DL 5232 then WN 1050 at Detroit
Memphis → Detroit → Chicago Midway
Timetable, Detroit time
20:50DL 5232 from Memphis at the gate
16:45WN 1050 to Chicago Midway leaves the gate
19 h 55 apart on the timetable, overnight
WN 1050 leaves 19 h 55 after DL 5232 arrives on the timetable: more than half a day, so not a connection we count.