AA 4442 then K4 221 at O'Hare
Madison → Chicago → Cincinnati Northern Kentucky
Timetable, Chicago time
16:36AA 4442 from Madison at the gate
16:20K4 221 to Cincinnati Northern Kentucky leaves the gate
23 h 44 apart on the timetable, overnight
K4 221 leaves 23 h 44 after AA 4442 arrives on the timetable: more than half a day, so not a connection we count.