From Cozy to Chic: 31 Sweaters to Style for the Perfect Date-Night Outfit

There’s a reason sweaters are the unsung heroes of cold-weather dressing—they’re cozy, flattering, and endlessly versatile. But when it comes to date nights, finding the balance between snug and sophisticated can be a tricky dance (and lead to a pile of clothes on my couch with no idea of what I should wear). No one wants to show up to a date looking like they spent the day in bed, but shivering while wearing a barely there top isn’t exactly the vibe either. That’s why when my friends ask me what they should wear on a date night, I tell them that my formula hasn’t changed—cute jeans and an even cuter sweater.

I’ve rounded up a list of 31 sweaters that make dressing for date night a breeze, whether you’re braving the cold for rooftop cocktails or keeping it casual with dinner at your neighborhood favorite. These styles offer just the right mix of effortless chic and stay-warm practicality, so you can focus on the fun part—making memories. All you have to do now is add your favorite jeans.