Winter is a tricky time. It’s typically frigid cold, isolating, and largely gloomy. It can be hard to find some fun. Here are some double date ideas for the brutal winter!

Grab another couple or two and head over to the ice skating rink at Millennium Park! Along with ice skating, you can sing-along to the holiday music and take in the view of the beautiful Chicago Christmas Tree. Don’t feel comfortable showing off your amateur ice skating skills? Worry not–they offer free skating lessons on Fridays at 11am and both weekend days at 9am! We bet there are others like you out there!

Chicago Christmas Tree

Chicago Christmas Tree 2019-2020
Chicago Christmas Tree 2019-2020 | Shot on iPhone

Holiday lighting decorations at a zoo

Who doesn’t like a great mix of animals and holiday lights?! Grab some friends and head over to see the Lincoln Park Zoolights Festival! You can take in a perfect array of lights dancing to holiday music while sipping on some delicious hot cocoa. (lpzoo.org)

Couple activities
Holiday lighting decorations at a zoo | Courtesy of pixabay

Snowball fights

If we’ve got snow, and you’ve got kids (or not), grab some sleds (or trash can lids, we won’t judge) and head over to a hilly neighborhood park with another couple and their kids (or not) to have some fun in the snow! You never know when it can turn into a snowball fight, though, so make sure you’re bundled up! 

Double date ideas for the brutal winter: Couple snowball fights
Snowball fights are more fun with other people! | Courtesy of pixabay

Christkindle Markets

What’s better than an absolutely adorable little market filled with holiday spirit?! If you haven’t checked out the Christkindle Markets yet (yes, there are two!), it’s time to grab some friends and have yourself some hot spiced apple cider, booze, or hot cocoa in their very own branded cups! They make for great souvenirs as well as annual traditions. Here’s a photo of us enjoying the tradition this year!

Christkindle Market 2019-2020
Christkindle Market 2019-2020 | Shot on Pixel 3

Bulls game

If you’re not into the holiday spirit this year (or ever, really), we’re grateful to the Windy City’s never-ending love for its sports teams. Grab some friends and catch a holiday game to cheer on the Bulls or the Bears (depending on how cold you want to be!). They also make the perfect presents!

Bulls game
We prefer to stay warmer, so here’s a shot from a Bulls game we went to this season! | Shot on iPhone

Heated Igloos

Missing those summer spots by the river?! Us too. Heated igloos are scattered across the city, and perfect for double dates (or even quadruple dates) as most seat 6-10 people! It’s the perfect way to feel like you’re outside but not be freezing! Reservations are required at most locations.

Double date ideas for the brutal winter: Heated Igloos for couples

Heated Igloos at City Winery on the Chicago Riverwalk | © 2017 Paul Crisanti

Download on the App Store

Share this content

Download on the Play Store