AA 1249 then AA 2943 at Charlotte
Pensacola → Charlotte → Montego Bay
Timetable, Charlotte time
14:49AA 1249 from Pensacola at the gate
09:00AA 2943 to Montego Bay leaves the gate
18 h 11 apart on the timetable, overnight
AA 2943 leaves 18 h 11 after AA 1249 arrives on the timetable: more than half a day, so not a connection we count.