IMAGE: @ILIRIDAKRASNIQI
Ah, late summer — that time of year when the sun begins to soften and the days gradually start getting cooler, signalling the subtle shift from summer to fall. It’s a time of transition, not only in the weather but also in our wardrobes.
Dressing through late August and early September presents a unique challenge. It’s not quite autumn yet, but the height of summer is behind us. So, how do we dress during this in-between season? A skirt with bare legs on the bottom and knitwear on top? Surprisingly, yes! This time of year calls for a unique mix of autumnal and summer elements.Â
It’s all about combining the two seasons. Think lightweight fabrics paired with more substantial textures, or summer staples like sandals and skirts mixed with autumnal tones and cosy layers. Your favourite summer pieces can still shine but with a hint of the cooler days to come.
To help you navigate this tricky time, I’ve curated eight outfit ideas that you can wear during this transitional season. Whether you’re heading to work, enjoying a weekend outing or simply running errands, these outfit ideas will keep you looking effortlessly chic as the seasons shift.
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1. Sleeveless Jumper + Trousers + Sandals
Pre-fall is probably the only time of year when a knitted jumper and flip-flops can be worn in the one outfit and make sense. The sleeveless top offers a casual and lightweight feel while also hinting at the cooler weather ahead. Enjoy the last of the summer sunshine and pair with flip-flops while you still can!
SOFT GOAT
FLATTERED
REFORMATION
2. Jumper + Midi Skirt + Flats
This outfit is a prime example of transitional dressing. Here we see a mix of two distinct seasons — the top half, with the knitted jumper, embodies autumn, while the bottom half, with the linen skirt and ballet flats, speaks entirely to summer.
MASSIMO DUTTI
AEYDE
DEMELLIER LONDON
3. Blazer + Relaxed Jeans + Flats
Switch out your summery linen blazer for a grey wool one. Not only does it provide warmth but its lighter colour keeps the outfit feeling fresh and not too heavy for late summer. The baggy jeans help to balance the formality of the blazer, creating an overall casual yet polished ensemble.
EVERLANE
EVERLANE
COS
VAGABOND
4. Plisse Top + Trousers + Flats
Firmly toeing the line between summer and autumn, this lightweight outfit forecasts cooler weather. The sleeveless plissé top is a light and airy choice for the lingering summer days while the black trench coat provides a light layer without overshadowing the summery tones beneath.Â
ISSEY MIYAKE
ABERCROMBIE & FITCH
NA-KD
MARKS & SPENCER
JIGSAW
NA-KD
5. Shirt + Trousers + Strappy Sandals
Looking for a more classic late-summer look? You can’t go wrong with a trusty white shirt and black tailored trousers. Top with a trench coat — the perfect transitional layer — and finish the look with a pair of strappy sandals while the weather still allows it.
MASSIMO DUTTI
ABERCROMBIE & FITCH
MONOKEL EYEWEAR
6. Turtleneck + Denim Skirt + Flats
A simple ensemble you can throw on this late summer. The sleeveless black turtleneck adds a touch of understated sophistication while the casual nature of the denim skirt keeps the outfit relaxed. Simple leather flats complete the look with a polished touch.
SELF-PORTRAIT
MASSIMO DUTTI
& OTHER STORIES
7. Blazer + Trousers + Suede Flats
Both the blazer and tailored trousers are a lightweight and breathable choice for the changing seasons. These matching elements create a polished and cohesive feel with the chocolate brown shade adding warmth and richness — a subtle nodding to the upcoming fall season.
SELECTED FEMME
MARKS & SPENCER
ANTHROPOLOGIE
SÉZANE
8. Oversized Shirt + Baggy Jeans + Heels
How to make baggy jeans and a shirt look sophisticated 101. Start with a lightweight cotton shirt combined with wide-leg jeans to create a laid-back, casual vibe — perfect for those last summer days. Finish the look with a pair of sleek slingback mules.
THE FRANKIE SHOP
MATT & NAT
TONY BIANCO
