AA 9908 then UA 1117 at O'Hare
Milwaukee → Chicago → Boston
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
09:08UA 1117 to Boston leaves the gate
19 h 18 apart on the timetable, overnight
UA 1117 leaves 19 h 18 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.