Early fall work outfits and 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 the best early fall outfits 2025 – 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. What is more, you will want to go back to work just to show everyone your new business style.

OGLAS I get a commission for purchases or clicks made through links in this post.

And we are back to work and long hours 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?

It is still officially summer. The weather reflects this. Here are 33 summer to fall work outfits. Check out these summer to fall transitional work outfit ideas for the last days of summer and the first two days of fall 2025.

Here are summer to early fall work outfits that require sandals and a light jacket (blazer) or pumps but no jacket.

Nevertheless, some late summer work outfits smell a lot of autumn already. Well, I can’t help myself not to start wearing fall winter 2025/26 season already.

As we turn the corner on vacation dressing, it is time to consider that transitional period when we start assembling our autumn wardrobe.

Even so, 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!

THE BEST EARLY FALL WORK OUTFITS 2025

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TRENDY BUSINESS CASUAL EARLY FALL WORK OUTFITS

It is time to pick up the pace as life returns at full speed. There is a thrilling jolt of fall energy in the city as we go back to work.

Power through your working day in styles that channel effortless polish. Stylish knit tops pair easily with fitted trousers and pencil skirts, whilst tailored dresses are designs for deal-making moments.

1 RUFFLED RED SILK BLOUSE WITH A PENCIL SKIRT AND SLINGBACK PUMPS

Step forward in a midi pencil skirt that injects energy into the back to work mood. A pencil skirt looks equally fabulous paired with 5DEN tights and slingback pumps or boots when the cold weather comes.

For a more fashion-forward style, try a modern midi length with a high-slit to keep things interesting. By the way, the column slit skirt is our favourite skirt trend.

But what happens when you pair that skirt with the perfect blouse?

Magic. Picture yourself walking into the office with confidence, wearing a red ruffled silk blouse. The vibrant red hue brightens up your outfit and your entire day. It’s a color that exudes power, passion, and a touch of daring sophistication. And it’s the colour of the season for work.

Correspondingly, the ruffled details add a playful touch – not too much, we still want to keep our look professional and demure. Even so, let yourself show that you’re not afraid to express your personality, even in a corporate setting. It’s a blouse that gives the perfect balance between being bold and maintaining a sense of professionalism.

Finish the look with Aquazzura black Kiki slingback pumps or Amina Muaddi Begum Swarovski crystal-embellished satin slingbacks if you are grabbing drinks after work. They both look exceptional. The pointed toes will elongate your legs, giving you an extra dose of confidence. You will feel like you’re walking on a runway when heading to your desk.

SHOES: Aquazzura black Kiki slingback pumps – shop for similar here or buy Amina Muaddi Begum Swarovski crystal-embellished satin slingbacks here.

TOP: red silk blouse – mini is sold out in red – but this one is similar. And you can get 10 % off with my code – CLICK HERE TO GET 10 % OFF AT FARFETCH.

BOTTOM: long pencil skirt – shop for similar here.

FASHIONABLE CASUAL BUSINESS EARLY FALL WORK OUTFITS

As you manage a full day’s schedule, you will need these casual business early fall work outfits that are equally hard-working.

2 PRIMROSE POWDER PINK SHORT SLEEVE CREW NECK SWEATER WITH CAMEL PANTS AND CHERRY LACQUER KITTEN HEEL SLINGBACKS

The alarm hasn’t gone off. Or maybe it has, and you’ve silenced it in that hazy space between dreams and consciousness. Now, pale morning light filters through the gap in your curtains, painting diagonal stripes across the rumpled duvet. The quality of that light – no longer the purple-grey of dawn but the clear, unforgiving brightness of 7:43 AM – sends a jolt of adrenaline through your system.

Your bare feet hit the cool hardwood, as you get out of your bed and rush to the bathroom.

The bathroom mirror reflects chaos – yesterday’s mascara smudged beneath your eyes, hair twisted into impossible angles from restless sleep.

You splash your face repeatedly, and the water droplets cling to your lashes like tiny prisms. The toothpaste tastes sharper in the morning rush, mint burning with urgency.

The shower runs too hot, then too cold, before finding that perfect middle ground you never have time to appreciate. Steam rises in hurried clouds, fogging the glass doors while you work shampoo through your hair with practice defficiency, your mind already racing through the morning meeting agenda, the emails that will be waiting, the matcha you won’t have time to grab from the good place on the corner.

You towel off roughly, the fabric rough against your damp skin, absorbing the moisture in quick swipes as you move to the vanity.

Foundation dabbed and blended with fingertips because who has time for brushes? Mascara applied while walking to your dressing room, one eye on the clock that seems to accelerate with each glance.

The closet door stands open, yesterday’s clothes still draped over the bench. Without thinking, your hands reach for the soft knit – that pink sweater.

The wide-leg trousers slip on easily. And before you know you are already stepping into kitten heels and unwrapping your hair.

Your hair, still damp, falls in loose waves that you tame with a few hurried passes of the brush before you close the door and leave home.

