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Fall is the best season for business casual outfits for men, and I will happily argue about it. Summer makes you choose between looking good and being comfortable, and winter buries everything you own under a coat nobody sees the inside of. Fall is the narrow window where it all works. You can add a layer without committing to an overcoat, and you can leave the house without that moment of dread where you realize a puffer jacket is about to flatten every thoughtful decision you made underneath it. Sixty degrees and overcast is the most generous weather a man can ask for.
Last fall also handed us one of the loudest shifts in menswear in years, which was the great quarter zip takeover. It happened fast. One season, everybody under thirty-five was living in Nike tech, the full matching set, hood up, and the next season those same guys were showing up in a quarter zip with actual trousers and looking like they had been promoted.
So this is the season to actually use that. Below are the combinations I keep coming back to when the mornings get cold and the afternoons pretend they are not. Some of it is straightforward, the kind of thing you can pull together before coffee. Some of it asks a little more of you. All of it is built for the specific and short-lived pleasure of getting dressed in October.
Why This Outfit Works:
During the summer-to-fall transition, there’s a high chance you’ll experience unpredictable weather. The best way to stay comfortable is to carry a good sweater. You can drape your knit over your shoulders and wear something summer heat-ready like this featherweight polo from Collars and Co.
Where I’d Wear It:
Why This Outfit Works:
A blazer with deconstructed shoulders helps keep a natural silhouette while also making the blazer less formal. It’s one of the most well-known business casual items. You can combine it with a white polo if it’s one you can wear under a blazer like this one, and finish the outfit with chinos for a timeless preppy office outfit.
Where I’d Wear It:
Why This Outfit Works:
A gray quarter zip is an essential item for any man who has to dress business casual in the fall. It’s one of those items that can instantly elevate any outfit. It mixes perfectly with navy trousers, creating a cohesive look.
Where I’d Wear It:
Why This Outfit Works:
A crewneck sweater is one of the most versatile and classic items in any fall and winter wardrobe. You can pair it with trousers and dress shoes for a business casual look, or opt for jeans for a casual outfit.
Where I’d Wear It:
Why This Outfit Works:
If summer is over, it doesn’t mean you can not wear polo shirts; it just means you have to add long sleeves and a heavier fabric to them. A sweater polo is one of those items that just says “fall.” When they are clean and mixed with trousers and dress shoes, they make for a great business casual item.
Where I’d Wear It:
Why This Outfit Works:
The power of a good quarter zip is that it can elevate the formality of jeans to business casual, as long as we’re talking about the appropriate jeans. Meaning they have to be in a dark color and preferably a straight or tailored fit.
Where I’d Wear It:
Why This Outfit Works:
This is an outfit that instantly elevates whatever quote you gave to the client. An all-black outfit works on almost anyone, and it can work for the office if you use the right pieces like a clean sweater, trousers, and dress shoes.
Where I’d Wear It:
Why This Outfit Works:
Blue is one of the most used colors for any guy’s office attire, this combination is timeless and has been around for decades. Pairing a lighter tone of blue with a darker tone on the trousers is one of the most classic business casual outfits.
Where I’d Wear It:
Why This Outfit Works:
White sneakers happen to be one of my favorite items to wear to the office. They are comfortable, and when paired well, can make for a great business casual outfit.
Where I’d Wear It:
Why This Outfit Works:
When it comes to a classic at the office, there’s nothing like a blue dress shirt and trousers combination. When it comes to softness and high breathability, a performance dress shirt like the Apex may be a good option for you.
Where I’d Wear It:
Great office style is not about owning a lot of clothes. It is about owning the right handful and knowing they all get along. That is the whole secret. Everything you saw in this article was chosen on purpose, and if you look back through it, you will notice the pieces keep showing up in different combinations. Take the trousers from one outfit, the knit from another, the shoes from a third, and you still land on a solid business casual outfit. Nothing here fights with anything else. Build a closet that works like that and getting dressed stops being a decision you have to make while half awake.
Which brings me to the last thing, and it is the least glamorous advice in this entire article. Lay your outfit out the night before. Better yet, do the whole week on Sunday. I know how that sounds. It sounds like something your mother told you when you were nine. But there is a real difference between a man choosing his clothes with a clear head on a Sunday afternoon and a man grabbing whatever is closest at seven in the morning with one eye open.
Fashion & Commerce Writer
Roger writes about business-casual menswear and smart everyday style. He’s published more than 100 menswear articles and reaches nearly one million monthly viewers through search-driven platforms like Pinterest. He spends far too much time thinking about sneakers, particularly which ones deserve a place in an office wardrobe.
We independently evaluate all recommended products and services. Any products or services put forward appear in no particular order. if you click on links we provide, we may receive compensation.
