CA 8443 then UA 2189 at O'Hare
Anchorage → Chicago → New York LaGuardia
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
13:00UA 2189 to New York LaGuardia leaves the gate
20 h 01 apart on the timetable, overnight
UA 2189 leaves 20 h 01 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.