SHOES: Gucci kitten heel slingback pumps – buy here. They are my favourite shoes. I love them so much and wear them way too often, becasue they pair with everything in my closet so well.

TOP: powder pink wool sweater – shop for similar here. Mine is not good enough for you. It doesn’t itch me, but I wouldn’t feel ok luring you into buying something I don’t like that much. Anyway, get this sweater instead – it’s prettier and made of cashmere.

PANTS: Max Mara camel pants – shop for similar here – THEY ARE ON SALE! *Mine were taken in (I’m 52 cm in my waist and 74 cm in hips, so there is no way size XS would git me), but your normal size should fit you perfectly.

BAG: this bag.

3 BLACK TURTLENECK SWEATER WITH CAPRI PANTS AND KITTEN HEEL SLINGBACKS

Return to the office looking the most fashionable yet. Nail the demure girl aesthetic in a fashionable black turtleneck sweater and capri pants styled with kitten heel slingbacks.

Your reflection in the mirror will show confidence, and as you leave home in your meticulously curated Max Mara black 3/4 sleeve turtleneck virgin wool top, Max Mara black capri pants, and Gucci slingbacks, a whirlwind of emotions will dance within you.

Stepping out of your front door in black capris, you will feel like Holly going to work for the first time, while looking like Audrey. The world outside may be bustling with the usual commotion, but your outfit will exude an air of quiet luxury and sophistication, commanding attention without a word.

Making your way to work, the black turtleneck will give you the warmth and comfort you seek when returning back to the office in the cold autumn chill.

I love the three-quarter sleeves for season’s change and days of pumpkin-spiced lattes and falling leaves.

At the same time, capris are a revelation – tailored to perfection, they elongate your legs and provide a powerful silhouette. The black hue effortlessly complements the turtleneck sweater, creating a seamless fit that speaks of demure and style.

And once you put on Gucci slingbacks, you feel like you can conquer the world, one confident step at a time. A pair in patent leather and liqueur red will elevate your outfit from ordinary to extraordinary. And since you will be able to walk in them effortlessly, nothing can stop you today.

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU.

TOP: Max Mara 3/4 sleeve black wool top – buy here. I love mine so much. It has been my favourite basic piece since I bought it.

BOTTOM: black Max Mara capri pants – buy here. *Capri pants achieve their most refined look on sleek leg lines, especially when tailored – look for high-rise waist, and concealed front fastening like in these capri pants.

HAIR ACCESSORIES: pearl hair pins – buy here.

PERFUME: Chanel N1 – buy here. I love it so much.

4 NAVY SHORT SLEEVE POLO KNIT TOP ON ICE BLUE SLIM FIT PANTS AND SLINGBACK PUMPS

You step out the door, the latch clicking softly behind you as the morning air greets you with a gentle warmth, the last vestiges of summer lingering in the breeze that carries hints of blooming flowers from a nearby courtyard.

The sun hangs high already, throwing sharp shadows across the cobblestone sidewalk. And patches of light dance like scattered coins, warming the stone under your feet and inviting you into the rhythm of the day.

Your heart still pulses with the residue of haste from inside, but out here, it begins to sync with the steady flow of the street.

The avenue stretches ahead, lined with grand buildings that rise in front of you, adorned with intricate moldings and arched windows that catch the sunlight in glints off the glass, reflecting fragments of the azure sky above.

Balconies jut out with wrought-iron railings, some draped in trailing ivy that sways lightly, whispering against the stone, while flags flutter from poles overhead, snapping crisply in the wind.

The air buzzes with a soft energy. You can hear the conversations from passersby drifting by in pairs or alone, their footsteps echoing in a harmonious patter, mixed with the occasional trill of a bicycle bell and the low rumble of a car easing down the road.

As you walk, the atmosphere envelops you in a sense of poised anticipation, the kind where the day’s potential feels tangible, like the warmth seeping through the air and easing the tension in your shoulders.

Shops along the way are still closed, but you can smell the fresh-baked bread from a corner bakery and the rich, roasted notes of coffee wafting from an open café door.

Do you have time to enter?

SHOES: Robert Fiesta kitten heel slingback pumps – buy here. While they are not as comfortable as Gucci slingbacks, I promise you will be able to walk in them all day long. And yes, we wear them from the office desk to the dinner party.

TOP: 3/4 sleeve navy polo knit top – buy here.

PANTS: Max Mara ice blue carrot pants – buy here. They are fabulous. Mine were taken in, of course, but the size fits true. I love they are a bit thicker and have pockets. *I will also buy these in teal-green – they are so beautiful.

PERFUME: Byredo Blanche – buy here. As you can see, I will need to buy it, too. My bottle is almost empty.

TRENDY PRE FALL FASHION OUTFITS FOR WORK

Stay on trend with these fashionable pre fall outfits or return to the office looking the most fashionable yet. Midi pencil skirts and chic tailoring dazzle for meetings or pick from a whole array of options in red, black, grey or leopard.

