10 Men’s Business Casual outfits With Chelsea Boots To Wear When It’s Cold outside
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Styling business casual outfits with Chelsea boots can get tricky. You may end up with outfits that are too casual and, for some, not “office-appropriate.”
So, how do you wear the most stylish boots a man can own to the office without looking like you are going on a date?
You start by building the rest of the business casual outfit first, and then you add the boots.
This is a tip I learned from one of the best stylists on earth, Allison Bornstein.
In a nutshell: When you have a difficult-to-style shoe, start by building the rest of the outfit first.
To help you with this, below you’ll find some helpful examples where I applied this method. You do have to make sure the boot is minimal and not a cowboy boot.
Business Casual Outfits With Chelsea Boots
The Daily Outfit
This is one of the easiest ways to wear Chelsea boots to the office. A dark quarter-zip layered over a white Oxford is as business casual as it can get. Beige pants balance out the darker top and complement the color of the boots.
Sweater | Oxford Shirt | Pants | Boots
The Smart Casual Chelsea Boots Look
A navy overcoat instantly elevates Chelsea boots for a professional look. Pair it with a classic office outfit, such as a blue Oxford shirt and gray trousers.
This is a great example of how Chelsea boots can replace dress shoes without lowering the formality of the outfit.
Navy Overcoat | Oxford Shirt | Pants | Boots
The Christmas Work Outfit
This outfit proves Chelsea boots still work when it’s cold outside. A puffer jacket adds warmth.
You take off the puffer as soon as you walk into the office, and you are left with a fun way of getting into a Christmas spirit at the office.
Puffer | Oxford Shirt | Pants | Boots
Grayscale Office Outfit
Mixing in the three pure neutral colors is a conservative formula, but it looks good on almost everyone.
It’s also great for a more formal or office environment.
Sweater | Oxford Shirt | Pants | Boots
Textbook Business Casual Outfit With Boots
This is a classic business casual outfit that became a popular trend on TikTok last year with the quarter-zip movement.
If you’re a fan of this type of sweater, here are 10 quarter zip outfit ideas that you should take a look at.
Sweater | Navy Overcoat | Pants | Boots
The Minimal Office Boots Outfit
Quince has been manufacturing some of my favorite items at a great price with amazing quality, and this Australian Merino Wool cable-knit sweater for $79.90 is another example of why I love them.
I kept the rest of the outfit in a grayscale with a white Oxford shirt, relaxed charcoal pants from COS, and some beautiful Chelsea boots by Beckett Simonon.
Sweater | Oxford Shirt | Pants | Boots
Layered Work Outfit
A navy zip sweater, classic blue Oxford shirt, and charcoal trousers are one of the easiest business casual formulas. You can pair with almost any minimal leather shoe, and it will look good.
Sweater | Oxford shirt | Pants | Boots
The Classic Business Casual Cardigan
A cardigan is an underrated office layer. It’s one of the few sweaters, along with a quarter-zip, that can elevate the formality of the outfit.
There’s also the option of going for a shawl collar cardigan. One of my favorite creators Mr. Jones, recently talked about it.
Oxford Shirt | Sweater | Pants | Boots
Polished Vest Outfit
I saw this vest at COS and immediately fell in love with it. It’s another one of those pieces that adds warmth during the colder months and can elevate the formality of an outfit.
This green vest pairs perfectly with a white Oxford shirt. I kept the rest of the outfit winter-friendly by adding the overcoat.
Overcoat | Cardigan | Oxford Shirt | Pants | Boots
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