CV 21 then DL 2503 at O'Hare
Anchorage → Chicago → New York LaGuardia
Timetable, Chicago time
22:27CV 21 from Anchorage at the gate
20:25DL 2503 to New York LaGuardia leaves the gate
21 h 58 apart on the timetable, overnight
DL 2503 leaves 21 h 58 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.