AA 9909 then UA 5302 at O'Hare
Waterloo → Chicago → Kansas City
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
14:35UA 5302 to Kansas City leaves the gate
21 h 25 apart on the timetable, overnight
UA 5302 leaves 21 h 25 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.