5 SHORT BLACK DRESS WITH CHERRY LACQUER KITTEN HEEL SLINGBACKS

Precisely executed, traditional tailoring gets a relaxed update this season with kitten heels in cherry lacquer. Completely reimagined in patent leather, it is high time to wear kitten heel slingbacks.

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU. Crafted in glossy patent leather, they are water-proof. *But don’t jump in the puddles. You still need to watch your step.

DRESS: Max Mara T-shirt dress – sadly my Max Mara dress is already sold out, but this dress comes close enough and is not as pricy as Max Mara, but made of 96 % of wool.

PERFUME: Chanel Paris Paris – buy here. It’s the perfume I wear the most.

UMBRELLA: shop for umbrella in the same hue as mine here.

6 BLAZER AND SHORT DRESS WITH KITTEN HEEL PUMPS

When you need to head back out after a long day, make life simpler with this outfit for the evening.

Black jacquard blazer and a pretty dress take the guesswork out of dressing up; just step into a pair of statement shoes, and you will be out the door in no time.

SHOES: black suede kitten heel slingback pumps – shop for similar here.

BLAZER: black jacquard blazer – buy here.

DRESS: pink low waist flounced dress – shop for similar here.

PERFUME: Chanel N1 – buy here. I love it so much.

FASHIONABLE LATE SUMMER TO FALL BUSINESS FORMAL EARLY FALL OUTFITS WITH A SUIT

Putting together an outfit in cooler weather can get more complicated with all the extra layers. Simplify matters by investing in a trendy suit that easily integrates into your daily wardrobe and can work together with your other favourite separates to create endless options throughout the season.

7 BLACK PANTSUIT WITH MARY JANE PUMPS AND A HEADBAND

A black pantsuit with a sleek black blazer and chic skinny pants will give you infinite style options worn together or separately with a camel sweater or layered over/under your favourite summer dress.

SHOES: black Mary Jane mid heel pumps – mine are from Rouje, but apparently, they have already been sold out. Worry not, I found a similar pair for you. Point of view, not so similar, but with a bonus style point – the red sole, which is just the type of shoes you want to wear for the meeting when you need all the attention on you.

BLAZER: Pinko black double breasted blazer – shop for similar here. It’s ON SALE.

PANTS: Max Mara black slim fit pants – buy here.

ACCESSORIES: Boho headwear headband – order here.

8 BLACK WIDE-LEG PANTSUIT AND POINTY FLAT MULES WITH A HEADBAND

If you are not ready to leave home in the trendiest fall pants yet, nor let the summer go and embrace closed shoes, try this early fall work outfit.

SHOES: Malone Souliers flat mules – I bought mine a while ago – they were part of an exclusive collection and sold out within days. But you can shop for similar Malone Souliers flat mules here.

BLAZER: Pinko black double breasted blazer – shop for similar here. It’s ON SALE.

PANTS: Sézane pants – shop for similar here. I bought mine a while ago, and they sold out while my seamstress was taking mine in. Anyway, these pants come close and are even easier to style than mine.

ACCESSORIES: Boho headwear headband – order here.

9 AUTUMN PANTSUIT WITH 80s STYLE BLAZER AND POINTY BALLET FLATS

Even so, you might want to streamline your autumnal workwear with a chic pantsuit in mid-seasonal colours of blond and pointy ballet pumps.

Pointy ballerinas are the only accessory you need for a smart prefall look that never feels overwrought and can be worn from the morning business meeting to happy hour at the new bar.

SHOES: Aquazzura ballet flats – buy here. They are the most comfortable ballet flats yet. Now, I don’t think I ever shared this with you, but my feet were not made for flats. I have high arches and find 90 % of flats insufferable. But these ballet flats are OK. *These are super pretty, too.

BLAZER: Sandro Paris navy blue double breasted blazer – buy here. *By now you most likely already know that this is my No. 1 favourite blazer – and I have a blazer in every shape and colour. So much so, I will buy this blazer again when I will be shopping for clothes for my new dressing room. Drip new life new dressing room but the same blazer.

TOP: pussy-bow silk-chiffon blouse – mine is sold out and this one is prettier.

PANTS: navy blue pants – shop for similar here.

ACCESSORIES: Boho headwear headband – order here.

BAG: black top handle bag – buy here.

10 BLACK DOUBLE BREASTED PENCIL SKIRTSUIT AND POINTY BALLET FLATS

Keep your wardrobe ticking over as we approach the end of summer. A double-breasted blazer is easily layered over a knee-length skirt and paired with pointy ballet flats for Mondays that don’t end.

SHOES: Aquazzura ballet flats – buy here. Or get these Prada flats.

BLAZER: Pinko black double breasted blazer – shop for similar here. It’s ON SALE.

SKIRT: black tweed knee length skirt – shop for similar here.

MAKEUP: Gucci mascara – buy here. It’s the best mascara yet.

FASHIONABLE EARLY FALL BUSINESS SMART FALL OUTFITS

Venture beyond the co-ord sets; this season, easy separates take center stage.

