UA 642 then AA 1976 at O'Hare
Cleveland → Chicago → Puerto Vallarta
Timetable, Chicago time
09:25UA 642 from Cleveland at the gate
08:43AA 1976 to Puerto Vallarta leaves the gate
23 h 18 apart on the timetable, overnight
AA 1976 leaves 23 h 18 after UA 642 arrives on the timetable: more than half a day, so not a connection we count.