I’m not afraid to admit that sometimes I’m struggle with dressing while we transition through the seasons. After all, I live in New York City, where during the month of September it can range from 26 degrees and sunny to 15 degrees and rainy, which doesn’t exactly make getting dressed easy. Especially when dressing for the office, where you want to look put together and polished but still comfortable, and if you can put it on in under 5 minutes - even better. As autumn is approaching I decided to look through my Instagram and hunt for chic summer-to-autumn transition outfits that are no-muss no-fuss but still polished enough to wear to work. I ended up with 5 stylish looks that check all of my boxes, and that I plan on recreating while we transition into fall.

Keep scrolling to see which 5 looks caught my eye.

1. Black Midi Dress + Flat Shoes

Style Notes: A good black midi dress is the backbone of my office wardrobe. It's seasonless, dressy enough, and such an easy piece to style. For transition from summer to autumn, I'm styling mine just like Elsa Hosk did above. With the perfect pair of flats, plus a tote bag since I'm heading into work.

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2. Boat Neck Tank + Leather Belt + Jeans + Ballet Flats

Style Notes: I wore this outfit on my last day at the office. It's the perfect simple, easy, yet stylish outfit to wear to work in between seasons. If your office gets cold (like ours does) feel free to throw a good cardigan in your work bag.

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3. Sleeve less turtle neck + jeans + heels

Style Notes: It doesn't get more summer to autumn than pairing a knit sweater with an open toed shoe. This outfit is pretty simple yet with the right styling, it feels very modern and chic. I'll definitely be recreating this one come September.

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4. Button Down + Bermuda Shorts + Pumps

Style Notes: Now this outfit, I love. The satin button down feels relaxed yet still formal enough to wear to work and the bermuda shorts feel so fashionable to me. The pumps add an extra oomf too.

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5. T-shirt + Trousers + Sandal + Leather Belt

Style Notes: This outfit is compiled of all of the basics you already have and love. A great T-shirt and trousers outfit should not be underestimated, especially paired with the right belt and shoe. I'm definitely going to be recreating this outfit for work ASAP.

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6. Jersey T-Shirt +Jersey Maxi Skirt + Shoulder Bag

Style Notes: This look combines sporty elegance with office-ready style. Pair a jersey T-shirt with a matching jersey skirt for a cohesive, monochromatic outfit. Elevate it with a structured shoulder bag in a contrasting colour or texture for added sophistication. Complete the look with minimal jewellery and sleek loafers for a polished finish or if you're after maternity fashion like Monikh than nothing says comfort quite like thong sandals.

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I’m not afraid to admit that sometimes I’m struggle with dressing while we transition through the seasons. After all I live in New York City, where during the month of September it can range from 80 degrees and sunny to 60 degrees and rainy, which doesn’t exactly make getting dressed easy. Especially when dressing for the office, where you want to look put together and polished but still comfortable, and if you can put it on in under 5 minutes - even better. As fall is approaching I decided to look through my Instagram and hunt for chic summer to fall transition outfits that are no-muss no-fuss but still polished enough to wear to work. I ended up with 5 stylish looks that check all of my boxes, and that I plan on recreating while we transition into fall.

Keep scrolling to see which 5 looks caught my eye.

Black Midi Dress + Flat Shoes

A good black midi dress is the backbone of my office wardrobe. It's seasonless, dressy enough, and such an easy piece to style. For transition from summer to fall, I'm styling mine just like Elsa Hosk did above. With the perfect pair of flats, plus a tote bag since I'm heading into work.

Boat Neck Tank + Leather Belt + Jeans + Ballet Flats

I wore this outfit on my last day at the office. It's the perfect simple, easy, yet stylish outfit to wear to work in between seasons. If your office gets cold (like ours does) feel free to throw a good cardigan in your work bag.

Sleeve less turtle neck + jeans + heels

It doesn't get more summer to fall than pairing a knit sweater with an open toed shoe. This outfit is pretty simple yet with the right styling, it feels very modern and chic. I'll definitely be recreating this one come September.

Button Down + Bermuda Shorts + Pumps

Now this outfit, I love. The satin button down feels relaxed yet still formal enough to wear to work and the bermuda shorts feel so fashionable to me. The pumps add an extra oomf too.

T-shirt + Trousers + Sandal + Leather Belt

This outfit is compiled of all of the basics you already have and love. A great tee shirt and trousers outfit should not be underestimated, especially paired with the right belt and shoe. I'm definitely going to be recreating this outfit for work ASAP.

