneck, depending on the temperature, to take the style up a notch.
Adding a contemporary feel to a well-tailored three-piece, you can even throw on your black Chelsea boots for all those formal occasions in your diary.
Casual Chelsea boot outfits
Below, we've broken down our go-to casual outfits when wearing Chelsea boots to ensure you look right for the occasion. Whether it be date night, a hip weekend trip or a simple lunch out, we've covered your outfit.
For date night
Pair tan suede Chelsea boots with distressed or washed-out jeans, a cashmere sweater and a printed scarf for a unique fashionable finish.
For weekend vibes
Partner brown suede Chelsea boots with skinny denim jeans, an oversized white t-shirt, a khaki bomber jacket and a loose beanie hat.
For lunch out
Slip-on grey suede Chelsea boots with distressed jeans, a black roll-neck jumper and an overcoat. Don't forget to finish with a smart wristwatch.
Smart casual Chelsea boot outfits
Looking to up the smartness? Our smart casual Chelsea boot outfits promise to add an extra touch of sophistication. From day-to-evening events to stylish work attire, our outfit inspiration promises to give you a smart edge.
Day-to-evening
Combine brown leather Chelsea boots with slim-fit jeans, a fitted dark jumper and a well-structured light-coloured overcoat.
Drinks with friends
Style out tan leather Chelsea boots with light jeans, a light cotton button-down shirt and a khaki or camel-coloured sweater.
Work attire
Wear black Chelsea boots with dark grey jeans, a turtleneck shirt and a textured style blazer.
Formal Chelsea boot outfits
The formal dress code is sure to have you feeling extra special. Matching your look with the right pair of Chelsea boots is a great way to perfect the look, but how exactly should you wear them?
That special occasion
Show up in black leather Chelsea boots and a well-polished three-piece black suit. Compliment with a shirt, tie and pocket square in matching hues.
Upcoming job interview
Show off black Chelsea boots with well-tailored grey trousers, a slim-fitting dressy shirt, and a black leather belt on show.
Weekly business meeting
Step in with black leather Chelsea boots, slim-fit chinos, a slim grey blazer and a button-down white shirt.
Chelsea boots at Rieker
As well as offering undeniable style, you can find our anti-stress boot soles in all Rieker men's Chelsea boots, so you can enjoy incredible comfort and foot support while looking great.
The easy slip-on fit means all our men’s Chelsea boots are easy to pull on and off when you've got limited time, making them a great everyday choice for busy gentlemen.
If you're looking for a fresh new pair of Chelsea boots, here at Rieker, we have styles for every occasion. From ball suits to an everyday lunch, ensure you fit the dress code by checking out our stunning range of men's Chelsea boots.
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