I Can Tell You're a Fashion Person If You're Wearing One of These Outfits This September
I've collated seven easy but elegant outfit ideas to help you get dressed this autumn. Keep scrolling to see and shop these perfect new-season looks.
Okay, we’re officially confused about the weather. September is here, and after a summer of more heatwaves than we can count, the significant drop in temperature is a bit of a shock. Seriously, Met Office: we were promised a few more warm days. Alas, that is the nature of this transitional period in the UK. Personally, I’ve always loved this time of year. Perhaps it’s juvenile, but I haven't stopped associating it with the start of a new school year: a chance to refocus, revamp and think about how I want to spend the final quarter of the year. Where better to start than with a refresh of my outfit rotation?
When it comes to deciding what to wear in September, we’re being tentative with stylish but simple outfits that can be easily layered and dressed down according to the weather's turbulent mood. Some days, yes, it'll be warm enough for flip-flops, whilst others will require a trench coat and thick trousers.
Whether you style heeled ballet pumps with sports shorts or a suede trench with a swishy midi skirt, the beauty of these outfits is their flexibility. Each features pieces that can be tweaked and switched out depending on the weather, and that's what we call getting more bang for your buck. Scroll down to see our full edit of September-ready outfits.
7 Easy Yet Chic Outfits to Wear in September 2026
1. Fitted Blazer + Straight-Leg Jeans + Ballet Flats
Style Notes: The brilliance of Gabrielle Luksaite's outfit (pictured above) lies in its balance of the contemporary with the classic. Her black Tabis and stand-up-collar blazer add a playful edge, whilst the neutrality of her white jeans and the subtle hint of emerald in her bag complete the look with a sophisticated polish.
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Cinched-waist blazers are back.
The contrast stitch elevates these.
The iconic Tabi has been experiencing another viral social media moment lately.
2. Trench Coat + Capri Leggings + Jumper
Style Notes: You'll be hard-pressed to find a jacket that works quite as hard as a trench come late September. Timeless—and most importantly functional—it'll keep you warm on cooler days and chilly nights. Sticking with a simple base, Nina Lea Jolley plays with colour and trending capri leggings to keep her look fresh.
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A classic.
All of my favourite fashion people swear by the COS Clean Cut T-Shirt.
I love the split hem.
I'd reserve these heeled sandals for a warmer September day.
A V-neck jumper over a white tee is an easy layering trick.
3. Shirt + Trousers + Boots
Style Notes: In my humble opinion, you can never go wrong with an all-black look, and Mimi Nguyen's is one of the very best I’ve seen. From the relaxed shirt to the softly tailored, fitted trousers, it's an outfit that'll easily take you from the office to post-work drinks.
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Ref's Mason Pant is highly rated.
Cut for an oversized fit.
I'm loving '90s-inspired boots like these right now.
Trust me: pouch bags will be a huge bag trend this season.
A true classic.
4. Coat + Jumper + Ballet Flats
Style Notes: The threat of a sudden downpour shouldn’t stop you from repurposing your summer whites. Take cues from Debora Rosa and style yours with a cosy grey V-neck jumper, a long camel wool coat and minimalist loafers to create a look that's as chic as it is functional.
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This is your sign to invest in a good wool coat early before they sell out.
If you missed out on last year's best-selling V-neck, it's back in a full size range.
Incredibly well-priced.
These loafers have been top of my wish list since last year.
Shop Kendall Jenner's favourite sunnies.
5. Leather Bomber + Jeans + Boots
Style Notes: If dressing like an off-duty supermodel is the goal, then Nnenna Echem has the look for you. Composed of a stylish funnel-neck leather bomber, straight-leg jeans and pointed-toe boots, the outfit balances an air of '90s classicism with a fresh, contemporary mood.
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Allsaints leather jackets have long been regarded as some of the best on the high street.
I wear these jeans at least once a week.
The definition of "sleek".
Whilst I adore Nnenna's top-handle mini bag, if you're looking for something more spacious but just as elegant, DeMellier's New York tote is a must-see.
The perfect way to block out dreary weather.
6. T-Shirt + Sports Shorts + Heeled Ballet Pumps
Style Notes: If you know anything about my style, you'll know that I had to include a pair of sports shorts in this outfit roundup at least once. Having shed their strictly P.E.-kit affiliations, we've had plenty of evidence that they can look super polished. Case in point: this outfit (above) from Marina Torres. Using a long-sleeved T-shirt for coverage and heeled ballet pumps for a fashion-forward polish, her shorts are the perfect choice to pull it all together. Bonus points if you match them to your accessories.
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Size up for a looser, more relaxed fit.
Shop Marina's exact shorts.
We all still want it.
If you missed out on Massimo Dutti's viral heeled ballet flats, Zara has an almost identical pair.
I haven't seen this shape before.
7. Suede Trench + Midi Skirt + Flip-Flops
Style Notes: Having spent the past six months in flip-flops, I’m not quite ready to pack them away just yet. So this month, I’ll be taking pointers from Sylive Mus and her chocolate-brown suede trench coat and black satin midi skirt, which whisper rather than scream "autumn", making her flip-flops feel less beachy and more city-ready.
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Go for faux suede for a more affordable version.
This is exactly how I'll be dressing this month.
I've seen so many boat-neck tops around lately.
I'm a massive fan of these super-comfy flip-flops.
So elegant.
