AA 6486 then AA 9915 at O'Hare
Detroit → Chicago → Milwaukee
Timetable, Chicago time
17:29AA 6486 from Detroit at the gate
11:00AA 9915 to Milwaukee leaves the gate
17 h 31 apart on the timetable, overnight
AA 9915 leaves 17 h 31 after AA 6486 arrives on the timetable: more than half a day, so not a connection we count.