CV 21 then DL 2226 at O'Hare
Anchorage → Chicago → New York LaGuardia
Timetable, Chicago time
22:27CV 21 from Anchorage at the gate
17:50DL 2226 to New York LaGuardia leaves the gate
19 h 23 apart on the timetable, overnight
DL 2226 leaves 19 h 23 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.