AA 6486 then AS 9915 at O'Hare
Detroit → Chicago → Milwaukee
Timetable, Chicago time
17:29AA 6486 from Detroit at the gate
14:24AS 9915 to Milwaukee leaves the gate
20 h 55 apart on the timetable, overnight
AS 9915 leaves 20 h 55 after AA 6486 arrives on the timetable: more than half a day, so not a connection we count.