AA 9908 then KJ 244 at O'Hare
Milwaukee → Chicago → Dallas-Fort Worth
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
08:30KJ 244 to Dallas-Fort Worth leaves the gate
18 h 40 apart on the timetable, overnight
KJ 244 leaves 18 h 40 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.