31 Perfect Looks To Copy This October

Photo: Courtesy of @jxxsy.
Okay, so it doesn’t exactly feel like fall outside, but believe it or not, October is actually here. The leaves are changing; Starbucks has launched its seasonal menu, and Halloween candy has more or less invaded the aisles at Duane Reade — even if the high temperatures and humidity have yet to subside.

At this point, we’re sick of our summer wardrobes and anxiously awaiting the day when NYC hits a crisp 60-something degrees, so we can show off our leather jackets and brand-new boots to the world. And this is the month that happens: when layering, luxe fabrics, and a laundry list of outerwear will become the norm. The frightening truth is, as prepared as our minds and hearts may be for this weather shift, our wardrobes are nowhere close. The 31 looks ahead (one for each October day) should help get us all on track.
1 of 31
Photo via @cassandradelav.
The '70s trend is sticking around, so get creative with your flared pants by sporting them underneath a dress and a suede moto jacket.

Topshop jacket, Zara pants, Chanel bag, Urban Outfitters sunglasses.
2 of 31
Photo via @annarfasano.
Mixing unexpected patterns can feel tricky, but even the most dizzying of combinations work as long as the color palette does.

Zara top, Sacada pants, Saint Laurent shoes, Fendi sunglasses.
3 of 31
Photo via @citizencouture.
Let your favorite miniskirt stay seasonally appropriate with a coordinated leather jacket and cute-but-comfortable slip-on kicks.

Longchamp jacket skirt, shoes, and bag, Celine sunglasses.
4 of 31
A denim jumpsuit: one of the most versatile (and coolest) staples you can have in your closet.

Madewell jumpsuit, vest, and hat.
5 of 31
Photo via @chapoteau.
October is a reminder to make the most of being outdoors — and what better way to do so than in an upgraded version of the Canadian tuxedo?

Aritzia top, Proenza Schouler jacket, MCM bag, Nina Ricci shoes.
6 of 31
Pair a shiny bomber with thigh-high boots and even the skimpiest of dresses instantly becomes fall-ready.

Missoni dress, Oscar Tiye shoes, Emilio Pucci bag.
7 of 31
Photo via @evageraldine.
A furry vest instantly revives your favorite shirtdress (and makes it much warmer).

Simonetta Ravizza dress and vest.
8 of 31
Photo via @lindatol_.
Transform your average white-tee-and-jeans look by adding a full-length dress in a bold hue, out-of-the-box texture, or quirky silhouette (or in this case, all three).

Marni dress, Stiu shoes.
9 of 31
Photo via @eleonoracarisi.
Badass boots and a killer biker jacket: talk about a lethal combination.

Coach sweater, skirt, jacket, and shoes.
10 of 31
More is more — we're talking florals, suede, leather, and a fur trim.

J.Crew top, Polo Ralph Lauren skirt, Kate Spade New York jacket, Pollini shoes, Alice + Olivia bag, Prada sunglasses.
11 of 31
Photo via @kristina_bazan.
Balance out a sleeveless dress by showing a little skin on top and covering up (with over-the-knee boots) on the bottom.

MM6 by Maison Martin Margiela dress, Nicholas Kirkwood shoes.
12 of 31
Photo via @kissinfashion.
For those lazy Sundays when you just don't feel like getting dressed, sporty athleisure pieces have you covered. It's comfy while still looking cool.

Adidas top and shoes.
13 of 31
Photo via @dearmilano.
Proof that you can wear orange around Halloween and not look like a pumpkin.

Topshop top and shorts, Manolo Blahnik shoes, Pantera bag, Céline sunglasses.
14 of 31
Photo via @helenabordon.
A ruffled peasant blouse balances out loose-fitting mom jeans.

Philosophy top, Levi’s jeans, Tod’s bag and shoes.
15 of 31
Photo via @jxxsy.
Deciding between plaid and stripes? We say, why should you have to choose?

Tanya Taylor top, Giulietta New York pants, Oliver Goldsmith sunglasses.
16 of 31
Photo via @livvperez.
Take your Nikes from the gym to brunch by pairing them with a simple T-shirt dress and a perfecto.

Coach bag.
17 of 31
Photo via @nytfashion.
Make your jeans office-appropriate by opting for a darker shade of denim and sporting them with a kitten heel and fancy, high-neck top.
18 of 31
Photo via @rasspberrynrouge.
Spice up your all-black look with a printed sweater (preferably one that nods at our obsession with astrology).

Kenzo top, Ganni skirt, Omoda shoes, Stella McCartney shoes.
19 of 31
Photo via @manrepeller.
A menswear-inspired look we seriously dig.

AG jeans, Chloe jacket, Church's shoes, Sarah’s Bag bag.
20 of 31
Photo via @margaret_zhang.
Camo print, fringe, and open-toed thigh-highs? This autumn , dare to throw it all on.

Ralph Lauren skirt, Tony Bianco shoes, Isawan bag, Prada sunglasses, Daniel Avakian scarf.
21 of 31
Photo via @shionat.
Further proof that Levi's — old and new — are seasonless keepers.

Chanel jacket, Levi’s jeans.
22 of 31
Photo via @sarrjamois.
How to make tons of trending pieces look good together.

Miu Miu top, Levi’s jeans, Gucci shoes, Versace bag.
23 of 31
Photo via @sofievalkiers.
An ultra-feminine look that anyone can pull off.

Cote top, Tibi skirt, Louis Vuitton shoes, Patrizia Pepe bag.
24 of 31
Photo via @thefrankieshop.
Sometimes, the right coat is all you need.
25 of 31
Photo via @songofstyle.
Pair your pantsuit with a tee underneath for ultimate boss vibes.

Rebecca Minkoff blazer, pants, and bag, Gianvito Rossi shoes, Anarchy Street bracelet.
26 of 31
Photo via @valentinasiragusa.
You can still wear a floral frock in October. Simply pair it with a statement jacket and some chunkier shoes.

Xacus dress, Fendi jacket.
27 of 31
Photo via @tinaleung.
Make your go-to matching set transitional by layering it over a long-sleeved shirt and throwing on some leather booties.

Mary Katrantzou dress, Balenciaga shoes, Smythson bag.
28 of 31
Photo via @styledumonde.
Not all cold weather ensembles need to be dark and dull, and a colorful jacket is the perfect way to change things up.

Acne Studios top, Cheap Monday jeans, Prada jacket.
29 of 31
Photo via @veronica_giomini.
A wine-colored ensemble screams October. Plus, if you're not quite ready to let go of summer, pair your velvet-y outfit with your favorite sandals.

Maryling dress, Alessandro Dell Acqua vest, Joshua Sanders shoes.
30 of 31
Photo via @susiebubble.
If there's one thing we know to be true, it's that prints-on-prints is always a good idea.

J. Brand jeans, Loewe Bag.
31 of 31
Photo via @voguerunway.
Add a pop of color to your all-denim, all-the-time look by opting for out-loud accessories, like a bold bucket bag or suede sneakers.

Zara shirt, Les Petit Joueurs bag, Joshua Sanders shoes.