CA 8443 then AA 5519 at O'Hare
Anchorage → Chicago → Louisville
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
14:42AA 5519 to Louisville leaves the gate
21 h 43 apart on the timetable, overnight
AA 5519 leaves 21 h 43 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.