AA 3309 then AA 5543 at Charlotte
Milwaukee → Charlotte → Pittsburgh
Timetable, Charlotte time
15:31AA 3309 from Milwaukee at the gate
08:35AA 5543 to Pittsburgh leaves the gate
17 h 04 apart on the timetable, overnight
AA 5543 leaves 17 h 04 after AA 3309 arrives on the timetable: more than half a day, so not a connection we count.