United Airlines offers roundtrip flights to Chicago from select cities in the U.S. for as low as $182, as provided by ShermansTravel. (Click on "United.com" in the main paragraph to see this sale; all taxes are included.) That's the first sale we've seen for flights to Chicago on United this year and the lowest price we could find for select routes by $31. This price is valid on flights departing from Columbus, OH, (CMH) with arrival in Chicago, IL, (ORD) on June 29; prices vary depending on the departure cities and dates chosen. Book this travel deal by June 5 for travel June 1 through July 31. Other notable fares: