Rooftop bar season is year-round in Chicago. These seasonal spaces are the perfect place to cure your cabin fever while still staying warm and cozy this winter in Chicago.

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 — these winter rooftops will disappear when the weather warms up.

Winter Wonderland at I/O Godfrey

Rooftop bar at IO Godfrey
Photo by Kailey Lindman

I|O Godfrey, the year-round rooftop bar atop The Godfrey Hotel in River North, is hosting its annual Winter Wonderland event. The ultra-festive space features their popular heated igloos, where guests can stay cozy no matter the weather. Guests can enjoy winter-y cocktails while admiring the twinkling lights and sweeping city view. Small igloos can fit up to eight people, and the large igloo holds up to 10. Reserve your igloo now through Feb. 4, 2025.

Curling & Cocktails at The Gwen

Upstairs at The Gwen’s winter rooftop is back for the season. The fifth-floor rooftop features an iceless curling rink, where guests can play while enjoying festive cocktails and treats. The rooftop terrace is also decked out with fire pits where diners can cozy up and enjoy The Gwen’s bar food and drink menu. Make your curling reservations from Nov. 23, 2024 through March 9, 2025.

Lakefront Lodge at Harry Caray’s

Curling at Lakefront Lodge at Harry Caray's Tavern
Lakefront Lodge at Harry Caray’s Tavern

Get your game on at this outdoor winter patio, located right on Chicago’s lakefront. The Lakefront Lodge at Harry Caray’s transforms the atrium with cozy cabin vibes and a special seasonal menu. Head outside to play a round of curling, then warm up with the firepit and cozy heated igloo, where you can enjoy craft cocktails and delicious bites. Reservations are now available.

Winter Garden at Château Carbide

Chateau Carbide’s Winter Garden at Hotel Pendry
Photo by Meghan Beierle

Château Carbide, the rooftop lounge and bar at the Pendry Chicago atop the iconic Carbide and Carbon Building in the Loop, has opened their Winter Garden for the season. Guests will find private lodges built for up to six, each outfitted with cozy blankets and a personal fireplace. Enjoy a winter menu of small bites and seasonal-inspired cocktails, all served with a side of snowy city views. Make your reservations for Thursday through Sunday.

Winter Igloos at The Kennedy

A popular rooftop spot in Wicker Park, The Kennedy is known for its dramatic skyline views from atop the Hyatt Place Chicago/Wicker Park. This winter, reserve an igloo for an unforgettable holiday celebration or a top-tier night out on the town. These snug spaces are decked out with twinkling lights, cozy seating, and your drinks of choice. Reservations are now available.

Offshore Rooftop & Bar

Offshore at Navy Pier
Photo by Heidi Harris

Located on Navy Pier, Offshore is the largest rooftop bar in the world — and this year, it’s transforming into the world’s largest snow globe. The glass all-weather space will be decked out in twinkling lights and serving up seasonal food specials and warm cocktails. It’s the perfect spot to look out at the snow-dusted waters of Lake Michigan and enjoy an incredible view of Navy Pier’s winter fireworks display.

Make your reservations today.

The J. Parker

The J. Parker, the all-seasons rooftop atop Hotel Lincoln, offers sweeping views of a frosty Lincoln Park and Lake Michigan. Their outdoor seating features a glass retractable roof and floor-to-ceiling windows, so you’ll feel like you’re inside a sky-high snow globe. Indulge in festive libations and enjoy fun seasonal events. Make your reservations today.