AC 507 then CI 5233 at O'Hare
Toronto Pearson → Chicago → Anchorage
Timetable, Chicago time
15:38AC 507 from Toronto Pearson at the gate
13:55CI 5233 to Anchorage leaves the gate
22 h 17 apart on the timetable, overnight
CI 5233 leaves 22 h 17 after AC 507 arrives on the timetable: more than half a day, so not a connection we count.