AA 9977 then F9 2111 at Philadelphia
Cleveland → Philadelphia → Chicago O'Hare
Timetable, Philadelphia time
23:17AA 9977 from Cleveland at the gate
21:09F9 2111 to Chicago O'Hare leaves the gate
21 h 52 apart on the timetable, overnight
F9 2111 leaves 21 h 52 after AA 9977 arrives on the timetable: more than half a day, so not a connection we count.