Introduction
New York City in the fall is a world unto itself. As the summer heat fades, the city streets transform into a runway, with every borough showcasing the best of personal style. For Autumn 2025, NYC street style is all about blending high-fashion trends with effortless, practical comfort. The looks are a masterclass in strategic layering, rich textures, and a sophisticated color palette that mirrors the city’s unique energy and the season’s beautiful, cozy vibe. From chic and polished to edgy and artistic, the best fall looks are a testament to New Yorkers’ ability to make any outfit look effortlessly cool. These 16 outfit ideas are inspired by the city’s most iconic street style moments and are designed to help you capture that signature NYC aesthetic, no matter where you are.
The Power Suit with Sneakers

NYC street style is known for its ability to blend formal and casual. A tailored, oversized power suit in a bold check print or a solid neutral looks incredibly cool when paired with a simple t-shirt and clean, white sneakers. The sneakers add an element of comfort and a modern, high-low feel that is both stylish and practical for walking around the city. This look is a perfect mix of business and pleasure.
A Puffer Jacket and Sweatpants

For a look that prioritizes comfort without sacrificing style, the puffer jacket and sweatpants combo is a must-try. Choose a sleek, structured puffer jacket in a bold color or a shiny finish. Pair it with tailored sweatpants that have a slim fit and a comfortable feel. Finish with a pair of stylish sneakers and a beanie for a cozy, urban look that’s perfect for a cold morning commute.
The Slip Dress with a Knit Sweater

A slip dress isn’t just for summer. For fall, a satin or silk slip dress in a rich jewel tone like emerald or sapphire looks stunning when layered with a cozy, chunky knit sweater. The sweater can be worn over the dress for a relaxed look, or a slim-fit knit can be worn underneath for a more structured silhouette. Finish with a pair of sleek ankle boots and a long coat for a stylish outfit that is perfect for a night out in the city.
Corduroy Trousers with a Turtleneck

Corduroy is a quintessential fall fabric, and it’s a staple of NYC street style. A pair of high-waisted corduroy trousers in a rich color like deep burgundy, rust, or forest green looks fantastic when paired with a simple, fitted turtleneck sweater. This outfit is a perfect blend of retro and modern, offering a cozy and stylish look that is great for a day at a coffee shop or a casual lunch in the city.
The Tailored Trench Coat over a Hoodie

This look is a perfect example of high-low styling, a staple of NYC street style. Pair a classic beige or check-print trench coat—a true fall essential—with a simple, neutral-toned hoodie and a pair of straight-leg jeans. The contrast between the timeless, tailored trench and the casual, comfortable hoodie creates an effortlessly cool and modern look. Finish with a pair of sleek sneakers or combat boots for a walk through Central Park.
The Oversized Blazer with Wide-Leg Trousers

For a chic and polished look that feels both professional and on-trend, the oversized blazer is a must-have. Pair a structured, oversized blazer in a menswear-inspired print with a pair of high-waisted, wide-leg trousers. The proportions are key here, with the voluminous trousers balancing the oversized jacket. Finish with a simple knit top underneath and a pair of pointed-toe boots or loafers for a look that’s perfect for a gallery opening in Chelsea.
A Long, Flowy Skirt with a Knit Sweater

NYC style is all about unexpected pairings. For Fall 2025, pair a long, flowy midi or maxi skirt in a rich jewel tone or a beautiful fall print with a chunky knit sweater. The sweater can be tucked in or worn over the skirt for a more relaxed feel. The contrast between the soft, fluid skirt and the cozy, chunky sweater creates a dynamic and stylish look that’s perfect for a walk through Greenwich Village. Finish with a pair of sleek ankle boots.
The Leather Jacket and Denim Combo

