AA 5441 then UA 4645 at O'Hare
Cleveland → Chicago → Fort Wayne
Timetable, Chicago time
13:30AA 5441 from Cleveland at the gate
11:25UA 4645 to Fort Wayne leaves the gate
21 h 55 apart on the timetable, overnight
UA 4645 leaves 21 h 55 after AA 5441 arrives on the timetable: more than half a day, so not a connection we count.