BR 608 then UA 5566 at O'Hare
Anchorage → Chicago → Pittsburgh
Timetable, Chicago time
20:40BR 608 from Anchorage at the gate
15:50UA 5566 to Pittsburgh leaves the gate
19 h 10 apart on the timetable, overnight
UA 5566 leaves 19 h 10 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.