BR 683 then CI 5233 at O'Hare
Toronto Pearson → Chicago → Anchorage
Timetable, Chicago time
15:35BR 683 from Toronto Pearson at the gate
15:20CI 5233 to Anchorage leaves the gate
23 h 45 apart on the timetable, overnight
CI 5233 leaves 23 h 45 after BR 683 arrives on the timetable: more than half a day, so not a connection we count.