11 DOUBLE BREASTED BLAZER ON BROWN WIDE-LEG PANTS AND SLINGBACKS

Picture, a pair of rich brown trousers, yes, I have luxurious brown Max Mara trousers in my mind. I love them and I know they will become your style staple. They effortlessly pair with a simple tank top and a commanding black double-breasted blazer. Btw mine is from Pinko.

Brown pants and black blazer channel confidence, a must-have attribute in any workplace setting.

To finish this business smart outfit, set your sights on none other than the Valentino Garavani Rockstud kitten heels. They are comfortable and back in fashion. The trend is micro, but those kitten heels ensure effortless movement, while the unmistakable Rockstud embellishments impart a dash of opulence and individuality to your overall look.

SHOES: Valentino rockstud kitten heel pumps – buy here. I love mine. They are so comfortable and easy to walk in.

BLAZER: Pinko black double breasted blazer – shop for similar here. It’s ON SALE.

PANTS: Max Mara camel pants – shop for similar here – THEY ARE ON SALE! *Mine were taken in (I’m 52 cm in my waist and 74 cm in hips, so there is no way size XS would git me), but your normal size should fit you perfectly.

PERFUME: Byredo Blanche – buy here. As you can see, I will need to buy it, too. My bottle is almost empty.

CUTE EARLY FALL WORK OUTFITS THAT MEET CASUAL BUSINESS AND CHIC

Banish the thought of workwear as bland and pragmatic. Here are two cute early fall work outfits that offer smart options for the day, feisty looks for a contemporary mood and form-fitting styles that are designed to thrill. Open your eyes to fresh possibilities for fall 2025.

12 SHORT SLEEVE SWEATER WITH HOUNDSTOOTH PANTS AND FLATS

An unexpected print is a key to designs with young, fresh energy. From houndstooth to black, leave behind plaid and grey and give your spirits a boost.

As a bonus, houndstooth pants work equally well with black long sleeve turtleneck and sneakers for a more boyish charm after office hours.

SHOES: Malone Souliers flat mules – buy here. (Size up – I bought mine in EU36.5 instead of EU36 which is my size for pumps and they could still be slightly larger).

TOP: chunky short sleeve black sweater – shop for similar here. Or get this sweater that is more precious and softer.

PANTS: wool houndstooth pants – mine were altered in so many ways that do not resemble the original anymore. But you should get these anyway.

ACCESSORIES: Boho headwear headband – order here.

13 STRIPED CARDIGAN WITH NAVY BLUE PUDDLE PANTS AND BALLET FLATS WITH A HEADBAND

One thing we love about the cool weather dressing is the return of a soft, chic cardigan. For the beginning of September, choose a striped cardigan and pair it with wide-leg puddle pants and ballet flats to make sure you keep up with the busy schedule and errands.

As the brisk September breeze starts to make its presence felt, there’s a certain comfort in slipping into a cardigan. It provides just the right amount of warmth without stifling your style. The timeless stripes add an element of sophistication to your fit, and they’re a nod to classic fashion with a modern twist.

Beneath your cozy cardigan, opt for a striped shirt to play with patterns and textures. The combination of stripes creates a harmonious yet dynamic American old money club look that effortlessly transitions from the office to after-work social gatherings. It’s the kind of style that is chic while still exuding a professional charm.

To anchor your outfit, choose navy blue puddle pants. My wide-leg pants are comfortable and incredibly flattering. They will elongate your legs and provide a graceful silhouette that complements the cardigan and shirt combo beautifully on you, too.

When it comes to footwear, opt for gold ballet flats. The golden hue adds a touch of opulence to your outfit, making you shine even on the busiest of days. But don’t ask me about mine, because they are old – like super old.

Complete your look with a headband. Our favourite accessory can make a big impact by adding a touch of preppy charm to your outfit. It keeps your hair in place and frames your face, giving you a polished and put-together appearance.

SHOES: gold ballet flats – I bought mine a lifetime ago in Italy – luckily my shoe size hasn’t changed since and I can still wear them whenever I want to wear cutesy shoes. These come close. If you have good imagination.

CARDIGAN: stripped short cardigan – shop for similar here.

TOP: With nothing underneath seersucker stripped shirt – buy here. It’s the best money-per-value shirt you can buy online.

PANTS: navy blue pants – shop for similar here.

ACCESSORIES: Boho headwear headband – order here.

SIMPLE PRE FALL WORK OUTFITS

Knits and dresses are the fashionable answer to all-day comfort as the chill starts to creep in. Look to simple silhouettes for the old money office vibe that is still trending among millennials.

14 RED SILK BLOUSE WITH DARK DENIM AND POINTY FLAT MULES

Whether it is dressed up for home or casual for the corner office, a silk blouse and dark denim jeans are the easiest items to throw on. They are the perfect transitional items that work equally well with flat mules or loafers. I, of course, wear them with designer slippers for a modern take on Gen Y staples.

