From denim sets to head-to-toe knitwear
There is no denying it: The evening air is getting chillier, autumn is definitely upon us, meaning one thing – a change in wardrobe. The best autumn outfits give us the opportunity to dabble in transitional dressing, while we start to shift our closets to more weather-friendly styles. Trying to think about what to wear can make getting dressed an annual headache for some. Fortunately, we’ve gathered all the street-style inspiration you need to put together foolproof autumn outfit formulas.
The best autumn outfits are all about versatility, while also ensuring there is no shortage of classics in the mix. Denim, crisp shirting, and khaki trench coats, effortlessly paired with foundational trousers and maxi skirts, demonstrate how sometimes the best looks are the least complicated. However, there is plenty of opportunity to play with colour, too. Espresso brown and cherry red are still going strong in our books, while trendier silhouettes – like summer’s trouser hit, the capri – are proving they having staying power, especially when styled with the perennial favourite Mary Jane shoe.
Ahead, shop our edit of the 20 best autumn outfits, inspired by street style, from timeless white T-shirts and trouser looks to versatile takes on leather trench coats and knitwear sets. Consider your autumn wardrobe sorted.
1. The all-over knit autumn outfit
Transitional dressing at its finest. Go sleeveless with a knitted vest and skinny scarf to start implementing these warmer pieces into your wardrobe now, as the seasons begin changing. Swap out accessories and grab an underlayer when needed.
2. The monochrome autumn outfit
Fade to grey with a completely monochrome look that oozes sophistication. Keep it all in the knit family with a cool cardigan, long, pleated skirt, and underpinnings all with the same textural feel.
3. The “shirting hero” autumn outfit
Keep things classic with crisp, cotton shirting that can really go the distance. We love a playful mash up of stripes on blue, as a fresh alternative to your classic whites. With fluid trousers, this one is the easiest to pull off.
4. The khaki trench autumn outfit
Every closet needs a good khaki trench coat. Sophia Roe proves that a voluminous single-button style looks oh-so chic, even over the simplest T-shirt and trousers, while saving you from autumnal showers along the way.
5. The capri trousers autumn outfit
Capris are definitely here to stay, and this outfit shows how to take them into autumn. Simply add a blazer or cardigan over a silky top, add a luxurious ballet flat, and voilà! Summer’s big hit turns into an autumnal staple.
6. The head-to-toe red autumn outfit
From Bella Hadid to Emily Ratajkowski, It girls can’t get enough of the vibrant shade and neither can we. For autumn, we recommend a textured knit and structured mini skirt to get things going. Add tights and a closed-toe shoe when those first chills arrive.
7. The barn jacket autumn outfit
Here’s a fresh way to style that denim barn jacket you have been seeing everywhere. When worn atop white underpinnings, such as a crisp button-up, the jacket staple goes from country weekend to city-street-ready.
8. The espresso-inspired autumn outfit
It’s no secret that all shades of brown are trending, but during autumn, the hue really shines. A head-to-toe look inspired by the changing leaves – whether it’s a shirt and trouser or a suit set, as below – is the easiest way to incorporate the colour into your everyday.
9. The nautically inspired autumn outfit
Preppy stripes get the modern-day treatment when paired with an ankle-length denim skirt, cool shades, and an enviable flat shoe. When inclement weather strikes, simply style with a boot instead.
10. The ultra-long coat autumn outfit
The power of outerwear mixed with the ease of a maxi dress exists, and it can be found in the maxi coat. Almost floor-sweeping, it can be worn as the centerpiece of any autumn outfit.
11. The cinched-waist classic autumn outfit
A white button-up is just a button-up until it’s accessorised. What better way to do that than with a waist-hugging belt? Elevate the ensemble with playful details like a neck scarf, tinted sunglasses, or strappy heels.
12. The “classic with a twist autumn outfit
A blazer is a staple in every wardrobe come autumn and winter, but one styled like this adds a new, unique element. Underneath, layer with a longer sleeve. Then add the season’s favourite flat shoe in a co-ordinating colour.
13. The Double-Denim Autumn Outfit
For everyone from editors to street stylers, influencers, and superstars, the classic “Canadian tuxedo” is a preferred fashion uniform. The double-denim styles of now have taken a modern twist, with oversize silhouettes and baggy low-rises.
14. The transitional autumn outfit
Rain or shine, sudden heat or random temperature drop, autumn weather tends to be all over the place. The ideal way to battle this situation? Easy layers. A cream blazer over a lightweight silky tunic will keep you dry and sweat-free.
15. The leather trench autumn outfit
An easy way to update the classic trench coat is by purchasing (or thrifting) one cast in leather. Modern styles boast longline, oversize silhouettes that double as a rain-resistant statement maker.
16. The comfy-yet-chic autumn outfit
The ideal autumn outfit is both comfortable and chic. Start with an unexpected, deconstructed poplin top, layer with a seamless turtleneck, and pair with statement designer jeans. It’s fail-proof.
17. The streetwear-inspired autumn outfit
Edgy, sleek, and sophisticated all in one. This ensemble inspired by street style is never a miss for the fashion crowd. Maybe it’s Bella Hadid, maybe it’s Sophia Geiss – either way, a long leather coat with baggy white shorts is extremely cool.
18. The no-trousers autumn outfit
No trousers, no problem – especially for those in tune with the current trends. The oversize shacket makes for a great transitional piece through those warmer fall days with just a boot, and then can be layered when temperatures start to dip.
19. The matching set autumn outfit
Although temperatures may dip, there’s still plenty of opportunity to bare your legs with a micro-mini length. Stay just warm enough with an updated bomber jacket.
20. The off-duty autumn outfit
Another foolproof outfit nodding to the Nineties was popularised by busy off-duty models running from casting to backstage. Now, it’s one of our go-to looks for summer and autumn. Choose a longer-sleeved T-shirt.
