AA 3309 then AA 5968 at Charlotte
Milwaukee → Charlotte → Charlottesville
Timetable, Charlotte time
15:31AA 3309 from Milwaukee at the gate
15:27AA 5968 to Charlottesville leaves the gate
23 h 56 apart on the timetable, overnight
AA 5968 leaves 23 h 56 after AA 3309 arrives on the timetable: more than half a day, so not a connection we count.