AA 5803 then AA 5050 at Charlotte
Charlottesville → Charlotte → Pensacola
Timetable, Charlotte time
15:30AA 5803 from Charlottesville at the gate
15:22AA 5050 to Pensacola leaves the gate
23 h 52 apart on the timetable, overnight
AA 5050 leaves 23 h 52 after AA 5803 arrives on the timetable: more than half a day, so not a connection we count.