AA 4669 then 5X 5603 at O'Hare
Madison → Chicago → Louisville
Timetable, Chicago time
08:00AA 4669 from Madison at the gate
07:305X 5603 to Louisville leaves the gate
23 h 30 apart on the timetable, overnight
5X 5603 leaves 23 h 30 after AA 4669 arrives on the timetable: more than half a day, so not a connection we count.