UA 6008 then AA 9908 at O'Hare
Syracuse → Chicago → Milwaukee
Timetable, Chicago time
13:59UA 6008 from Syracuse at the gate
10:00AA 9908 to Milwaukee leaves the gate
20 h 01 apart on the timetable, overnight
AA 9908 leaves 20 h 01 after UA 6008 arrives on the timetable: more than half a day, so not a connection we count.