CA 8443 then UA 4752 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
16:40UA 4752 to Madison leaves the gate
23 h 41 apart on the timetable, overnight
UA 4752 leaves 23 h 41 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.