BR 608 then UA 2091 at O'Hare
Anchorage → Chicago → Raleigh-Durham
Timetable, Chicago time
20:03BR 608 from Anchorage at the gate
14:30UA 2091 to Raleigh-Durham leaves the gate
18 h 27 apart on the timetable, overnight
UA 2091 leaves 18 h 27 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.