AA 3585 then AA 3297 at O'Hare
Key West → Chicago → Dallas-Fort Worth
Timetable, Chicago time
21:30AA 3585 from Key West at the gate
21:06AA 3297 to Dallas-Fort Worth leaves the gate
23 h 36 apart on the timetable, overnight
AA 3297 leaves 23 h 36 after AA 3585 arrives on the timetable: more than half a day, so not a connection we count.