Fashion blogger Veronika Lipar of Brunette from Wall Street wearing Max Mara safari jacket H&M gold pleated midi skirt Chloé Rylee boots

14 Back to Work Outfits to Wear in September and October

Work Outfits to Wear in September – Summer to fall work outfits and summer to fall transitional work outfit ideas for all of you who are finally back at work! True, summer hasn’t officially ended yet and going back to the office sucks. At least compared to sipping a cocktail by the swimming pool. Still, it’s not all bad. Here are 14 summer to fall transitional work outfits that will keep you work-motivated for the last summer days. Trust me, once you see all these summer to autumn work outfits, you won’t mind working even though it’s still rather hot outside, and your friends are still sipping cocktails on the beach. Moreover, you will want to go back to work just to show everyone your new business style.

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HOW TO DRESS UP FOR WORK AT THE END OF SUMMER?

And we are back at the office. I hope you can say your summer wasn’t short. Well, you can’t say it ended too soon since there is still summer waiting for you outside, after 5pm. Only a few more hours and you are heading back to the beach, right?

Anyway, since there is still officially summer and weather knows it; here are 14 summer to fall work outfits and summer to fall transitional work outfit ideas for last days of summer and first two days of fall 2020. And yes, late summer work outfits smell a lot of autumn already. Well, I can’t help myself not to start wearing fall winter 2020/21 season already.

But don’t worry, I am showing you how to bring your favourite summer dress from the beach to the office and back. Just in case you are going back to the beach after working hours. I know I am!

WHAT TO WEAR FOR WORK AFTER SUMMER HOLIDAYS?

And here they are, 14 stylish late summer to fall transitional work outfits and summer to fall work outfit ideas you can wear into fall 2020!

Ps. All the collages are pinnable and hyperlinked – which means you can shop all the products simply by clicking on each product. A link will take you to the store where I found it at the most honest price.

CHIC SUMMER TO FALL WORK OUTFITS WITH A SUMMER DRESS

1 JW ANDERSON WHITE SHIRT DRESS AND BOLD PUMPS

Starting with the dress, I mentioned already – a white shirt dress that you can wear for 5* hotel brunch at the seaside or for the office.

 
 

After the Labour Day, wear these summer to fall work outfits with a dress.

2 WRAP DRESS AND BLAZER WITH MATCHING PUMPS AND BAG

The second summer to fall transition work outfit that you can wear in September 2020, is a wrap dress and a blazer with matching pumps and a bag.

This September 2020 office outfit will be perfect for any meeting, including a job interview.

Make no doubt that, a matching blazer, bag and shoes will make you look smart and reliable.

3 PUFF SLEEVE DRESS AND PLEXI PUMPS

The third dress you can wear for work on the last summer days is a fashionable red dress with puff sleeves and a square neckline.

Ps. If you don’t have a red dress yet, get one today (you can buy it here). A red dress is a must-have in the fall winter 2020/21 capsule wardrobe.

Business woman Veronika Lipar of Brunette from Wall Street wearing Lovers + Friends red dress Gianvito Rossi plexi pumps black top handle bag going to office party #businesspartydress

No, not all summer to fall work outfits I’m sharing with you today are dresses. But before I show you all the other “not dress” summer to fall office outfits, I need to show you how to wear animal print into fall 2020.

4 SNAKESKIN DRESS AND HEELS

To make it clear, animal prints are not the most fashionable prints of fall winter 2020/21. But they are somehow coming back in style. Especially the snakeskin print. No wonders why, though. A snakeskin print is rather easy to style for work in early fall.

See? I told you a snakeskin dress is easy to style and goes exceptionally well with anything. Plus, it looks different every time you wear it. I call this the “snake print effect”. You can repat your outfit, and no one will know.

STYLISH SUMMER TO FALL TRANSITIONAL WORK OUTFITS WITH SHORTS

Finally, a late summer office outfit that is not a dress. Two summer to fall work outfits that are not a dress, actually.

I got plenty of new style ideas the moment I spotted these chic bermuda vegan leather pants and these tailored shorts.

Here are two of summer to fall transitional outfit ideas with shorts that are perfect for work in any office.

5 LEATHER BERMUDA SHORTS WITH A WHITE SHIRT AND SQUARE TOE BALLET FLATS

6 TAILORED SHORTS WITH MATCHING BLAZER AND SQUARE TOE PUMPS

FASHION-FORWARD SUMMER TO FALL OFFICE OUTFITS WITH PANTS

From shorts to pants – here are two forward fashion summer to fall 2020 office outfits with pants.

