AA 1249 then AA 1831 at Charlotte
Pensacola → Charlotte → Key West
Timetable, Charlotte time
14:49AA 1249 from Pensacola at the gate
10:45AA 1831 to Key West leaves the gate
19 h 56 apart on the timetable, overnight
AA 1831 leaves 19 h 56 after AA 1249 arrives on the timetable: more than half a day, so not a connection we count.