SHOES: Malone Souliers flat mules – buy here. (Size up – I bought mine in EU36.5 instead of EU36 which is my size for pumps and they could still be slightly larger).

TOP: red silk blouse – mini is sold out in red – but this one is similar. And you can get 10 % off with my code – CLICK HERE TO GET 10 % OFF AT FARFETCH.

BOTTOM: A.P.C. Paris dark wash jeans – buy them here. They are presented on a male model, but don’t get confused – they are unisex and they run small. I bought mine in size FR 24 and they fit me perfectly – that’s your cue for sizing up.

15 SHORT SLEEVE KNIT DRESS WITH SLIDES AND A SUMMER BAG

Navy short sleeve dresses are the easiest outfit to put together if you are rushed for time. Just step into precious slides and go! While we love simple office dresses, which allow you to transition your summer raffia bag from the beach to the office, we are ready for more structure come September.

SHOES: Malone Souliers flat mules – buy here. (Size up – I bought mine in EU36.5 instead of EU36 which is my size for pumps and they could still be slightly larger).

DRESS: navy short sleeve dress – mine is sold out, but I found two similar dresses – a basic navy short sleeve summer work dress and this ruffled navy short sleeve dress (super similar to mine).

PERFUME: Chanel Paris Paris – buy here. It’s the perfume I wear the most.

ELEGANT SUMMER TO FALL WORK OUTFITS WITH A SUMMER DRESS

Prolong those days of leisure by throwing new tailoring over your favourite summer dress, or choose smart styles in opulent tones to give added radiance to your tan.

16 SUMMER WORK DRESS WITH CHERRY RED SLINGBACKS

Rewear your favourite summer dress with a dapper blazer in a matching hue or style your summer white dress with precious pumps.

Warm up your fall work wardrobe with rich cherry hues. White summer dresses are here for an extra autumnal charm paired with cherry shoes.

Bold and rich is the way to go when thinking about wearing whites in cooler weather. Choose shades like cherry liquor red that sit well alongside fall staples of brown and black, but also summer whites for looks that work in perfect harmony.

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU. 

DRESS: Jw Anderson white shirt dress – shop for a similar dress here. Also get this chain belt.

MAKEUP: Dior red lipstick – buy here.

STYLISH SUMMER TO FALL TRANSITIONAL WORK OUTFITS WITH SHORTS

Shorts are such an exquisite garment, and we just love the ones that look smart and office appropriate. Make it super professional with designs that come in black or navy blue or add an extra dimension with fabrics shot through with metallic threads that glint when they catch the light.

17 RED SILK BLOUSE WITH SHORTS AND MARY JANE PUMPS

Even though the no pants fashion trend with super short shorts is out of the question for work, shorts don’t have to be tailored and long in order to be suitable for work in early fall. In fact, extra details like pockets and buttons give additional possibilities to make the transition from home office to corporate daytime. But you need to pair them with black opaque tights. The shorter the day, the more opaque the tights.

And treat yourself to navy blue shorts with golden buttons to add little luxurious touches that will lift the spirits on foggy mornings.

Try navy blue shorts with red ruffle blouse. A blouse with an ornate finish around the neck (see the product gallery below) is a great way to add interest to your outfit. Look for designs to wear under jackets and blazers once it chills down.

SHOES: black Mary Jane mid heel pumps – mine are from Rouje, but apparently, they have already been sold out. Worry not, I found a similar pair for you. Point of view, not so similar, but with a bonus style point – the red sole, which is just the type of shoes you want to wear for the meeting when you need all the attention on you.

TOP: red silk blouse – mini is sold out in red – but this one is similar.

SHORTS: Sandro Paris turn-up navy shorts – buy here. *Mine were taken by the sides and in the back. Honestly, I’m not sure they are truly true to size. I’ve seen a girl wearing them on TikTok, and they looked like mine now, but my seamstress said there is no way they would look like this (no matter the size of the wearer) on any girl without being taken in. But they are very good quality and worthy of a short stop at your seamstress.

TIGHTS: Wolford black 20DEN tights – buy here.

FASHIONABLE SEPTEMBER WORK OUTFITS WITH TROUSERS

There is so much on offer beyond the traditional pre fall basics with slacks and cady pants. As the days get shorter, why not contemplate a more fashionable leg style this season?

It is time to start thinking about cool weather dressing, and we are enamoured with demure sets in minimalist block shades. Soft cardigans and knitted turtlenecks pair so well with high waisted pants and are perfect options to carry you seamlessly from home comfort to the office and IRL meetings. Put the ease back into everyday dressing with this back to office autumn outfit.

18 NAVY BLUE SHORT SLEEVE WOOL SWEATER WITH HIGH WAIST PANTS AND KITTEN HEELS

Buy into our favourite trouser trend and get high waisted wide leg pants in brown. Style them with a navy blue cashmere short sleeve sweater to give an added kick or indulge in some retro nostalgia with denim shirt.

When it comes to the colour of the season, there is nothing better than brown and navy. Either in soft or something more tangible like linen – yes that headband is made of linen.

