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Want an expensive French meal with a view? Ask for a table with a western view so that you can look at the city and the lake. (Try to get a reservation just before sunset, it's stunning).
360 restaurant above Navy Pier- Fine Dining, Dress Code, Killer Views of the city, Lake Shore Drive, and Navy Pier (food is just ok, go for drinks)
Amazing views of the city, with better food and more reasonable prices than the Hancock Tower. You can see Cite out your window (the top floor of the black building at the base of Navy Pier).