AA 9908 then UA 4809 at O'Hare
Milwaukee → Chicago → Wichita
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
08:56UA 4809 to Wichita leaves the gate
19 h 06 apart on the timetable, overnight
UA 4809 leaves 19 h 06 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.