31 Oct What to Wear in 20 Degree Weather – 13 Instagram Outfits to Inspire Your Transitional Looks
It’s that time of year when the weather is absolutely bearable, but neither here nor there when it comes to which season it is in. A veritable hotbed of confusion when it comes to getting dressed. It’s Autumn, but I am pretty sure I went out in my shorts in technically the same weather a month ago. Which begs the question, what to wear in 20 degree weather in October? Or 15 degrees and sweaty, or 17 degrees and windy. If the weather can’t make up its mind, how can we? My mind is on autumn trends, (with an occasional flick ahead to SS24 of course…) but my body is somewhat protesting to the weight of full autumn layers.
Luckily for us, these Instagram pros are here to provide outfit inspiration when we just don’t know wtf to put on when the weather is hovering somewhere between 15 and 20 degrees with a side of sweaty/windy/rainy/who even knows… Here’s some outfit inspo for what to wear when in 20 degree weather in Autumn.
Transitional Outfit Ideas – Striped Shirt + Denim + Bright Trainers
This one works for so many seasons. Just update your layering system appropriately depending on the chill factor and add a long sleeve underneath when it’s nippier and wear your shirt open over a tank when it’s still warmish.
Good luck finding the collegiate green Sambas in stock (keep yourself notified here…), or move fast on these tasty green Gazelles. We are also pretty big on the blue and white.
Currently trying to track these down in my size…
what to wear in 20 degree weather in Autumn – Denim Jumpsuit + Trainers
There is only a small window in which you can comfortably enjoy your denim jumpsuit if you ask me, and it is now. Just add a bomber for blustery days, or a turtleneck underneath when it’s cooler.
If you are after Louisa’s actual boiler suit, here it is.
Classic.
This chic belted jumpsuit comes in indigo or grey denim.
Sometimes you can’t beat classic Converse when it comes to trainer trends that never go out of style.
This boiler suit style is great for casual days.
Transitional Outfit Ideas – Red Knit + White T-Shirt + Jeans + Mary Janes
Red is the new everything, and a colour pop knit with denim is an easy way to wear it layered over a white t-shirt and paired with on-point Mary Janes.
A red knit is all I want to wear right now.
This heavyweight t-shirt is such a staple.
The zip neck detail on this Me + Em knit is a great touch.
Classic.
Obsessed with this red cardigan.
French girl vibes.
If you prefer flats, then get these perfect suede Mary Jane flats on pre-Order now for -15%.
This bag is so classic.
what to wear in 20 degree weather in Autumn – Black Jeans + Black Top + Light Jacket
Keep it simple in all black, and a touch of beige and you can’t go wrong. Switch the heels for a pair of Mary Jane ballet flats if you’re trekking about town.
For something a little warmer, check out this Aligne cropped wool bomber.
Easy peasy.
Levi’s Ribcage Straight Ankle jeans are a staple style.
Pointed slingbacks are having a major moment.
Transitional Outfit Ideas – Bright Blazer + Jeans + Clogs
In love with this outfit. Just add socks and a scarf when it’s nippier out.
The colour!
Sometimes a high rise straight leg just makes sense.
Love a clog.
Statement glasses are trending.
This simple bag is chic and so versatile.
A twist on the classic gold hoop.
what to wear in 20 degree weather in Autumn – Leather jacket + Denim Skirt + Knee Boots
On cooler days the addition of some warming knee-high boots and a leather jacket take your denim maxi and tank top into transitional autumn territory.
This burgundy leather shirt is so beautiful.
If you’re still searching for your perfect denim maxi skirt, check out our edit…
These pointed kitten heel boots are so good.
Second-skin long-sleeve top’s are an autumn/winter wardrobe essential.
These oval hoops are a little bit different and will look great with burgundy.
Transitional Outfit Ideas – Dungarees + Shirt + Blazer
Is it just me or are dungarees having a major moment again? Smarten yours up like this, with the addition of a shirt and blazer.
Arket’s hopsack blazer is cult for a reason.
These are a treat.
A crisp white shirt is more essential than ever this season…
Classic.
Loafers will add a grown up touch to your dungarees.
This bag is so good.
what to wear in 20 degree weather in Autumn – Baggy Denim + Ballet Flats + Leather Jacket
Baggy denim gets a chic update in white.
Still looking for your perfect leather jacket?
Raey’s ivory wide leg jeans are just the ticket.
In love with these velvet ballet flats for day to night dressing.
Staple.
The square toe is so chic.
The oval shape is so classic.
Transitional Outfit Ideas – Sweater Vest + Maxi
All black layers and a bright sweater vest is such a chic way to do colour. Remove the roll neck when its still muggy outside and switch for ballet flats if it’s not yet boot season.
An autumn/winter wardrobe staple.
Emma’s sweater vest is from Smythe and is unfortunately sold out in most sizes. But have a dig on Etsy for similar hand-knitted vibe, like this reversible wool sweater vest, or this lilac mohair knit vest.
A black maxi has you covered for any eventuality this season.
So pretty.
what to wear in 20 degree weather in Autumn – Grey Pants + Grey Knit + Converse
You may have noticed grey is trending, and what better way to wear it than head to toe with a slither of fresh white and your trusty converse.
Anne-Laure’s lovely Musier Paris knit doesn’t seem to be available, but you can get the look with this super soft cashmere wool cable knit. I am also a really big fan of this Magda Butrym Cable Knit Cashmere Cardigan. Its the season of the cardigan btw, shop our edit here…
The perfect white t-shirt.
Also a BIG fan of this Arket grey textured hooded jumper.
Belts are back. No, seriously…
You will get so much wear out of a pair of grey trousers this season.
Classics.
If you have been saving…
Just in case your budget doesn’t stretch to vintage Dior, this season’s chain & jewellery handbag details also look good on a high street budget. As proved by COS.
Transitional Outfit Ideas – Loose Jacket + Studded Bag + Baggy Denim
Anyone else keep spotting studded bags on Instagram and needing to get their hands on one? Mango has you covered. The loose coat and baggy jeans ensure you won’t overheat when it turns out its one of those sweaty autumn days. Plus it look’s really chic…
The Row’s ‘Polli’ coat has a beautiful relaxed silhouette, dramatic shawl collar and wide, knuckle-grazing sleeves.
H&M’s oversized wool-blend coat is also pretty dreamy and comes in camel or grey.
The dream bag.
Mango’s studded bag is also a great option.
These jeans haver such a great silhouette.
What to Wear in 20 Degree Weather in Autumn – Big Scarf + Bright Cardigan + Jeans
Cardigans are having a major moment and the bright blue paired with yellow makes a dreamy autumn combination.
Marks & Spencers have you covered with this little bit of everyday luxury.
It’s all about big scarf energy this season…
And big bag energy.
Such a flattering shape.
A classic Chelsea boot works every time.
Switch up your hoop game and tap into the silver jewellery trend.
Transitional Outfit Ideas – Knit Mini Dress + Knee High Boots
Flash some thigh whilst the weather still allows with a short knit dress and sassy knee-high boots. A winning look.
A neutral cable knit will never do you wrong.
The chicest riding boots.
Croc effect bags are having a moment and Saint Laurent’s Manhattan tote is so beautiful. Check out our bag trends report for other trending styles to know.
Have a Kendall moment and go sans jeans whilst the weather allows.
H&M’s knee-high biker boots are a grown-up take on the biker boot trend.
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