CA 8443 then AA 5005 at O'Hare
Anchorage → Chicago → Cleveland
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
13:45AA 5005 to Cleveland leaves the gate
20 h 46 apart on the timetable, overnight
AA 5005 leaves 20 h 46 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.