CV 209 then AA 6488 at O'Hare
Anchorage → Chicago → Toronto Pearson
Timetable, Chicago time
19:50CV 209 from Anchorage at the gate
08:00AA 6488 to Toronto Pearson leaves the gate
12 h 10 apart on the timetable, overnight
AA 6488 leaves 12 h 10 after CV 209 arrives on the timetable: more than half a day, so not a connection we count.