If there is one denim shape still running the show for spring 2026 in NYC, it is wide leg jeans. They are effortlessly chic, actually comfortable, and they give every outfit that cool, unbothered energy New York seems to do better than anyone. Wide leg and oversized denim is still being called out as a key 2026 silhouette, which is my polite way of saying you can keep your graphics and still be right.
Whether you are styling them for brunch, the office, or a casual weekend walk where you accidentally end up inside three stores, here is how to wear wide leg jeans like a true New Yorker this season.
Wide Leg Jeans with White Tee + Blazer
An oversized blazer and a crisp white tee are the ultimate power pairing. Tuck in your tee, throw on a structured blazer, and finish with sleek strappy heels. It reads street style, but capable. Like you could run a meeting or ruin someone’s day with a single email.
SHOP THE CLASSIC COMBO:
Willow Wide Leg Jeans from Rag & Bone New York
Cream T-Shirt from & Other Stories
Black Ankle Strap Sandals from Nordstrom |
Camel Cashmere Blazer from Annie Bing
Wide Leg Jeans with Ballet Flats & a Cropped Sweater
Wide leg jeans with ballet flats is the easiest way to look polished without looking like you tried too hard. A cropped sweater balances the volume, and a structured bag plus a little gold jewelry makes it feel intentional. This is quiet luxury adjacent, but still very New York, meaning it looks effortless and costs more than it should.
SHOP THE LUXURY TREND:
Bleached Blue Wide Leg Jeans from Annie Bing
Pink Quilted Print Bomber Jacket from Reiss
Collegiate Orange & Cream White Samba OG Shoes from Adidas
Wide Leg Jeans with Sneakers + a Bomber Jacket
For an off duty model vibe, pair wide leg jeans with a bomber jacket and retro sneakers. It is comfy, cool, and perfect for errands, meetings you pretend are errands, or grabbing coffee like it is a personality trait. And yes, Sambas are still very much in the mix for 2026.
SHOP THE SPORTY CHIC LOOK:
Bleached Blue Wide Leg Jeans from Annie Bing
Pink Quilted Print Bomber Jacket from Reiss
Collegiate Orange & Cream White Samba OG Shoes from Adidas
Wide Leg Jeans with Heels + a Silk Blouse
Yes, you can dress up wide leg jeans. A silky button down tucked in with strappy heels is the perfect dinner look. Add a red lip for instant glam and the subtle message that you are not here for small talk.
SHOP THE ELEGANT LOOK:
Mid Denim Lemony high-rise Wide Leg Jeans by Isabel Marant
Dark Evening Gold Top in Striped Satin from J.Crew
Gianvito Rossi Leather Serpent Heels from Bergdorf Goodman
Wide Leg Jeans with Denim on Denim
Go full nineties supermodel with a denim jacket layered over your wide leg jeans. Matching wash or mixed denim, it always looks confidently undone in the best way. Double denim is still being flagged as a 2026 denim direction too, so this one holds up nicely.
SHOP THE TRENDSETTER LOOK:
Magnifique Blue Distressed Wide Leg Jeans from Reiss
Zen Blue Cotton Jersey T-Shirt from Skims
Bubble-Sleeve Jean Bomber Jacket: Airy Denim Edition from Madewell
Wide leg jeans are still the go to staple for spring 2026. Whether you keep it classic or lean into a trend moment, they will carry you through every New York scenario, from morning coffee runs to rooftop cocktails, and the occasional emotional support browsing session.
P.S. This post contains affiliate links, which means I may earn a small commission if you make a purchase at no extra cost to you. I promise I only recommend products and brands that I truly adore. Think of it as a little way to support my shopping habit… so I can keep sharing all my favorite finds with you.
