DL 3737 then DL 1665 at Detroit
Milwaukee → Detroit → Chicago O'Hare
Timetable, Detroit time
20:59DL 3737 from Milwaukee at the gate
19:45DL 1665 to Chicago O'Hare leaves the gate
22 h 46 apart on the timetable, overnight
DL 1665 leaves 22 h 46 after DL 3737 arrives on the timetable: more than half a day, so not a connection we count.