Expensive admission but Thursday late-day is free and the Chicago Visitors Bureau may have deals. Stop at the information counter for highlights. There's even a recommended "If you only have an hour" list! If possible, visit the website for podcasts, etc. before your visit. If a docent is giving a tour or a talk in the new Modern Wing, you will learn a lot. I must admit I find the new wing beautiful but confusing in its layout. Fortunately, the guides and guards are very helpful!
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