AA 5220 then AA 2423 at Charlotte
Washington → Charlotte → Chicago O'Hare
Timetable, Charlotte time
14:57AA 5220 from Washington at the gate
14:47AA 2423 to Chicago O'Hare leaves the gate
23 h 50 apart on the timetable, overnight
AA 2423 leaves 23 h 50 after AA 5220 arrives on the timetable: more than half a day, so not a connection we count.