Unless you are coming into town for business near the Midway airport or simply have an overnight layover or a very (very) early morning flight out of Chicago, there is no reason to stay at Midway airport.
There’s not much to see or do around the airport, the area isn’t the nicest, and though the Orange line easily connects downtown to the airport, an early morning cab ride is more convenient with heavy bags and will only set you back about $20.
Still, if you need to stay near Midway Airport, here are a few recommended hotels to check out.
Chicago Marriott Midway
The Marriott Midway is just two blocks from the airport and offers a complimentary shuttle 24-hours a day. There are three restaurants and a Starbucks onsite.
Holiday Inn
The Holiday Inn at Midway offers internet access throughout the hotel and a complimentary shuttle to the airport. 10 miles from downtown, it is one mile from the Orange Line and a complimentary shuttle is available.
Four Points by Sheraton
The Four Points by Sheraton also offers a free shuttle to the airport and within a two mile radius of the hotel (including to the Orange Line stop). There is a fitness center, business center, outdoor pool and free wifi in all guest rooms.