AA 5836 then AA 506 at Charlotte
Wilmington → Charlotte → Chicago O'Hare
Timetable, Charlotte time
13:42AA 5836 from Wilmington at the gate
13:09AA 506 to Chicago O'Hare leaves the gate
23 h 27 apart on the timetable, overnight
AA 506 leaves 23 h 27 after AA 5836 arrives on the timetable: more than half a day, so not a connection we count.