OO 9909 then UA 3536 at O'Hare
Waterloo → Chicago → Louisville
Timetable, Chicago time
16:47OO 9909 from Waterloo at the gate
16:00UA 3536 to Louisville leaves the gate
23 h 13 apart on the timetable, overnight
UA 3536 leaves 23 h 13 after OO 9909 arrives on the timetable: more than half a day, so not a connection we count.