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|First episode:||Season 5 Prequel|
|Last episode:||"Day 6: 7:00am-8:00am"|
Chicago was a major American city.
During the events of Day 3, Chicago was one of the original cities targeted by Stephen Saunders where the Cordilla virus would be released. However, the courier sent to Chicago, as well as the courier headed for Cleveland, were redirected to a secondary strike point (most likely Flagstaff) once flights out of LAX were grounded. ("Day 3: 6:00am-7:00am")
On Day 6, around 7:50am, a car-bomb was remotely detonated at a Chicago hotel, killing at least 47 people. It was a part of a devastating terrorism spree directed by Abu Fayed. ("Day 6: 7:00am-8:00am")