SHOES: Roberto Fiesta kitten heel slingback pumps – buy here. 

TOP: navy blue cashmere short sleeve sweater – buy here.

PANTS: Max Mara camel pants – shop for similar here – THEY ARE ON SALE! *Mine were taken in (I’m 52 cm in my waist and 74 cm in hips, so there is no way size XS would git me), but your normal size should fit you perfectly.

ACCESSORIES: Boho headwear headband – order here.

19 BLACK TURTLENECK SWEATER WITH BLACK LOW WAIST TAILORED PANTS AND SNEAKERS

Now I know you want to transition your Sambas and Gazelles to fall 2025. Even though you know they are past due. But wear them with puddle pants when you are looking for a sleek put-together silhouette within casual smart code.

For the silhouette, we love the high waist for a slightly more demure fit.

Grey pants paired with a merino wool turtleneck top will be perfect as the mornings get colder, but afternoons warm up as you leave your corner office.

SHOES: Adidas Gazelle sneakers – you don’t need another pair of Adidas Gazelle sneakers – and if you do, shop only for these. OMG they are so pretty in our favourite color pairing.

TOP: Max Mara 3/4 sleeve black wool top – buy here. I love mine so much. It has been my favourite basic piece since I bought it.

PANTS: Sézane pants – shop for similar here. I bought mine a while ago, and they sold out while my seamstress was taking mine in. Anyway, these pants come close and are even easier to style than mine.

ACCESSORIES: Boho headwear headband – order here.

SUMMER TO FALL 2025 TRANSITIONAL BUSINESS OUTFITS WITH A SKIRT

Summer may be drawing to the close, but skirt season is far from over. All in all, a new skirt always gets us in the mood for work.

20 WHITE OVERSIZED T-SHIRT WITH LONG COLUMN SKIRT WITH A SLIT AND SLINGBACKS

As the sun dips lower in the afternoon sky during early fall, the energy in the office is going down. Bring fresh energy to your desk with a crisp white cotton T-shirt.

There is something magical about wearing white in autumn. Perhaps, because of that “no white after Labour Day” rule you have in the USA. Be that or something else, a white oversized T-shirt, with its luxurious fabric blend, complements the transitioning seasons and adds a touch of freshness to the office environment.

Pair it with a dark column skirt. A long pencil skirt, with a side slit, offers a glimpse of your confident stride. The skirt will elongate your silhouette and make you look so fashionable. Remember, this is still one of the most fashionable skirtof the season. It is the key trend for fall winter 2025/26 and will offer you the perfect balance between looking professional and feeling special.

Finish with black slingback pumps with curvy heels. The black hue provides a chic contrast to the pristine white T-shirt and adds a touch of drama to your outfit. The curvy heels will ensure comfort and flexibility, allowing you to move seamlessly through your afternoon meetings and tasks.

This September 2025 office outfit with a skirt will be perfect for any meeting, including a job interview.

In this September work outfit, you will look smart and reliable. And the white T-shirt will make you look capable, fierce and brave to do whatever.

SHOES: Aquazzura slingback pumps – mine are sold out, but these from Amina Muaddi are elegant, too.

TOP: H&M white silk & cotton oversized T-shirt – buy here. *I bought mine a while ago and I’m not sure if it is 100 % same. Mine is very thick, but I don’t believe the one linked is as thick as mine. It looks somehow sheer on my screen. Whatsoever, you might prefer this silk T-shirt more anyway.

SKIRT: long pencil skirt – shop for similar here.

PERFUME: CHANEL Coco Mademoiselle – buy here. *Order 2 – I’ve finished my bottle in one month.

21 BLACK TURTLENECK SWEATER WITH MIDI LEATHER CAMEL SKIRT WITH A MATCHING HEADBAND AND KITTEN HEEL SLINGBACK PUMPS

Play with leather pieces and knits for daytime affairs and make the switch from light pastels to dark khaki tones. Look to deeper hues as an alternative to playful florals, they will look luscious amidst the fall landscape.

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU.

TOP: Max Mara black cashmere turtleneck sweater – buy here. This is not the itchy turtleneck you have tried in the store downtown. It’s soft and cosy and you will love it even if you are not a fan of turtlenecks. A black turtleneck is a game changer and makes you instantly look chic and modern.

SKIRT: midi leather skirt – shop for similar here. Mine is old and sold out. *If you like this style formula, but find it a bit too classy, old money and ladylike, get this knee skirt instead. I have just bought this knee leather skirt, too.

ACCESSORIES: Boho headwear headband – order here.

SEPTEMBER BACK TO WORK OUTFITS WITH JEANS

Or seize the denim trend and use it as an excuse to bring some denim into the mix.

As the crisp breeze of early fall rustles through the trees and leaves start to scatter on the pavement, denim is giving.

