AA 9908 then UA 2668 at O'Hare
Milwaukee → Chicago → Washington National
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
11:05UA 2668 to Washington National leaves the gate
21 h 15 apart on the timetable, overnight
UA 2668 leaves 21 h 15 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.