Fall is the best season for business casual outfits for men, and I will happily argue about it. Summer makes you choose between looking good and being comfortable, and winter buries everything you own under a coat nobody sees the inside of. Fall is the narrow window where it all works. You can add a layer without committing to an overcoat, and you can leave the house without that moment of dread where you realize a puffer jacket is about to flatten every thoughtful decision you made underneath it. Sixty degrees and overcast is the most generous weather a man can ask for.
Last fall also handed us one of the loudest shifts in menswear in years, which was the great quarter zip takeover. It happened fast. One season, everybody under thirty-five was living in Nike tech, the full matching set, hood up, and the next season those same guys were showing up in a quarter zip with actual trousers and looking like they had been promoted.
So this is the season to actually use that. Below are the combinations I keep coming back to when the mornings get cold and the afternoons pretend they are not. Some of it is straightforward, the kind of thing you can pull together before coffee. Some of it asks a little more of you. All of it is built for the specific and short-lived pleasure of getting dressed in October.
Why This Outfit Works:
During the summer-to-fall transition, there’s a high chance you’ll experience unpredictable weather. The best way to stay comfortable is to carry a good sweater. You can drape your knit over your shoulders and wear something summer heat-ready like this featherweight polo from Collars and Co.
Where I’d Wear It:
Why This Outfit Works:
A blazer with deconstructed shoulders helps keep a natural silhouette while also making the blazer less formal. It’s one of the most well-known business casual items. You can combine it with a white polo if it’s one you can wear under a blazer like this one, and finish the outfit with chinos for a timeless preppy office outfit.
Where I’d Wear It:
Why This Outfit Works:
A gray quarter zip is an essential item for any man who has to dress business casual in the fall. It’s one of those items that can instantly elevate any outfit. It mixes perfectly with navy trousers, creating a cohesive look.
Where I’d Wear It:
Why This Outfit Works:
A crewneck sweater is one of the most versatile and classic items in any fall and winter wardrobe. You can pair it with trousers and dress shoes for a business casual look, or opt for jeans for a casual outfit.
Where I’d Wear It:
Why This Outfit Works:
If summer is over, it doesn’t mean you can not wear polo shirts; it just means you have to add long sleeves and a heavier fabric to them. A sweater polo is one of those items that just says “fall.” When they are clean and mixed with trousers and dress shoes, they make for a great business casual item.
Where I’d Wear It:
Why This Outfit Works:
The power of a good quarter zip is that it can elevate the formality of jeans to business casual, as long as we’re talking about the appropriate jeans. Meaning they have to be in a dark color and preferably a straight or tailored fit.
Where I’d Wear It:
Why This Outfit Works:
This is an outfit that instantly elevates whatever quote you gave to the client. An all-black outfit works on almost anyone, and it can work for the office if you use the right pieces like a clean sweater, trousers, and dress shoes.
Where I’d Wear It:
Why This Outfit Works:
Blue is one of the most used colors for any guy’s office attire, this combination is timeless and has been around for decades. Pairing a lighter tone of blue with a darker tone on the trousers is one of the most classic business casual outfits.
Where I’d Wear It:
Why This Outfit Works:
White sneakers happen to be one of my favorite items to wear to the office. They are comfortable, and when paired well, can make for a great business casual outfit.
Where I’d Wear It:
Why This Outfit Works:
When it comes to a classic at the office, there’s nothing like a blue dress shirt and trousers combination. When it comes to softness and high breathability, a performance dress shirt like the Apex may be a good option for you.
Where I’d Wear It:
Great office style is not about owning a lot of clothes. It is about owning the right handful and knowing they all get along. That is the whole secret. Everything you saw in this article was chosen on purpose, and if you look back through it, you will notice the pieces keep showing up in different combinations. Take the trousers from one outfit, the knit from another, the shoes from a third, and you still land on a solid business casual outfit. Nothing here fights with anything else. Build a closet that works like that and getting dressed stops being a decision you have to make while half awake.
Which brings me to the last thing, and it is the least glamorous advice in this entire article. Lay your outfit out the night before. Better yet, do the whole week on Sunday. I know how that sounds. It sounds like something your mother told you when you were nine. But there is a real difference between a man choosing his clothes with a clear head on a Sunday afternoon and a man grabbing whatever is closest at seven in the morning with one eye open.
Fashion & Commerce Writer
Roger writes about business-casual menswear and smart everyday style. He’s published more than 100 menswear articles and reaches nearly one million monthly viewers through search-driven platforms like Pinterest. He spends far too much time thinking about sneakers, particularly which ones deserve a place in an office wardrobe.
Fashion & Commerce Writer
Roger writes about business-casual menswear and smart everyday style. He’s published more than 100 menswear articles and reaches nearly one million monthly viewers through search-driven platforms like Pinterest. He spends far too much time thinking about sneakers, particularly which ones deserve a place in an office wardrobe.