AA 5988 then AA 5201 at Charlotte
Roanoke → Charlotte → Valparaiso
Timetable, Charlotte time
15:40AA 5988 from Roanoke at the gate
15:15AA 5201 to Valparaiso leaves the gate
23 h 35 apart on the timetable, overnight
AA 5201 leaves 23 h 35 after AA 5988 arrives on the timetable: more than half a day, so not a connection we count.