Try parking at Ogden plaza. You can book it online. You can take the elevator to the hotel from the garage
USD 55 per 24 hours,you can go in and out
As I was born in Chicago, I am able to use the transportation around the city to get around. For a rental car the parking in all the places you go will triple the cost of a daily rental. An uber is usually $6 to most of your surrounding area. So I cannot answer that for you, but think of the option I mentioned to you.
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