Nothing beats a Chicago rooftop. When you’re looking for something a little more filling than cocktails at rooftop bars in Chicago, turn your attention to the city’s top rooftop restaurants, where dinner comes with a side of amazing skyline views. We’ve rounded up rooftop dining options to suit every mood, including tucked-away rooftop terraces, sunny outdoor brunch spots and bites from some of the best restaurants in Chicago. Gloomy weather in the forecast? Several of these spots also offer indoor dining or covered patios to keep you safe from the elements while you feast. So get ready for a sky-high meal at the best rooftop restaurants in Chicago.
RECOMMENDED: The best outdoor restaurants in Chicago
August 2025: As soon as the forecast predicts anything above 70°, the city awakens, and, with a collective sigh of relief, we remember why we braved another Chicago winter. Everyone loves the glorious rooftop season because, really, what’s better than wining and dining from a bird’s eye view? During the high season, reservations go quickly, and you may need to set an alarm in order to snag one during a prime time. Especially if you’re headed to one of these top spots, there’s sure to be a crowd, but I promise it’s worth the sweat.
These rooftop restaurants showcase Chicago’s world-class views from all angles and elevate the experience with top-notch food and drink. From the classics like Cindy’s and LH Rooftop to niche spots like BiXi Beer and Chop Shop, there’s no shortage of rooftop restaurants to choose from. Just remember to make a reservation!
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.
Dining and Cooking