22 DOUBLE BREASTED BLAZER ON A BLACK TANK TOP AND STRAIGHT JEANS WITH SLINGBACK PUMPS

Just picture the morning sun casting a gentle, warm glow as you step out onto the bustling streets on your way to work. You are walking down the street, slightly faster as you are running late – again.

But exuding confidence and grace in a navy blue Sandro Paris double-breasted blazer.

Its structured silhouette is giving a touch of professionalism to your outfit, while the deep navy hue is bringing preppy.

Beneath the blazer, a simple yet versatile black tank top (rumour has it you have slept in that top a night before – I didn’t, though) provides a chic foundation for your fit. Its minimalist design goes with the latest styling trends.

Sézane straight raw blue jeans are our go-to choice for a touch of casual yet chic. By the way, I’m wearing Brut sexy, but you might need to choose a wider fit for this silhouette. You need modern skinny jeans with wider hem if you want to pair them with black slingbacks.

SHOES: Aquazzura slingback pumps – mine are sold out, but these from Amina Muaddi are perfect, too.

BLAZER: Sandro Paris navy double breasted blazer – buy here. I would buy it again and again – it’s my favourite piece in my closet.

TOP: black boatneck sleeveless top – buy here.

BOTTOM: Sézane jeans – buy here.

ACCESSORIES: Boho headwear headband – order here.

23 OVERSIZED BLAZER WITH DARK WASH SKINNY JEANS AND PUMPS

Embrace the fun of wearing jeans for the office and get ready for work in an oversized blazer and high heels when you will be out of the door at 3pm.

SHOES: Gianvito Rossi satin pumps – mine are satin, but you might want them in suede, too.

BLAZER: black boyfriend blazer – shop for similar here or get this one here.

TOP: black sheer lace silk blouse – shop for similar here.

BOTTOM: A.P.C. Paris dark wash jeans – buy them here. They are presented on a male model, but don’t get confused – they are unisex and they run small. I bought mine in size FR 24 and they fit me perfectly – that’s your cue for sizing up.

24 NAVY POLO KNIT TOP WITH BAGGY JEANS AND CHERRY LACQUER KITTEN HEELS WITH A PEARL HAIRPIN

Or go modern with kitten heels.

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU. 

TOP: 3/4 sleeve navy polo knit top – buy here.

JEANS: A.P.C. Paris wide-leg dark navy jeans – buy here. I love them so much and wear them way too often. In fact, I hadn’t even had a chance to take them to the seamstress yet. They are larger than other A.P.C. Paris jeans, so take your normal size.

HAIR ACCESSORIES: pearl hairpin – buy here.

25 OVERSIZED BLAZER WITH BLUE JEANS AND SNEAKERS

On the other hand, blue jeans and oversized blazers are perfectly suited for busy days. Pair with chic sneakers if you need to go places.

SHOES: Veja sneakers – buy here. I love mine so much.

BLAZER: Sandro Paris navy double breasted blazer – buy here. I would buy it again and again – it’s my favourite piece in my closet.

TOP: high neck floral blouse – shop for similar here. Mine is sold out, and this one is prettier anyway.

BOTTOM: A.P.C. Paris indigo blue modern skinny jeans – buy here. These are the jeans I wear the most. *Make sure you check the size chart carefully. They fit me perfectly – you might need to size up.

26 POLKA DOT BLOUSE AND WIDE-LEG JEANS WITH POINTY BALLET FLATS

A striking bow is the only adornment you need for an early fall work outfit with jeans that never feels overwrought.

SHOES: Aquazzura ballet flats – buy here. Or get these Prada flats.

TOP: silk polka dot bow neck blouse – shop for similar here.

JEANS: A.P.C. Paris wide-leg grey jeans – buy here. And you can get 10 % off with my code – CLICK HERE TO GET 10 % OFF AT FARFETCH.

MAKEUP: Dior red lipstick – buy here.

PERFUME: CHANEL Coco Mademoiselle – buy here. *Order 2 – I’ve finished my bottle in one month.

27 OVERSIZED GREY BLAZER WITH BLUE SKINNY JEANS AND WHITE T-SHIRT WITH POINTY SLINGBACKS

A brand new pair of jeans is the ultimate confidence boost. From wide-leg jeans, I have just bought to the blue skinny jeans I have been having for years and you will soon wear on a daily, step out in our favourite look of the season.

The return of skinny jeans brings back our favourite style formula: skinny jeans and blazer. Obviously, in an updated, modern way, paired with pointy kitten heel slingbacks. Gucci, again! Girl math!

SHOES: Gucci Signorina slingbacks – buy here USA – buy here EU.

BLAZER: Sandro Paris grey oversized blazer – shop for similar here. I bought mine a while ago and is now sold out. But who cares, this blazer is 100 % wool and so chic.

TOP: white T-shirt – buy here. The quality of this T-shirt is exceptional.

BOTTOM: A.P.C. Paris indigo blue modern skinny jeans – buy here. These are the jeans I wear the most. *Make sure you check the size chart carefully. They fit me perfectly – you might need to size up.

