UA 2153 then CI 5233 at O'Hare
Richmond → Chicago → Anchorage
Timetable, Chicago time
07:42UA 2153 from Richmond at the gate
21:55CI 5233 to Anchorage leaves the gate
14 h 13 apart on the timetable
CI 5233 leaves 14 h 13 after UA 2153 arrives on the timetable: more than half a day, so not a connection we count.