AA 9908 then UA 5783 at O'Hare
Milwaukee → Chicago → Nashville
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
12:23UA 5783 to Nashville leaves the gate
22 h 33 apart on the timetable, overnight
UA 5783 leaves 22 h 33 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.