AA 9950 then AA 5441 at O'Hare
Philadelphia → Chicago → Cleveland
Timetable, Chicago time
13:49AA 9950 from Philadelphia at the gate
09:30AA 5441 to Cleveland leaves the gate
19 h 41 apart on the timetable, overnight
AA 5441 leaves 19 h 41 after AA 9950 arrives on the timetable: more than half a day, so not a connection we count.