OO 9909 then UA 1502 at O'Hare
Waterloo → Chicago → Cleveland
Timetable, Chicago time
16:47OO 9909 from Waterloo at the gate
14:21UA 1502 to Cleveland leaves the gate
21 h 34 apart on the timetable, overnight
UA 1502 leaves 21 h 34 after OO 9909 arrives on the timetable: more than half a day, so not a connection we count.