7 LEATHER TROUSERS WITH SWEATER AND MULES

As leather is the No. 1 fashion trend of 2020, returning back to work in leather is for sure the smartest style choice you could make. Especially if you plan to change your work attire entirely; wearing more boss-lady fashion-forward pieces.

Ps. Be sure to tone down the edgy leather pants with a soft knit top. And no, my white sweater is not the only option. There are more office sweaters that go well with brown leather pants.

To be noted, these leather pants are very easy to style for the office. They go well with any 2020 blouse trend.

Mentioning blouse trends, scroll down to see an edgy summer to fall 2020 office outfit with a blouse and leopard print pants. Yes, you read right – leopard print pants.

8 LEOPARD PANTS WITH A BLACK BLOUSE

Beautiful Slovenian Fashion Blogger Veronika Lipar of Brunette from Wall wearing Tom Ford Liquid Metal Lip Lacquer, black sheer blouse, Zara leopard print wide-leg pants, blue Gianvito Rossi satin pumps, brown Michael Kors Selma tote bag, walking on the street in Ljubljana

Now that leopard print is returning into style, you can return leopard pants into your capsule work wardrobe, too.

But keep it low – animal prints are yet not the most fashionable prints for fall.

LATE SUMMER TO FALL BUSINESS OUTFITS WITH A SUIT

Now something you have been all looking for the most – summer to fall suits. Here are two late summer suits you can wear into fall 2020.

9 RELAXED SUIT

Yes, you can wear a relaxed suit into fall 2020. Relaxed suiting is one of key 2020 fashion trends that will transition into fall 2020 and winter 2021.

Fashion blogger Veronika Lipar of Brunette from Wall Street dressed in Max Mara muted pastel pink relaxed suit for work

10 BLACK SUIT AND BLUE PUMPS

Blue is one of the most fashionable colours of fall winter 2020/21. Be fashion-forward and start wearing blue clothes today! By the way, did you know that black is actually blue? Black is the darkest shade of blue. Anyway, here’s how to wear black and blue into fall 2020.

Beautiful Slovenian Fashion Blogger Veronika Lipar of Brunette from Wall dressed in black pantsuit, brown Michael Kors selma top handle tote bag, Gianvito Rossi blue satin courts for work in fall

SUMMER TO FALL 2020 TRANSITIONAL BUSINESS OUTFITS WITH A SKIRT

And now four summer to fall transitional office outfits with a skirt. Two summer to fall work outfits with a leather skirt and two more with a pleated skirt, that’s fashionable again.

11 PINK PLEATED SKIRT, FLOPPY TIE BLOUSE AND KITTEN PUMPS

IT Girl Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing coral pink floppy tie blouse pink pleated midi skirt Ganni slingbacks pink top handle bag for work in summer

This summer to fall outfit is perfect for teachers and all of you who are working with kids. Pretty pastel colours will bring some comfort to the kids in these strange times. And so will to you. Ps. You can style this cheerful fall work outfit with any of these pink face masks below.

By the way, a new blog post about work-appropriate face masks is coming up on Brunette from Wall Street shortly. Be sure to sign up for the new blog post alert (click the little bell in the right bottom corner of your desktop) to get a desktop notification once we publish that post.

12 GOLD PLEATED SKIRT WITH SAFARI JACKET AND ANKLE BOOTS

It’s never too early to start wearing ankle boots come September. Not even for work. Especially not when you are transitioning into fall in this season’s must have skirt.

Ps. Be sure to copy this fall 2020 office look.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing Max Mara safari jacket H&M gold pleated midi skirt Chloé Rylee boots for work in September

13 THIN SWEATER WITH LEATHER SKIRT AND ANKLE BOOTS

Next is a rock chic transitional work outfit that many fashion editors wore on their first day of work this fall.

14 LEATHER SKIRT WITH SAFARI JACKET AND PUMPS

Finally, my favourite fall 2020 transitional business outfit – the leather skirt with a safari jacket and pumps.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing Max Mara safari jacket H&M leather midi skirt Gianvito Rossi pumps for work in September

MORE BUSINESS OUTFIT FOR FALL 2020 AND SUMMER TO FALL OUTFIT IDEAS

Feeling cold today? Check fall work outfits then! Ps. Check summer office outfits if you are still working from your beach home. Up next: casual summer to fall transitional outfits.