With slinky skirts and structured options both reappearing in the wardrobes of those in the know, this piece is officially back on the scene. Thus, I've taken it upon myself to showcase the styles that are worth debuting for your next trip to the office by way of some chic, fresh-feeling skirt outfits to inspire your on-the-clock ensembles. Though you might be faced with a dress code to contend with, 2024's skirts happen to perfectly cater to any office restrictions. Composed of polished fabrics like soft wool, cut to longline lengths and void of excess frills or ruffles, in my opinion, skirts have never looked sleeker. Here's how to wear them to work now.

4 SKIRT OUTFITS TO WEAR TO WORK

1. PENCIL SKIRT + TEE

Style Notes: This season, the tailored pencil skirt is your one-stop shop for pulling together a sleek, sophisticated look that any fashion editor would commend you for. To get you back into the rhythm of styling this divisive skirt, try pairing it with a crisp tee or a relaxed knit.

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2. MATCHING SKIRT SET

Style Notes: A matching skirt set is one of the easiest ways to ensure that your outfit feels put-together enough for a trip to the office. A coordinating skirt and shirt is a naturally elegant ensemble, but matching knitted sets also look chic.

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3. SLIP SKIRT + SMART KNIT

Style Notes: A sleek slip skirt is an easy way to add some texture to a work-ready outfit. With a soft, shiny finish, a flowy silk slip will add an elegant touch that can be easily styled with knits or tees.

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4. TAILORED MAXI SKIRT + WHITE BUTTON-DOWN

Style Notes: With a smart and fitted finish, a tailored longline skirt brings an elevated, polished finish to any office look. Wear with a white button-down or throw on a slouchy knit.

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Next Up: This Classy 2-Part Outfit Will Make Getting Dressed So Much Easier This Spring

Inspired by some of the most stylish women—and armed with some excellent industry advice—we've decoded five outfits that always seem to impress for any office type job scenario. Basically, anything that could end up in a dream job offer will be benefitted by a confidence-boosting, personality showcasing ensemble. No rush jobs or last-minute sweat-patch nightmares here.

To undergird these pitch-perfect interview outfit ideas, we included some exclusive tips from big names like Nina Garcia and Who What Wear’s own co-founder—Hillary Kerr—to find out what works for important interviews.

1. Stick to your own style 

Style Notes: If you're a minimalist, stick to being a minimalist to make you feel at your most comfortable and confident. If a suit is usually something you would wear, there's no reason not to come suited and booted to an interview. Just keep it on brand by wearing an oversized fit, like Alexis, and add your favourite accessories to make it more cool than corporate. 

Expert Tip: "I’m super impressed by talent who obviously know what looks good on them and exhibit how that can work so powerfully in their favour. When something really suits you—whether it’s a beautifully tailored blazer, high-waisted trousers or a flattering midi dress—it shows that you know who you are, and that confidence permeates how you conduct yourself in so many capacities.” — Christene Barberich, Refinery29

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2. Try the 80/20 personality rule

Style Notes: Add a pinch of personality to basics—a tailored blazer and T-shirt with a more detailed skirt and kitten heels, or your favourite jewellery as a potential talking point. Think 80% classic; 20% individual.

Expert Tip: "I’d say something relatively polished that still shows your personality. I also suggest wearing either a shirt or blouse with sleeves or a blazer; there’s something a little odd about seeing someone’s bare arms in an interview.” — Hillary Kerr, Who What Wear

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3. Research the office vibe before the interview

Style Notes: Like you would research the job role, make sure you know the type of office environment you may be entering. Checking out Instagram and TikTok is a great way to get an insider look, and once you see the vibe of the existing staff, it may help you determine whether to go casual or on the smarter side. And always walk in with a great coat, bag, or both. 

Expert Tips: "[Candidates should wear] something that demonstrates a knowledge of what is happening in the fashion world but that highlights their own personal style at the same time.” — Nina Garcia, Elle U.S.

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4. Never underestimate the power of great staples

Style Notes: Chic tailored separates are always a good bet, especially paired with an easy-to-walk-in heel, loafers or ballet pumps. Going for tonal separates is always an easy win, too. 

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5. Consider your jewellery choices

Style Notes: While it's often best to construct your outfit from basics, that doesn't mean you can't get adventurous when it comes to accessories. A hair ribbon, bold earrings or some stacked rings that mean something to you can make you feel at your most confident. 

Expert Tips: "I think jewellery is a great way to personalise an outfit, especially if the pieces you’re wearing are vintage or have some sort of sentimental value.” — Hillary Kerr, Who What Wear

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Next up, The Only Spring/Summer 2024 Trends To Know

Dressing for work is a difficult thing to master. On the one hand, you want to stay true to your personal style, but sometimes you have to forgo fashion to maintain an air of professionalism. For example, thigh-high boots and vinyl trousers are probably best reserved for off-duty hours.

