AA 9911 then UA 944 at O'Hare
Des Moines → Chicago → Frankfurt am Main
Timetable, Chicago time
19:30AA 9911 from Des Moines at the gate
15:15UA 944 to Frankfurt am Main leaves the gate
19 h 45 apart on the timetable, overnight
UA 944 leaves 19 h 45 after AA 9911 arrives on the timetable: more than half a day, so not a connection we count.