Choosing a date-night outfit can be quite the undertaking—trying to strike the perfect balance of polish, personality, and romance. But throw in the chilly winter temperatures and you've got a real puzzle on your hands. Whether it's the first date or the hundredth, you want to feel like the best version of yourself, which can mean choosing between looking chic and staying warm in the winter. Given this weather conundrum, I find it helpful to have a tried-and-true outfit formula to fall back on when I find myself short on time while getting ready for the night. Enter the classic cute-top-and-jeans combo.
Jeans are an outfit staple that pairs well with virtually any shoe style and any top, making them the easiest starting point for a date-night look. From there, the aforementioned "cute top" is key. This will be the focal point of the outfit once you arrive at your destination and check your coat at the door. After a few hours of scouring the internet, I'm pleased to report there's a plethora of chic tops out there that pair perfectly with jeans. Below are 30 pretty winter date-night tops to wear with jeans, from silky bodysuits to romantic silhouettes and unique necklines.
This neckline is so chic.
This color is so rich.
Rosettes are having a major moment this year.
Never underestimate the power of a sleek black turtleneck.
She's a fun girl.
So much personality.
Talk about a striking silhouette.
A work of art.
Just the right amount of skin.
This looks just as good with a coat as it does without.
A classic date-night top if I've ever seen one.
Does it get more romantic?
The straps make this one stand out.
The color! The neckline! The material! It's all just so good.
Pretty little details.
Texture and cutouts—a match made in heaven.
The tie details are so stunning.
This draping looks so polished.
Wait until you see the back of this one.
How pretty.
A real jaw dropper.
A sweater that does both.
When you want to be warm but also show a bit of skin.
Prepare for compliments.
I did a double take for this color.
Perfectly polished.
A sheer moment.
We love a cutout moment.
Talk about a versatile top.
This one is all about the stitching details.
Next up: 21 Winter Date Outfit Ideas That Are Cute and Comfortable
-
The Brutally Honest Skincare Advice You Needed to Know Yesterday, According to 2 Beauty Industry VetsThe Dieux founders share their hot takes and unfiltered product recs.
-
Sorry to My Classic Black Shoes, But This Printed Shoe Trend Is Defining Fall 2025Spotted on fashion people in Venice, NYC, and Copenhagen.
-
I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall ClosetStylish sweaters and suedes ahead.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 FindsSo, so good.
-
People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right NowDid you say 25% off? Yes, please.
-
The 6 Shoe Trends Well-Dressed People Are Wearing With Pants and Jeans (Instead of Sneakers)Flat and heels to pair with pants and jeans.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your BuckStellar under-$150 finds right this way.
-
These 32 Elevated Nordstrom and Zara Finds Make Getting Ready So Much Easier (and Chicer)Here's to effortless outfits.
-
If You're Going to Wear Flat Sandals in September, This Is the Exact Outfit to CopyHailey Bieber-approved.
-
Thanks to Hailey Bieber, Everyone Is Buying This Specific Pair of Gap Jeans This WeekIt's $80 well spent.
