AA 1997 then CI 5225 at O'Hare
St Louis → Chicago → Anchorage
Timetable, Chicago time
09:00AA 1997 from St Louis at the gate
08:55CI 5225 to Anchorage leaves the gate
23 h 55 apart on the timetable, overnight
CI 5225 leaves 23 h 55 after AA 1997 arrives on the timetable: more than half a day, so not a connection we count.