AA 5441 then UA 3916 at O'Hare
Cleveland → Chicago → New Orleans
Timetable, Chicago time
13:30AA 5441 from Cleveland at the gate
07:00UA 3916 to New Orleans leaves the gate
17 h 30 apart on the timetable, overnight
UA 3916 leaves 17 h 30 after AA 5441 arrives on the timetable: more than half a day, so not a connection we count.