14 Chic Winter Date Night Outfits You'll Want to Copy

Winter Date Night Outfits That Are Chic and Wearable

If you love a good winter date night, then you know part of the fun is picking out your outfit and getting all dressed up! Whether you’re trying to make a good first impression for the person you’ve been flirting with on Bumble, or you’re finally getting out of the house and away from the kids with your spouse- these winter date night looks will have you dressed to impress.

Today I am styling some cute and on trend date night looks that are perfect for cold weather nights! These are easy to copy / replicate, and a great mix of sexy but still comfortable and wearable.

Outfit #1: Off the shoulder sweater dress and pops of burgundy

winter date night outfit with off the shoulder sweater dress, leather jacket, and tall boots

A simple but sexy look that will still keep you warm? Sign me up! Love this off the shoulder look paired with the burgundy boots and leather jacket to give it some edge and also keep you comfortable.

Outfit #2: Denim Trench and Midi Sweater Dress

winter date night outfit with denim trench coat and midi sweater dress

The denim trench is just so fun, and paired with a cozy knit midi sweater dress and tall boots is the perfect on trend look for a cold weather date night.

Outfit #3: Sexy Black Top, Leather Jacket, and Barrel Jeans

winter date night outfit with leather bomber, black long sleeve top and barrel jeans

How do we feel about the barrel jeans trend? People hate it or love it. I’m a fan after trying a pair on that wasn’t too drastic of a fit. But it was so fun to style this pair for a date night look that screams sexy chic with the black assymetrical top and burgundy leather bomber. Love the black ballet flats and silver shoulder bag paired with this too.

Outfit #4: Mini Sweater Dress, Leather Jacket and Tall Boots

winter date night outfit with black sweater dress, leather belted jacket, and tall boots

Obsessed with this cozy but cute look! The sweater dress screams winter and this leather belted jacket is insanely chic. Love it paired with the tall black boots and burgundy shoulder bag.

Outfit #5: Suede Jacket and Midi Tank Sweater Dress

winter date night outfit with suede jacket, midi tank sweater dress and tall burgundy boots

This is a great winter date night outfit if you live in a warmer climate or you just end up with a night that is unseasonably warm in a colder climate (seems to happen more and more in New Jersey where I live!) This is such a cute look with the suede jacket and sweater tank dress.

Outfit #6: Scarf Coat, Leather Mini Skirt, and Chelsea Boots

winter date night outfit with black scarf coat, leather skirt, and tights

These scarf coats are my current fashion hyperfixation. They are so chic, and perfect for a winter date night where you’re trying to give off cool girl / edgy vibes but still stay warm. This whole look really says that with the tights, chelsea boots, and sticking to an all black color palette.

Outfit #7: Sweater and Midi Satin Skirt

winter date night outfit with black sweater, satin midi skirt, and loafers

If you like to keep things comfy chic for date night, then this look is for you. Pairing the satin midi skirt and cozy sweater with loafers makes for the perfect date night look that you could take from the office right to dinner!

Outfit #8: Cargo Jeans and Leather Jacket

winter date night outfit with cargo jeans, leather jacket and red crop top

A fun look with cargo jeans and a leather jacket. Definitely an edgier date night look that works perfect for the winter time!

Outfit #9: Leopard Jeans Outfit

winter date night outfit with leopard jeans, off the shoulder sweater and leather jacket

The trendy girl’s winter date night out! Leopard jeans, ballet flats, pops of burgundy and a chic leather jacket to tie it all together!

Outfit #10: All Burgundy Everything

winter date night outfit with burgundy coat, top, pants, shoes, and bag

An easy hack to looking chic? Keep your outfit monochromatic. This whole look is going to keep you insanely warm and cozy while also looking elevated because everything is in a different shade of burgundy. Definitely an outfit your date will remember you by!

Outfit #11: Winter Coat, Sweater Dress and Over the Knee Boots

winter date night outfit with cream belted mini sweater dress, trench coat, suede boots and burgundy shoulder bag

These western suede over the knee boots are SO fun. Love this whole look for a winter date night outfit because the belted mini sweater dress is insanely chic and the boots and coat will keep you super warm.

Outfit #12: Black Leather and Faux Fur Coat with a Simple Base

winter date night outfit with wide leg jeans, black top, shoulder bag and fur trim leather coat

The details really take this winter date night look to the next level. Loving the silver kitten heel, the faux fur trim on the leather coat, and the simplicity of the top and jeans.

Outfit #13: Midi Sweater Dress and Fold-Over Boots

winter date night outfit with midi sweater dress, leather bomber, and fold-over suede boots

It’s the boots for me! Love these paired with the burgundy leather bomber and simple midi sweater dress for a chic winter date night look that’s easy to throw on and go.

Outfit #14: Neutral Chic

winter date night outfit with turtleneck sweater, leather mini skirt, suede boots, suede bag and beige coat

If you love a neutral look, then this for you. Love the beige tones paired with this black leather skirt.

Winter Date Night Outfits, Simplified

Now I hope you are feeling inspired by all these outfit ideas! All of these are so easy to replicate. I also love how these are all so chic, but also comfortable and going to keep you warm on those colder nights out with your significant other.

outfit ideasKatie HennesseyComment