OO 9909 then UA 5838 at O'Hare
Waterloo → Chicago → Louisville
Timetable, Chicago time
16:47OO 9909 from Waterloo at the gate
14:30UA 5838 to Louisville leaves the gate
21 h 43 apart on the timetable, overnight
UA 5838 leaves 21 h 43 after OO 9909 arrives on the timetable: more than half a day, so not a connection we count.