It's a tricky balance to strike, but it's certainly not impossible. In fact, after a lengthy scrolling session on Instagram, I've gathered plenty of workwear inspiration–six outfits in particular stood out as being polished but on-point style-wise. Of course, dress codes differ from one office to the next, but these formulas can be easily tweaked to fit the bill. Simply add a collared shirt under your knitwear, or switch boots for loafers if your workplace has a strict footwear policy.

Planning to step up your office outfits in 2024? Make a lasting impression in these easy-to-replicate looks, courtesy of Instagram's smartest dressers.

1. Bright Knit + Leather Skirt + Oversized Tote

Style Notes: This look is a masterclass in incorporating trends in a professional way. The bright red jumper and leather skirt are current, but also have a classic feel that's appropriate for the office.

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2. Structured Blazer + Wide Jeans + Kitten Heels

Style Notes: The way we see it, if the rest of your outfit is smart (e.g. a blazer and slingbacks), you can get away with wearing jeans to work. If your office dress code says otherwise, simply swap the denim for a pair of wide-leg trousers.

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3. Belted Coat + Turtleneck + Simple Heels

Style Notes: Exaggerated belts are a major accessories trend this season—and a great way to give some shape to your bulky winter coat. Wear a skirt or dress with tights underneath, and a turtleneck knit peeking out.

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4. White Shirt + Tailoring + Pointed-Toe Boots

Style Notes: Now this is how to do corporate chic. The tailoring in itself is divine, but the crisp white shirt creates a stylish contrast that takes the look to the next level.

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5. Knitted Dress + Colour-Pop Heels

Style Notes: Not only is a knitted dress a quick route to looking polished, but it's also unbeatably comfortable. Add a bright heel for a splash of colour and you're set to be the talk of the office.

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6. Cardigan + Pinstripe Trousers + Loafers

Style Notes: Beige looks good in all settings, the workplace included. Add a pair of practical loafers to Lena's cardigan-and-trousers combo to give it a more formal feel.

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Next Up: 9 Outfit-Elevating Basics That Are Well Worth Investing in

I'm here to help take the edge off winter's sartorial bummer of trekking to the office in the cold or rain with your laptop in tow. Commutes may vary, including crowded subways, icy driveways, or chaotic daycare drop-offs (doggy or human). Needless to say, there's always some practical hindrance to our commute that cramps our (otherwise excellent) workwear style.

There are a handful of fashion items I deem capable of entirely changing the weekday game that are so good I'm betting they'll also find their way into your weekend wardrobe. I'm talking waterproof footwear (no duck boots, I promise), warm coats (no puffer jackets, I swear), and one somewhat controversial cozy accessory (I'm telling you, it will save your hair from the wind better than any hat ever could). Whether you can justify spending large on your workwear—I love this for you—or are on a strict budget for the New Year, there's an option here for you that will put the "cute" back in your commute. 

Chic Totes

As ambitious as it might be, I highly recommend saving your back (and your evenings) by doing everything in your power to leave your laptop at work. But on the days when that's just not a thing (and knowing you still have your day planner and your phone charger and perhaps a change of shoes to bring along), there are some very chic alternatives to that beat-up New Yorker tote.

Emergency Hoods

If your coat is hoodless (as so many great coats are), these chic balaclavas will earn their keep whether they're keeping you cozy or saving your hair from the elements. They may not have been on your shopping list, but I swear you'll wonder how you ever did without one.

Long, Wool Coats

A good long, wool coat has the energy to make even sweatpants and sneakers feel easy and chic. Double-breasted, robe-style, wide lapels, extra long—even hoods! I'm here for them all over a puffer jacket any day of the week (but especially Monday through Friday).

On-Trend Flats

Saddle up—we're entering the footwear section of this story. I'd argue that what's below your ankles is the most important part of any commute outfit, so we're going to get into all the options, starting with trending flats that will see you through the milder weather and are polished enough to wear in the office all day long.

Weather-Ready Boots

When the weather is really harsh, there's just no way around wearing appropriate boots. If you're anti–duck boots but still partial to arriving at work with dry feet, these non-hideous, secretly waterproof styles will be your new best friends.

Cool Sneakers 

Maybe you can't quite get away with wearing them in the office, but great sneakers are still here to be sneakily slipped on under your desk before your journey home. Tap these styles to transition your work look into something a little cooler and a lot more commute-friendly.

