Rooftop bar season is year-round in Chicago. These seasonal spaces are the perfect place to cure your cabin fever with a healthy dose of the outdoors. Sip festive cocktails, roast marshmallows over the fire, or even work up a sweat with a curling match. Just make sure to get a reservation before the weather warms up.

Winter Wonderland at I/O Godfrey

Rooftop bar at IO Godfrey
Photo by Kailley Lindman

I|O Godfrey, the year-round rooftop bar atop The Godfrey Hotel, has launched its annual Winter Wonderland. The ultra-festive space features their popular heated igloos, where guests can stay cozy no matter the weather. Groups of up to six people can roast s’mores over the fire pits, order hot craft cocktails, and enjoy sweeping city view. Reserve your igloo today.

Curling & Cocktails at The Gwen

The Gwen’s winter terrace is back. The fifth-floor rooftop features an iceless curling rink, where guests can play for up to 45 minutes while enjoying a signature curling cocktail. The rooftop terrace is also decked out with fire pits, where diners can cozy up and enjoy Upstairs at The Gwen’s full food and drink menu. Make your curling reservations.

Joy District

This River North hot spot is offering a cool and cozy rooftop retreat this winter. Grab a high top table under the tented and socially distanced bar area, filled with holiday decor and space heaters. Or make a reservation for the festive Lodge or one of the private Igloos, where you can enjoy seasonal cocktails and snacks. Contact Joy District directly to make a reservation.

The Kennedy

A new rooftop spot in Wicker Park, The Kennedy offers a variety of ways to stay warm this winter. Cozy up by a firepit while soaking in the panoramic views of the city skyline. Or order bottle service from your private covered igloo that will protect you from the elements. There’s also a socially distant curling experience if you’re looking to try your hand at the popular winter sport.

J Parker

J Parker Roof

The J. Parker, the all-seasons rooftop atop Hotel Lincoln, offers sweeping views of a frosty Lincoln Park Zoo and Lake Michigan. Their outdoor seating now features heaters, plus a glass retractable roof and floor-to-ceiling windows for plenty of air circulation. If you’re looking for wintery cocktails, their seasonal selection include a variety of hot toddies. Plus, they plan to expand their drink menu for winter with hot mulled wines and ciders.

The Woodlawn

Enjoy rooftop dining in your own enclosed igloo at The Woodlawn. The clear domes seat up to five people for two hours and includes a customized three course meal with beer or wine. Make the evening extra special with romantic add-ons like roses or a live musician.

Whiskey Business

Whiskey Business curling

The popular winter rooftop at Whiskey Business is back. The Wicker Park bar features an outdoor curling rink, where bar-goers can test their skills at the winter sport while enjoying an array of seasonal cocktails. Or warm up inside one of the heated, private gingerbread houses decked out with holiday decor and faux fireplaces.