CA 8443 then UA 1332 at O'Hare
Anchorage → Chicago → New York LaGuardia
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
11:59UA 1332 to New York LaGuardia leaves the gate
19 h apart on the timetable, overnight
UA 1332 leaves 19 h after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.