AA 3163 then CI 5233 at O'Hare
New York LaGuardia → Chicago → Anchorage
Timetable, Chicago time
20:02AA 3163 from New York LaGuardia at the gate
13:55CI 5233 to Anchorage leaves the gate
17 h 53 apart on the timetable, overnight
CI 5233 leaves 17 h 53 after AA 3163 arrives on the timetable: more than half a day, so not a connection we count.