AA 9909 then DL 1716 at O'Hare
Waterloo → Chicago → Detroit
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
14:44DL 1716 to Detroit leaves the gate
21 h 34 apart on the timetable, overnight
DL 1716 leaves 21 h 34 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.