AA 9908 then DL 5327 at O'Hare
Milwaukee → Chicago → Detroit
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
11:19DL 5327 to Detroit leaves the gate
21 h 29 apart on the timetable, overnight
DL 5327 leaves 21 h 29 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.