CA 8443 then UA 4802 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
13:55UA 4802 to Milwaukee leaves the gate
20 h 56 apart on the timetable, overnight
UA 4802 leaves 20 h 56 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.