DL 3737 then WN 759 at Detroit
Milwaukee → Detroit → Chicago Midway
Timetable, Detroit time
20:59DL 3737 from Milwaukee at the gate
19:45WN 759 to Chicago Midway leaves the gate
22 h 46 apart on the timetable, overnight
WN 759 leaves 22 h 46 after DL 3737 arrives on the timetable: more than half a day, so not a connection we count.