Chicago Air was a regional airline carrier that operated in 1986 and exchanged passengers with all-jet Midway Airlines at Chicago Midway International Airport.
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A single example was constructed for evaluation by both Boeing and the US Army (under the designation Y1C-18) but no mass production ensued, and the aircraft eventually joined Boeing's fleet on the San Francisco-Chicago air mail route from July 1931.
The station's original owner was Larry Langford, Jr., a former Chicago air personality who owned the similarly formatted WLLJ-AM 910 in Cassopolis, Michigan and continues to own that station today (now as classic hits-formatted WGTO).