We've scrolled through all of the best legging outfits on social media (and believe us, that's a lot) to whittle down five legging trends that perfectly illustrate just how stylish these stretchy bottoms can be. So, if you're after a five-minute outfit that looks like you took your time getting ready, keep scrolling to see how fashion people are wearing leggings, the luxury way.

1. STIRRUP LEGGINGS

Style Notes: They might be somewhat of a throwback, but stirrup leggings have stood the test of time for a very good reason. Perhaps it's the power-dressing connotations, or maybe it's the dose of polish they add to an outfit (they just make sense with heels), but either way, these delightfully retro bottoms are the first thing influencers grab when looking for an outfit that balances comfort, practicality and style. 

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2. GREIGE

Style Notes: What happens when you mix one of 2022's biggest colour trends (beige) with one of 

2023's biggest colour trends (grey)? The answer is far less boring than you might have anticipated, and chic, cool-toned "greige" is a lesson in how pared-back shades always manage to look expensive. Whether you wear them with gym gear or tailoring, leggings in this grounded neutral will pair with anything and feel like a fresh update on a black pair. 

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3. ALL-IN-ONE BODYSUIT 

Style Notes: Okay, so this isn't technically a pair of leggings per se, but add a jumper or a jacket over a stretch catsuit or all-in-one body and no one would ever know the difference. We've spotted a surprising number of these bodysuits appearing on socials and in the new-in sections of the best loungewear and sports brands, signalling a lot of interest in head-to-toe lycra. There's something to be said about slipping into one easy, flexible outfit though, and when the temperature drops this could be the base layer to so many cosy outfits.

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4. LEGGINGS + KNEE-HIGH BOOTS

Style Notes: There are plenty of shoes that work with leggings, but knee-high boots stand head and shoulders above the rest when it comes to a super-sleek pairing. This simple but effective combination has the benefit of not only being practical (you're covered for rain, shine and even snow), but it looks exceptionally good too. Dress it up with a heeled pair or keep it casual in a flat style—either way, this is an outfit guaranteed to get compliments.

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5. ADANOLA

Style Notes: It would be impossible to talk about leggings without mentioning the activewear brand in everyone's wardrobe this season: Adanola. It's been a great year for the brand, which has been spotted on the likes of Rosie Huntington-Whiteley, Kourtney Kardashian and Kaia Gerber, and Instagram followers in their thousands have loyally converted to Adanola's sleek, minimalist aesthetic and performance quality leggings. Expect smoothing, sculpting fits and an on-trend colour palette.

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This story was originally published at an earlier date and has since been updated.

Like the rest of the world, I am watching Suits right now. (Thank you, Netflix.) This isn't my first time watching the legal drama, and I must admit I'm even more hooked the second time around. Aside from noticing the heavy use of the word "goddamn," there's one thing that has really stuck with me during my rewatch—the clothes. I was in college going through my grunge phase when the show was on the air, so the pointed-toe heels and pencil skirts weren't exactly something that sartorially spoke to me. I mostly just cared for whichever case Harvey Specter was going to close next. But now that I work a 9-to-5 and corporate dressing has been all over the recent runways, Rachel Zane's style has caught my attention. I even wore an outfit inspired by her to work recently and have never felt so put-together. I was writing articles and taking meetings, not going to court, but nonetheless, I felt "goddamn" stylish.

Since it's highly unlikely we'll get Meghan Markle gracing our screens as a lawyer again, I took it upon myself to imagine what items she'd wear in 2023. From crisp poplin shirts to sleek leather bags, you'll find something chic enough for your office wardrobe. 

Building an outfit that feels polished, professional and in line with your personal style is challenging once the cold weather hits. Often, the instinct to bundle up leads to looks that are more suited to cosy at-home days than an 8-hour stint at the office. But no matter how formal your workplace dress code is, it is possible to keep the chill at bay and look on-point in the process).

To make getting dressed in the mornings as quick and stress-free as possible, it's a good idea to stock up on some solid work dresses. After that, all you need is a smart pair of shoes and a heavy coat before you're ready to head out the door. And fortunately, the fashion gods have delivered on this front for the winter season.

We've rounded up 24 office-friendly dresses, from knitted midis to short tweed styles, at three different price points. Whatever your budget and your company's preferences, you'll find something you feel comfortable (and warm) in below.

The Best High-Street Work Dresses

The Best Mid-Range Work Dresses

The Best Designer Work Dresses

Next Up: For the Past 5 Years, I've Bought All of My Favourite Dresses From This Store