Midway Airlines was a United States airline based in Chicago, Illinois. It was incorporated on October 13, 1976, by Kenneth T. Carlson, Irving T. Tague and William B. Owens, filing with the Civil Aeronautics Board (CAB) for an airline operating certificate. Although it received its operating certificate from the CAB prior to the passage of the Airline Deregulation Act in 1978, it was viewed as the first post-deregulation start-up. The airline commenced operations on November 1, 1979.

Chicago Midway International Airport, typically referred to as Midway Airport, Chicago Midway, or simply Midway, is a major commercial airport on the Southwest side of Chicago, Illinois, located approximately 12 miles (19 km) from the city's Loop business district. Established in 1927, Midway served as Chicago's primary airport until the opening of O'Hare International Airport in 1944. Today, Midway is one of the busiest airports in the nation and the second-busiest airport both in the Chicago metropolitan area and the state of Illinois, serving 22,050,489 passengers in 2023.