BR 608 then AA 1976 at O'Hare
Anchorage → Chicago → Puerto Vallarta
Timetable, Chicago time
20:03BR 608 from Anchorage at the gate
10:41AA 1976 to Puerto Vallarta leaves the gate
14 h 38 apart on the timetable, overnight
AA 1976 leaves 14 h 38 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.