AA 5353 then DL 8919 at Charlotte
Wilmington → Charlotte → Milwaukee
Timetable, Charlotte time
15:16AA 5353 from Wilmington at the gate
13:00DL 8919 to Milwaukee leaves the gate
21 h 44 apart on the timetable, overnight
DL 8919 leaves 21 h 44 after AA 5353 arrives on the timetable: more than half a day, so not a connection we count.