The best outdoor dining in Chicago shows off all the beauty the city has to offer, from stunning skyline views to vibrant people-watching opportunities. To further enhance your alfresco experience, try dining by the water. Between the different branches of the Chicago River and Lake Michigan, there are plenty of options for waterfront dining in Chicago—whether you’re looking for high-end seafood establishments, casual pizza spots or even a brewery adjacent to a music venue along the river. Not sure where to start? Choose from splashy Chicago Riverwalk restaurants or post up with a drink near one of the city’s best beaches for a meal under the sun. If you prefer to stay inside, you can even find covered and heated options for enjoying waterfront dining all year long. See some gorgeous sights and get a top-notch meal at the same time at the best restaurants for waterfront and Riverwalk dining in Chicago.
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October 7, 2025: Like most Chicagoans, I'll do anything to stretch the summer out, and for me, that means revisiting our ranking of the best Chicago Riverwalk and waterfront restaurants. Most of these places are open year-round, while seasonal spots like Waterfront Cafe shut down after Labor Day. So whether you're looking for a waterfront spot to dine during the peak of summer, are in search of a place to bring your coworkers (head to Tiny Tapp!), or are craving a peek at the frozen Chicago River in the dead of winter, there are plenty of restaurants to choose from.
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.