AA 9908 then UA 5411 at O'Hare
Milwaukee → Chicago → Louisville
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
11:04UA 5411 to Louisville leaves the gate
21 h 14 apart on the timetable, overnight
UA 5411 leaves 21 h 14 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.