Nothing screams summertime Chi like admiring the impressive skyline views with a drink in hand. When the sun comes out, it's time to lean into the season at the best rooftop bars in Chicago. Grab a bite to eat at rooftop restaurants situated on terraces high above the street and inside downtown hotels, or escape to hidden patios and gardens for a cocktail away from the crowds. We know how great the beautiful months of warmer weather in Chicago can be, so make them even better at these cloud-skimming, top-rate rooftop bars in the city.
RECOMMENDED: Our complete guide to outdoor dining and drinking in Chicago
Updated March 2026: As the temps rise, snow melts and a few fake spring days offer reminders of summer, we've revamped our list of the best rooftop bars in Chicago. The ranking ranges from hotspots like Cindy's and LH Rooftop to quieter locations like Gene's Sausage Shop and Delicatessen. Many of these rooftop bars require booking in advance to guarantee seating, but despite the crowds and tough-to-snag reservations, the views make it all worthwhile.
Time Out has also instituted a sitewide change in review policies. Our food and drink venues included in guides now have star ratings, with five stars corresponding to “amazing,” four to “great” and three to “good,” and we’ve also standardized how most listings are structured. For more on our new policies, feel free to check out How we review at Time Out.