Coming back to Chicago from Indiana your MapQuest* may tell you to take 94 to 55 or some nonsense. Do not. The Skyway is totally worth the extra $2.50. And then get off at Stony Island. It's good for the soul to get off the highway and know that you are back in the city. And then you're on Lake Shore Drive, which is all good. And if you're really lucky, the stoplights downtown will make you stop right beside Buckingham Fountain and the city will turn it on full blast just for you.