WN 1638 then DL 442 at Detroit
Chicago Midway → Detroit → San Francisco
Timetable, Detroit time
17:15WN 1638 from Chicago Midway at the gate
16:00DL 442 to San Francisco leaves the gate
22 h 45 apart on the timetable, overnight
DL 442 leaves 22 h 45 after WN 1638 arrives on the timetable: more than half a day, so not a connection we count.