CI 5240 then UA 1814 at O'Hare
Anchorage → Chicago → New York LaGuardia
Timetable, Chicago time
19:25CI 5240 from Anchorage at the gate
18:26UA 1814 to New York LaGuardia leaves the gate
23 h 01 apart on the timetable, overnight
UA 1814 leaves 23 h 01 after CI 5240 arrives on the timetable: more than half a day, so not a connection we count.