UA 2243 then CA 8414 at O'Hare
Toronto Pearson → Chicago → Shanghai
Timetable, Chicago time
19:05UA 2243 from Toronto Pearson at the gate
08:10CA 8414 to Shanghai leaves the gate
13 h 05 apart on the timetable, overnight
CA 8414 leaves 13 h 05 after UA 2243 arrives on the timetable: more than half a day, so not a connection we count.