I'm glad you posted. DD and I are headed to Chicago next week to see Hamilton. It was her birthday present way back in October.
I don't know how my plans will work out, but I purchased
CityPass (gets you into 5 attractions, most with FastPass entry - Shedd Aquarium, Skydeck, Field Museum, Museum of Science and Industry OR 360 Chicago, and Adler Planetarium OR Art Institute of Chicago). We also have a 3 day Hop On/Hop Off trolley pass which goes to almost all of those locations and runs pretty close to our hotel.
We decided to rely on Uber and walking since we are taking the train in and flying out.
How was the Hampton Majestic? And Hamilton?