10 Chic NYC Winter Outfits Street Style Casual Women Are Wearing Right Now
There’s something magical about winter in New York. The lights, the energy, the street style, and of course, the NYC winter outfits street style casual women pull off so effortlessly. Every year when December rolls around, I find myself scrolling through photos of chic women in the city, wrapped in scarves, rocking puffer jacket fashion, and layering like pros while still looking runway-ready.
When I started writing this blog post, I thought back to my first time visiting New York in December. The wind was brutal, the temperature hovered below freezing, and yet, women around me looked as if they were strutting straight out of Vogue. It’s not just about clothes in New York—it’s about a mode, a mindset. Dressing in the cold weather here is about blending chic, comfy, cute, and edgy looks that can take you from brunch to a dinner date or even a spontaneous night out without missing a beat.
So today, I’m breaking down 10 chic NYC winter outfits street style casual women are loving right now. These looks balance practicality with fashion flair, and I’ll sprinkle in my own thoughts and experiences along the way. Plus, I’ve included a few Amazon fashion finds that will instantly elevate your winter wardrobe.
This post may contain affiliate links at no extra cost to you. Please read our full disclosure here to find out more.
Look 1: The Chic Dinner Date Outfit
When you’re heading out for dinner in New York during winter, the challenge is looking put together without freezing while you wait for your Uber. My go-to? A ribbed sweater dress paired with knee-high boots and a structured coat. Add a chunky scarf for warmth, and suddenly you’re date-night ready.
This outfit works because it strikes the perfect balance between cozy and sexy. You can still layer thermals underneath if the weather is harsh, but the dress keeps it chic enough for an upscale restaurant.
Look 2: Comfy Yet Stylish Puffer Jacket Fashion
Let’s be honest—puffer jacket fashion has taken over NYC streets. But instead of the oversized, shapeless look, women are styling puffers with sleek leggings and chunky sneakers for a polished vibe.
I once wore a glossy black puffer with faux leather leggings to grab coffee in SoHo, and someone actually stopped me to ask where I got it. That’s the power of pairing a statement piece with comfy basics. You look effortlessly cool without even trying.
Look 3: The Edgy Black Women Street Style Power Look
New York has always celebrated diversity, and black women fashion in the city is a force. One of the chicest street style looks I’ve spotted: leather pants, an oversized blazer layered over a turtleneck, and bold sneakers or heeled boots.
It’s edgy, powerful, and absolutely New York mode. Accessories make all the difference here—gold hoops, a structured bag, or even tinted sunglasses in winter. This look radiates confidence and sets trends that travel far beyond Manhattan.
Look 4: Cute & Cozy December Outfit
Sometimes winter outfits need a dose of “cute.” Think mini skirt with tights, oversized chunky knit, and a longline coat. Add combat boots or sneakers, and you’ve got a look that’s playful but practical.
I remember freezing in December one year because I wanted to wear a skirt—but with fleece-lined tights (a game changer), I was comfortable even in below freezing temps. This is the outfit that proves “cute” and “warm” don’t have to be opposites.
Look 5: Effortless Night Out Vibes
Heading for a night out in the city? The formula: slip dress + oversized sweater + trench or faux fur coat. It’s the perfect mix of glam and comfort.
I once styled my satin slip dress with a chunky knit cropped sweater over it, added ankle boots, and I felt like I could walk into any speakeasy downtown without looking overdressed. Layering makes this look practical for cold weather but still nightlife-appropriate.
Look 6: Mode-Inspired Scarf Statement
If Paris has the beret, then New York has the oversized scarf. I love how women wrap a massive blanket scarf around their coats, instantly transforming their look. It’s cozy, chic, and adds a touch of European flair to NYC street style.
This is a lifesaver on below freezing December mornings. A simple outfit of jeans, sweater, and boots becomes stylish once you throw a patterned scarf over it.
Amazon Find #1: Chunky Oversized Knit Scarf
This Amazon bestseller is perfect for recreating the New York oversized scarf look. It comes in multiple neutral shades, super soft fabric, and is long enough to wrap multiple times for that dramatic street-style effect.
Shop it on Amazon here and elevate your winter looks instantly. Trust me, a good scarf is not just an accessory—it’s a statement piece.
Look 7: Below Freezing Layered Perfection
When the temperature drops to bone-chilling levels, it’s all about strategic layering. Think thermal tops, wide-leg trousers, a turtleneck, and an oversized wool coat. If it’s snowing or brutally windy, throw a sleek puffer jacket fashion piece on top.
One trick I swear by is layering a thin Uniqlo Heattech under literally everything—it’s invisible but adds so much warmth. This look shows you can be warm and polished at the same time.
Look 8: Casual Cute NYC Sneakers Look
This one’s for the women who live in sneakers (guilty!). Pair cropped puffer jackets with hoodies and straight-leg jeans. Add chunky sneakers, and you’re ready for errands, brunch, or a quick walk through Central Park.
I’ve worn this outfit so many times when visiting New York—it’s comfy, casual, and cute all rolled into one. The cropped puffer adds a touch of street style edge.
Amazon Find #2: Chunky White Sneakers
I always recommend keeping a pair of clean white chunky sneakers in your closet. They go with everything—from jeans to dresses—and instantly give off that NYC casual vibe. This pair on Amazon has thousands of positive reviews for comfort and style.
Check them out here and get your new go-to sneakers for winter and beyond.
Look 9: Edgy Night Out with Leather & Heels
There’s something powerful about wearing leather in the city. A leather mini skirt with tights, oversized blazer, and tall boots? Absolutely perfect for a night out.
The look is edgy but still chic. I wore a version of this in Brooklyn once, and I swear I felt like I belonged in a street-style editorial. It’s bold, sexy, and 100% New York.
Look 10: The Classic Chic Puffer + Scarf Combo
Finally, the ultimate NYC winter outfit street style casual women wear year after year: black skinny jeans, knit sweater, a chic puffer jacket fashion piece, and a statement scarf.
It’s timeless, practical for below freezing December, and easy to personalize with accessories like beanies, gloves, or crossbody bags. This look is basically the winter uniform of New York women—and for good reason.
Amazon Find #3: Longline Puffer Jacket
If you’re looking for a true winter essential, a longline puffer jacket is it. This one from Amazon has rave reviews for being lightweight yet warm, with a flattering silhouette that doesn’t look bulky. Perfect for staying cozy while keeping your outfit chic.
Grab it here before the temperatures drop—you’ll thank yourself later when you’re not shivering on those windy New York nights.
Final Thoughts
Writing this post brought me back to all the moments I’ve spent in New York during the winter—rushing through icy streets in sneakers, bundling up in oversized scarves, or dressing up for a dinner date in a chic sweater dress. The truth is, NYC winter outfits street style casual women aren’t just about clothes. They’re about confidence, creativity, and practicality rolled into one.
Whether you’re looking for a comfy everyday look, a cute December outfit, or an edgy night out ensemble, New York fashion proves you don’t have to sacrifice warmth for style. And with the right staples—like a statement scarf, chunky sneakers, and a good puffer jacket—you can take on even the below freezing cold weather while still looking chic.
So next time you’re standing in front of your closet wondering how to survive winter stylishly, remember this: if New York women can do it while walking miles in the snow, so can you.