AA 2221 then CI 5233 at O'Hare
Charleston (South Carolina) → Chicago → Anchorage
Timetable, Chicago time
18:01AA 2221 from Charleston (South Carolina) at the gate
13:55CI 5233 to Anchorage leaves the gate
19 h 54 apart on the timetable, overnight
CI 5233 leaves 19 h 54 after AA 2221 arrives on the timetable: more than half a day, so not a connection we count.