COMFORTABLE EARLY FALL WORK OUTFITS FOR WORK FROM HOME

Now the weather is cool enough to wear smart tailoring with ease and bring chunky knits into the mix; we love the options on offer for our home office.

28 RED CARDIGAN WITH WIDE-LEG JEANS AND SLINGBACKS

A snug knit top or a pretty cardigan, it is important that our bodies feel touched by soft luxury as we transition into fall. Special touches like golden buttons or a belt will help brighten up your day when you can’t call it a day.

SHOES: Gucci Signorina slingbacks – buy here USA or buy here EU + rest of the world.

CARDIGAN: red Sézane cardigan sweater – buy here. *You can wear it 3 ways. The stitches are positioned in way that allows you to turn it around and wear it as a sweater, too.

TOP: black oversized T-shirt – OK, I won’t gatekeep where I bought this T-shirt even though I don’t get a commission for your purchase at Artotype+. But Adrian, the designer, is my friend, so I’m happy to promote his business. Designed in Paris and made of 100% cotton in Portugal, 230GSM, this T-shirt is a must have. And you will melt as soon as you see Adrian’s cute furry daughter in the back. Uva is the cutest.

JEANS: A.P.C. Paris wide-leg jeans – buy here. Yes, they are new. And no, they haven’t been taken in yet. I bought them in my size, FR24, which is OK for me when shopping for A.P.C Paris standard and slim-fit jeans, but always too big for wide-leg and baggy jeans. Anyway, I’m obsessed with these jeans. I have them in navy blue, too. And the reason why I haven’t taken them to my seamstress yet is because I wear them on repeat. They are so soft – they are not made of Japanese denim like most of A.P.C. Paris jeans.

ACCESSORIES: Boho headwear headband – order here.

29 BLACK TURTLENECK WITH BLUE JEANS AND FLATS

Details make all the difference in giving a modern update to traditional prefall office styles. Look for metallic inserts on the shoes that provide an exceptional edge and a more fashion forward design.

SHOES: Malone Souliers flat mules – buy here. (Size up – I bought mine in EU36.5 instead of EU36 which is my size for pumps and they could still be slightly larger).

TOP: Max Mara 3/4 sleeve black wool top – buy here. 

BOTTOM: A.P.C. Paris blue jeans – buy them here. They are modern skinny jeans with wider hem.

CASUAL EARLY FALL WORK OUTFITS

For a hybrid office format that takes you from an early morning online meeting to your corner office later in the afternoon, you need options that go seamlessly from home to office and beyond.

30 RED BLOUSE WITH RAW DENIM JEANS AND SLINGBACKS

Pair your blue jeans with a red ruffled blouse for a chic, modern office look. Red blouses with ruffles and blue jeans are our favourite casual office choice this season.

SHOES: Aquazzura black heels – buy here. You will love them so much.

TOP: red silk blouse – mini is sold out in red – but this one is similar.

BOTTOM: Sézane jeans – buy here.

CAPSULE EARLY FALL OUTFITS WITH PANTS

Beloved garments in new pairings will give your early fall work wardrobe a new lease of life. If you are looking for an understated approach, opt for classic shades of black and camel for timeless appeal.

31 CARDIGAN SET WITH BLACK VEGAN LEATHER PANTS AND POINTY FLATS

A chic knit set is the must-have item for early fall and will transition well into deep fall with a trench coat. You will love its versatility, whether you pair it together or style the top and cardigan to create a variety of looks.

SHOES: Malone Souliers flat mules – I bought mine a while ago – they were part of an exclusive collection and sold out within days. But you can shop for similar Malone Souliers flat mules here. Make sure you size up. I bought mine in size EU36.5 – I went up for half of the size, and I feel they could be slightly bigger. Don’t get me wrong, they fit me and theyare super comfortable to walk in (they also stretched a little bit – not something I would need as I don’t have wide feet), but still, go a half of your size up.

TOP: Max Mara cardigan sweater – buy here. I love it so much and you can wear it two ways – as a cardigan or as a sweater with the buttons in the back.

PANTS: black leather pants – buy here.

32 CABLE KNIT CAMEL SWEATER WITH SLACKS AND HIGH HEEL MULES

Camel for fall is a seasonal staple that never goes out of style. Wear it with black slacks and high heel mules that are great to take you from desk to dinner.

SHOES: Malone Souliers high heel mules – buy here. Make sure you size up. I bought mine in size EU36.5 – I’m size EU36 for pumps, but always go half of size up foor backless shoes. Anyway, in the right size, they are super comfortable to walk in. Even run. They give the best support for your ankles which is super important with heels so high.

TOP: camel cable knit sweater – shop for similar here.

BOTTOM: slim fit pants – buy here.

PERFUME: Dior Miss Dior Eau de Parfum – buy here.

FAQ PRE FALL FASHION FOR WORK

Not sure what early fall work outfit to try first? Just fill out this form and I will help you.

MORE TRANSITIONAL BUSINESS OUTFITS FOR FALL 2025 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 and the most fashionable prefall fits.