DL 3737 then WN 1849 at Detroit
Milwaukee → Detroit → Chicago Midway
Timetable, Detroit time
20:59DL 3737 from Milwaukee at the gate
20:05WN 1849 to Chicago Midway leaves the gate
23 h 06 apart on the timetable, overnight
WN 1849 leaves 23 h 06 after DL 3737 arrives on the timetable: more than half a day, so not a connection we count.