UA 642 then CI 5239 at O'Hare
Cleveland → Chicago → Anchorage
Timetable, Chicago time
09:25UA 642 from Cleveland at the gate
21:55CI 5239 to Anchorage leaves the gate
12 h 30 apart on the timetable
CI 5239 leaves 12 h 30 after UA 642 arrives on the timetable: more than half a day, so not a connection we count.