AA 2389 then CI 5239 at O'Hare
Calgary → Chicago → Anchorage
Timetable, Chicago time
18:44AA 2389 from Calgary at the gate
16:50CI 5239 to Anchorage leaves the gate
22 h 06 apart on the timetable, overnight
CI 5239 leaves 22 h 06 after AA 2389 arrives on the timetable: more than half a day, so not a connection we count.