This is a quintessential NYC look that never goes out of style. Pair a classic black or brown leather jacket with a pair of straight-leg or wide-leg jeans. The jacket can be a structured moto style or a more relaxed bomber. The key is to find a fit that feels lived-in and comfortable. Layer with a simple t-shirt or a fine-gauge knit top and finish with a pair of combat boots for a look that’s ready for a concert in Brooklyn.
A Jumpsuit with a Long Coat

For a sophisticated one-and-done look, a jumpsuit is a perfect choice. Choose a tailored or utility jumpsuit in a neutral color like black, olive green, or navy. Layer on a long, elegant coat in a warm fabric like wool or cashmere. The coat adds a layer of polish and warmth, transforming the casual jumpsuit into a chic, high-fashion look. Finish with a pair of heeled boots for a stylish outfit that’s perfect for a dinner in SoHo.
The Turtleneck and High-Waisted Jeans Combo

This is a simple, timeless look that always feels polished. Pair a fitted turtleneck sweater in a rich fall color like burgundy, rust, or deep green with a pair of high-waisted, wide-leg or straight-leg jeans. This silhouette is incredibly flattering and creates a long, lean line. Finish with a pair of sleek ankle boots and a long scarf for a classic, no-fuss outfit that’s perfect for a day of exploring the city.
The Pleated Midi Skirt with a Denim Jacket

A midi skirt isn’t just for a dressy occasion. Pair a pleated midi skirt in a beautiful fall print with a classic denim jacket. The denim jacket adds a touch of casual cool to the feminine skirt, creating a balanced and stylish outfit. This is a great transitional look that can be worn with a pair of sneakers or ankle boots, depending on the occasion.
A Long Vest over a Long-Sleeve Top

Layering is key for NYC fall style, and a long vest is a perfect piece to add to your wardrobe. Choose a long, tailored vest in a wool or tweed fabric and layer it over a long-sleeve top or a fine-gauge knit sweater. Finish with a pair of tailored trousers and sleek boots for a look that’s both professional and incredibly stylish, perfect for a business meeting.
The Monochromatic Outfit

For a chic and put-together look, a monochromatic outfit is a fantastic choice. Choose a single color in a rich fall hue, like camel, dark gray, or burgundy, and build your entire outfit around it. Pair a sweater in that color with trousers and a coat in a slightly different shade of the same color. This creates a cohesive and incredibly elegant look that is both stylish and modern, making you look effortlessly polished.
The Oversized Sweater and Leather Leggings

This is a classic NYC look that is both comfortable and incredibly stylish. Start with a pair of sleek leather leggings and layer on a chunky, oversized sweater. The sweater can be a soft knit or a thick cable knit, creating a beautiful contrast against the leggings. Finish with a pair of combat boots or sleek ankle boots for a look that’s perfect for a day of shopping in the city.
The Plaid Coat and Jeans Combo

Plaid is a quintessential fall pattern, and a plaid coat is a fantastic way to make a statement. Pair a plaid coat in a warm color with a pair of straight-leg jeans and a simple knit top. The plaid coat instantly elevates the entire look, making a simple outfit feel incredibly stylish and on-trend. Finish with a pair of boots for a classic and cozy outfit.
The Full-Length Jumpsuit with an Oversized Blazer

For a chic, sophisticated, and polished look, a full-length jumpsuit is a perfect choice. Choose a tailored, full-length jumpsuit and layer on a structured, oversized blazer. The blazer adds a layer of polish and structure, while the jumpsuit provides a sleek silhouette. Finish with a pair of heels or pointed-toe boots for a look that’s perfect for a night out in the city.
Final Words
New York City in the fall is a masterclass in style, blending high-fashion trends with effortless comfort and practicality. These 16 outfit ideas are inspired by the city’s best street style moments and are designed to help you capture that signature NYC aesthetic. The key is to play with textures, colors, and strategic layering to create looks that are uniquely you. So go ahead and embrace the season—it’s time to find the perfect outfit that makes you feel confident, stylish, and ready for all the beautiful moments that autumn has to offer.