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.
MANGO
Double-Breasted Knitted Jacket
A fun way to show up to the date and make them question whether you’re wearing a jacket or a cardigan.
Wardrobe.nyc
Matte Cardigan
The cinched waist here is a winner.
MAJORELLE
Delvina Cardigan
If you’re in a warmer climate but still want to give cozy, this is the vibe.
English Factory
Knit Striped Sweater Cardigan
MANGO
Button Knit Cardigan
This with layered necklaces is a shoe-in.
Jw Anderson
Lace Trim V Neck Vest
The lace is a very alluring detail.
I would add a gold bracelet to the sleeves for a fun bubble effect.
Cult Gaia
Jaidan Knit Top
Because texture is trending.
BALLY
Cashmere and Silk-Blend Polo Sweater
A pop of color will make your skin glow.
BLANKNYC
Slow Start Cardigan
I love being preppy on a date.
This is barely considered a sweater, but I’m obsessed with it.
MANGO
Short Sleeve Sweater
I want this entire outfit for my next date.
Polo Ralph Lauren
Cable-Knit Cotton Cardigan
Sometimes wearing a subtle logo is a good idea.
TOM FORD
Cashmere and Silk-Blend Sweater
There’s a ’90s vibe about this that’s fun.
Reformation
Lilou Regenerative Merino Sweater
This is an eye-catching design.
I’m still here for a bright-red moment.
ZIMMERMANN
Crush Faux Pearl-Embellished Wool Sweater
Not your grandmother’s pearls.
Ragged Priest
Dimension Knit Cardigan
The piercing detailing on this sweater is so fun.
MANGO
Button Knit Cardigan
Ganni
Fine Merino Jacquard Leopard Polo
The perfect matching set to wear if that’s your vibe.
Inspire your date to give you flowers with this sweater.
Camila Coelho
Elan Off Shoulder Top
If you wear a crop top, this one is effortless and cozy.
MANGO
Open-Knit V-Neck Sweater
All about this sheer and stretchy vibe.
SER.O.YA
Almada Sweater Dress
Oversize always makes for a cute outfit.
We love a two-in-one deal.
MANGO
Ruched Detail Sweater
I always tell my friends to try something off-the-shoulder for a date.
H&M
Fine-Knit Double-Breasted Cardigan
Something about this has sold me.
L'Academie
By Marianna Monnie Knit Cardigan
This is a really pretty take on burgundy.
H&M
Short-Sleeved Cardigan
English (US) ·