OO 9909 then DL 5327 at O'Hare
Waterloo → Chicago → Detroit
Timetable, Chicago time
16:47OO 9909 from Waterloo at the gate
11:19DL 5327 to Detroit leaves the gate
18 h 32 apart on the timetable, overnight
DL 5327 leaves 18 h 32 after OO 9909 arrives on the timetable: more than half a day, so not a connection we count.