DL 2222 then WN 1582 at Detroit
Boston → Detroit → St Louis
Timetable, Detroit time
15:16DL 2222 from Boston at the gate
14:55WN 1582 to St Louis leaves the gate
23 h 39 apart on the timetable, overnight
WN 1582 leaves 23 h 39 after DL 2222 arrives on the timetable: more than half a day, so not a connection we count.