AA 1249 then AA 3309 at Charlotte
Pensacola → Charlotte → Milwaukee
Timetable, Charlotte time
14:49AA 1249 from Pensacola at the gate
10:40AA 3309 to Milwaukee leaves the gate
19 h 51 apart on the timetable, overnight
AA 3309 leaves 19 h 51 after AA 1249 arrives on the timetable: more than half a day, so not a connection we count.