AA 9909 then UA 2230 at O'Hare
Waterloo → Chicago → Cleveland
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
12:54UA 2230 to Cleveland leaves the gate
19 h 44 apart on the timetable, overnight
UA 2230 leaves 19 h 44 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.