Hotel
This is nearby and the easiest to get a cab/uber to and from. There are many others in the area with a multitude of price ranges. Anywhere in downtown Chicago will work.
Travel Note
Book through Hotwire for the best deals!
Flight
Both airports are easy to get to downtown from. For Midway you can take the orange line to red and O'hare you can take the blue line. Uber and Cabs are also avail. PLEASE DO NOT GET INTO A CAB THAT IS NOT IN THE CAB LINE AND/OR IS UNMARKED. (love you, stay safe!)
Train
Chicago has amazing public transportation. We recommend if you are wanting to explore to get a day pass which is $10 per day for unlimited rides. Otherwise each ride is $2.50. Any passes can be purchased at the train stations for use on busses and trains.