AA 9908 then UA 1225 at O'Hare
Milwaukee → Chicago → Eugene
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
09:01UA 1225 to Eugene leaves the gate
19 h 11 apart on the timetable, overnight
UA 1225 leaves 19 h 11 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.