Chicago was a city in the state of Illinois in the United States on Earth. It was home to many notorious gangsters in the 1920s, who took advantage of the prohibition of alcohol by selling it through illegal speakeasies. During that time, the Seventh Doctor and Ace went to Chicago, where they met Al Capone and Tom Dekker. (PROSE: Blood Harvest)
The Sidewinder Syndicate's ancestors were stranded in Chicago during the 1920s and adopted the method and mannerisms of the Chicago gangsters enthusiastically. (AUDIO: House of Cards)
In 1931, the Master lived in Chicago as gangster Duke Dominus, but his plan was unknowingly defeated by the Fourth Doctor. (PROSE: The Duke of Dominoes)
In 1940, Cody McBride left his home town of Chicago for London. (PROSE: Illegal Alien)
In 1954, Bo Didley recorded the song "Mona" in a studio in Chicago. (PROSE: Cat's Cradle: Warhead)
Trey Korte was born in Chicago in 1970. (PROSE: Business Unusual, Instruments of Darkness)
On 23 February 1973, Major Geoffrey Redvers arrived home in Chicago from his post in Saigon. (PROSE: Nuclear Time)
In 2006, the First Doctor, Susan Foreman, Ian Chesterton, and Barbara Wright arrived in Chicago in the TARDIS. After the Doctor lost the TARDIS in a bet, the time travellers started a 2,500 mile trip to California in order to retrieve it. After doing so, they returned to Chicago by aeroplane. (PROSE: Mother Road)
In 5019, Virginia O'Helsing was living in Chicago at 115 West Ninety-Fifth Street. (PROSE: Possum Kingdom)