DL 844 then WN 1582 at Detroit
Madison → Detroit → St Louis
Timetable, Detroit time
15:45DL 844 from Madison at the gate
14:55WN 1582 to St Louis leaves the gate
23 h 10 apart on the timetable, overnight
WN 1582 leaves 23 h 10 after DL 844 arrives on the timetable: more than half a day, so not a connection we count.