CV 5765 then AA 6488 at O'Hare
Anchorage → Chicago → Toronto Pearson
Timetable, Chicago time
11:27CV 5765 from Anchorage at the gate
08:00AA 6488 to Toronto Pearson leaves the gate
20 h 33 apart on the timetable, overnight
AA 6488 leaves 20 h 33 after CV 5765 arrives on the timetable: more than half a day, so not a connection we count.