DL 3848 then UA 5381 at Detroit
Milwaukee → Detroit → Chicago O'Hare
Timetable, Detroit time
15:28DL 3848 from Milwaukee at the gate
14:09UA 5381 to Chicago O'Hare leaves the gate
22 h 41 apart on the timetable, overnight
UA 5381 leaves 22 h 41 after DL 3848 arrives on the timetable: more than half a day, so not a connection we count.