I might be biased, but New Yorkers have the best style. Walking out my own front door, there is never a shortage of daily inspiration to soak up on the street, the subway, or even my local coffee shop line. As the temperatures start to drop, I have been needing my own dose of motivation to get dressed and get out there. That’s why I am looking to some New York-based women for some chic outfit ideas that are weather-appropriate, yet also totally easy to pull off. It may be all about the attitude of a New Yorker, but these outfit formulas will truly make you feel like one—no matter where you are based.
I find that the best outfit combos are sometimes the simplest. As New Yorkers, we are constantly on-the-go and that doesn't leave a lot of extra time for fiddling around with options. Layering is always a key component to our looks—on any given day, the weather can shift from sun and mild temperatures to snow and subzero in a matter of hours. With this in mind, I am gravitating towards looks filled with wearable basics—cozy knitwear, plenty of denim, and lightweight outerwear that can be worn as is, or under heavier coats as the temperatures dip. You too are sure to be influenced by these 5 easy outfit formulas from some truly stylish, New York fashion girls.
Leather Jacket + Mini Skirt
It doesn't get cooler than worn-in leather and a structured mini. Just add tights when the weather takes a dip.
So good, it could be from your favorite vintage store.
The belt gives it a mod twist.
Real leather at a real deal.
Wear with tights on those colder days.
Oversized is the New York way.
A pleated mini feels very downtown.
White T-Shirt + Midi Skirt
Start with the basics. A white t-shirt over a black midi skirt is a winning combo to keep adding to (think—top with oversized jackets, knitwear, and more).
Feels as soft as a cloud.
Show off a little leg (or a cute, knee-high boot) with this side slit.
A little structure goes a long way.
The styling options are endless with a silky midi.
A fitted tee that was made for tucking in.
Giving major va-va-voom.
Cable-Knit Cardi + High-Waisted Jeans
A look that was made for walks in the park, coffe shop hangs, and cozy brunches.
Is there anything more irresistible than cashmere?
The OG's of denim.
Relaxed and oversized = snuggly perfection.
The perfect high-waisted option.
Cropped and cozy.
A personal favorite cut.
Blazer + Wide-Leg Jeans
This one screams uptown polish, without being too fussy. Wear to a museum, lunch with friends, or even a day of shopping.
Keep it classic with a single-button design.
Perfectly slouchy for that lived-in feel.
The self tie-belt on this one adds a little something extra.
Choose from standard, tall, petite, and plus sizes.
I wear this one weekly.
Don't sleep on this cut.
Bomber Jacket + Square Neck Dress
A grungier bomber jacket breaks up the floaty layers of maxi dress. We'd wear with loafers or chunky, lug sole boots and hosiery.
Retro-cool vibes to the max.
Long sleeves are key for colder days.
Inspired by the original bomber jacket.
This one is made from corduroy for a cold-weather touch.
Oversized is the way to go.
For those unseasonal days over 50 degrees, when all you need is a light jacket.
-
The Trick NYC Fashion People Are Using to Make "Boring" Jeans-and-Tee Outfits Look Chic This FallJennifer Lawrence was spotted wearing it, proving just how well this styling hack works.
-
Laura Harrier Can't Stop Carrying This Timeless The Row Bag (and No, It's Not a Margaux)One, two, three times in one week.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
-
EverythingBest Knockoff Luxury Clothing Editors Saw, Wore, Did, and Ate During NYFWLet's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to HerA glimpse into the life of this savvy entrepreneur.
-
These 33 New Fall Zara Items Are Giving Off "I'm Chic Walking in a Metropolitan City" EnergyCool, elevated, and forward pieces.
-
This Simple Fashion Person Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
-
My Aunt Is Heading to NYC—29Replica Store Items I Sent Her to Dress Like a LocalBlending right in.
