CA 8443 then AA 2054 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
11:00AA 2054 to Boston leaves the gate
18 h 01 apart on the timetable, overnight
AA 2054 leaves 18 h 01 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.