The way I see it, October 1st marks the official beginning of the. autumn/winter season. While September still holds the promise of unexpected sunny days and a few final outings for our cotton dresses, October is when we collectively give in to the onset of chilly mornings and darker evenings and start to embrace the season's more enjoyable qualities.
At the top of my list? The fashion. Cosy knitwear, luxurious layers and rich, moody colour palettes are just a few of the things I've been secretly looking forward to wearing while everyone else mourned the end of warm-weather dressing. And post-equinox, it's high time we all started assembling these pieces into outfits we'll wear for the season ahead.
After trawling through more Instagram accounts than I'd care to admit, I've bookmarked seven key looks suitable for whatever weather the coming month might throw at us (but maybe keep a few extra layers and an umbrella on hand, just in case). Without further ado, this is what to wear in October.
What to Wear in October: 7 Stylish Outfits to Try Now
1. Jumper + Leather Trousers + Slingbacks
Style Notes: Leather is having a moment in both the trouser and bag departments, especially in classic autumnal hues like black and chocolate brown. Invest in a quality pair of trousers like Danielle's and complete the easy October look with a cosy knit and sleek slingbacks.
Shop the Look:
A great everyday knit for October and beyond.
I recognise a bestseller when I see one.
Simple, sleek and easy to style.
Boho-chic.
2. Knit Dress + Suede Bag + Chelsea Boots
Style Notes: If you're going to invest in one item this month, make it a quality knit dress in a classic colour. Not only will this versatile staple carry you into the colder months in style, but it will serve you for many seasons to come as it's the very definition of anti-trend.
Shop the Look:
This is bestseller every year.
This will make your knit dress look so chic.
I wear suede all year round.
I've just bought these after eyeing them up for weeks and I have zero regrets.
3. Bomber Jacker + Trousers + Ballet Flats
Style Notes: Bomber jackets will forever have a place in my wardrobe, pairing well with dresses, jeans and trousers alike. This season, I'll be taking a cue from Alexis (pictured above) and mixing up my black and brown hues for an intentional look.
Shop the Look:
Sézane's knitwear deserves all the hype it gets.
Mango is hitting it out of the park this season.
All the style without the high heel.
4. Relaxed Blazer + Midi Skirt + Low Heels
Style Notes: However you feel about pencil skirts, there's no denying how incredibly chic this outfit is—especially with the mix of black and grey making it feel doubly elegant. This is an outfit that you can wear in or out of the office this season.
Shop the Look:
Another grey blazer look I'd like to copy.
We always turn to Arket for our staples.
This will act as the basis for so many of your outfits.
The wedged-heel is a sleek detail.
5. Cropped Jacket + Leather Shorts + Tonal Accessories
Style Notes: Cooler weather brings with it the opportunity to don one of the most effortlessly stylish wardrobe staples: the knitted dress. Anouk offers up a masterclass in matching your accessories to your outfit, and I'm loving her choice of olive green.
Shop the Look:
An expensive-looking jacket for £50? It's a yes from me.
The Frankie Shop never gets it wrong.
You'll pull these out fot every formal occasion.
Carry this tote from work to the weekend.
The finishing touch.
6. Wool Coat + Flannel Shirt + Jeans
Style Notes: A wool coat is a cold-weather classic. To make it feel '2025', pair it with a trending check flannel shirt and some loose-fit jeans.
Shop the Look:
A tailored coat will always look expensive.
Check are everywhere at the moment.
Agolde should be your first port of call when seeking fresh denim.
The ideal size for everyday toting.
7. Faux-Fur Collar Jacket + Pleated Skirt + Mules
Style Notes: When in doubt, I always bring it back to a monochrome look.
Shop the Look:
Such a chic high-street find.
An easy layering piece.
Elegant and easy to style.
I'd swap out Abi's heels for these chic flat mules.
The woven leather is instantly recognisable.
-
The Elevated Pant-and-Top Combo I'm Copying From People in Paris and NYC That's Not a T-Shirt and JeansGuaranteed to make you look trust fund–level rich.
-
"Thanks, It's COS," Said Every NYC Fashion Person—29 Black Friday Deals I'm Shopping to Look ChicDesigner-like bags, elegant winter coats, and chic sweaters priced for less.
-
The Elevated Pant-and-Top Combo I'm Copying From People in Paris and NYC That's Not a T-Shirt and Jeans
Guaranteed to make you look trust fund–level rich.
-
Every Chic Woman Is Wearing This "Boring" But Elegant Skirt—Sorry, Minis and MaxisIt's a seasonless staple.
-
15 Cool Denim Outfit Ideas to Get You Through the First Days of WinterCozy ways to style your jeans.
-
So *This* Is How We're Wearing Scarves This WinterAnd now you know.
-
Spotted in Las Vegas: 6 Trends F1's Best-Dressed WAGs Wore During the Grand Prix WeekendFirst-place trophies all around.
-
If You're Going to Wear Skinny Jeans in 2026, Follow These 8 Denim Rules to Look CurrentTake note.
-
I Want to Look Classic and Expensive in 2025, so I'm Wearing My Jeans and Boots Like This, This, and ThisTake out a notepad and a pencil.
-
I Thought This Pant Trend Was Surely Out Until I Saw J.Law Wear It With These BootsInstantly changed my mind.
