AA 9908 then OO 6082 at O'Hare
Milwaukee → Chicago → Houston
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
09:00OO 6082 to Houston leaves the gate
19 h 10 apart on the timetable, overnight
OO 6082 leaves 19 h 10 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.