AA 504 then CI 5233 at O'Hare
New York LaGuardia → Chicago → Anchorage
Timetable, Chicago time
13:19AA 504 from New York LaGuardia at the gate
09:25CI 5233 to Anchorage leaves the gate
20 h 06 apart on the timetable, overnight
CI 5233 leaves 20 h 06 after AA 504 arrives on the timetable: more than half a day, so not a connection we count.