AA 2561 then CI 5233 at O'Hare
Fort Myers → Chicago → Anchorage
Timetable, Chicago time
19:45AA 2561 from Fort Myers at the gate
13:55CI 5233 to Anchorage leaves the gate
18 h 10 apart on the timetable, overnight
CI 5233 leaves 18 h 10 after AA 2561 arrives on the timetable: more than half a day, so not a connection we count.