AA 9950 then AA 1976 at O'Hare
Philadelphia → Chicago → Puerto Vallarta
Timetable, Chicago time
13:49AA 9950 from Philadelphia at the gate
10:41AA 1976 to Puerto Vallarta leaves the gate
20 h 52 apart on the timetable, overnight
AA 1976 leaves 20 h 52 after AA 9950 arrives on the timetable: more than half a day, so not a connection we count.