AC 8909 then CI 5239 at O'Hare
Toronto Pearson → Chicago → Anchorage
Timetable, Chicago time
17:43AC 8909 from Toronto Pearson at the gate
16:50CI 5239 to Anchorage leaves the gate
23 h 07 apart on the timetable, overnight
CI 5239 leaves 23 h 07 after AC 8909 arrives on the timetable: more than half a day, so not a connection we count.