CA 8443 then UA 5582 at O'Hare
Anchorage → Chicago → Nashville
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
14:05UA 5582 to Nashville leaves the gate
21 h 06 apart on the timetable, overnight
UA 5582 leaves 21 h 06 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.