AA 9908 then UA 5620 at O'Hare
Milwaukee → Chicago → Dayton
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
11:16UA 5620 to Dayton leaves the gate
21 h 26 apart on the timetable, overnight
UA 5620 leaves 21 h 26 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.