AA 9908 then UA 1620 at O'Hare
Milwaukee → Chicago → Miami
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
10:43UA 1620 to Miami leaves the gate
20 h 53 apart on the timetable, overnight
UA 1620 leaves 20 h 53 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.