CA 8443 then UA 1875 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
16:20UA 1875 to Orlando leaves the gate
23 h 21 apart on the timetable, overnight
UA 1875 leaves 23 h 21 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.