Flight
Chicago is serviced by two major airports, O'hare and Midway. Both airports have train lines that will get you from the airport to the center of the city and back. An Uber/Lyft will take 30-60 minutes from each airport to downtown Chicago depending on traffic.
Hotel
This Embassy Suites is in a great location with easy access to many dining options, and in between the ceremony and reception location.
Hotel
This Renaissance is in a great location close to many dining options and close the the ceremony and reception locations. The hotel also has a spectacular outdoor bar, "Raised", that offers great views of the city.