UA 272 then AA 1976 at O'Hare
New York LaGuardia → Chicago → Puerto Vallarta
Timetable, Chicago time
09:59UA 272 from New York LaGuardia at the gate
08:43AA 1976 to Puerto Vallarta leaves the gate
22 h 44 apart on the timetable, overnight
AA 1976 leaves 22 h 44 after UA 272 arrives on the timetable: more than half a day, so not a connection we count.