CV 21 then UA 2091 at O'Hare
Anchorage → Chicago → Raleigh-Durham
Timetable, Chicago time
22:27CV 21 from Anchorage at the gate
14:30UA 2091 to Raleigh-Durham leaves the gate
16 h 03 apart on the timetable, overnight
UA 2091 leaves 16 h 03 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.