DL 3737 then AA 4105 at Detroit
Milwaukee → Detroit → Chicago O'Hare
Timetable, Detroit time
20:59DL 3737 from Milwaukee at the gate
20:54AA 4105 to Chicago O'Hare leaves the gate
23 h 55 apart on the timetable, overnight
AA 4105 leaves 23 h 55 after DL 3737 arrives on the timetable: more than half a day, so not a connection we count.