CA 8443 then UA 4452 at O'Hare
Anchorage → Chicago → Richmond
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
10:59UA 4452 to Richmond leaves the gate
18 h apart on the timetable, overnight
UA 4452 leaves 18 h after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.