AA 5353 then AA 5165 at Charlotte
Wilmington → Charlotte → Valparaiso
Timetable, Charlotte time
15:16AA 5353 from Wilmington at the gate
11:21AA 5165 to Valparaiso leaves the gate
20 h 05 apart on the timetable, overnight
AA 5165 leaves 20 h 05 after AA 5353 arrives on the timetable: more than half a day, so not a connection we count.