UA 3707 then AA 9908 at O'Hare
Quebec → Chicago → Milwaukee
Timetable, Chicago time
17:25UA 3707 from Quebec at the gate
10:00AA 9908 to Milwaukee leaves the gate
16 h 35 apart on the timetable, overnight
AA 9908 leaves 16 h 35 after UA 3707 arrives on the timetable: more than half a day, so not a connection we count.