AA 9977 then UA 2665 at Philadelphia
Cleveland → Philadelphia → Chicago O'Hare
Timetable, Philadelphia time
23:17AA 9977 from Cleveland at the gate
18:46UA 2665 to Chicago O'Hare leaves the gate
19 h 29 apart on the timetable, overnight
UA 2665 leaves 19 h 29 after AA 9977 arrives on the timetable: more than half a day, so not a connection we count.