CA 8443 then H2 4920 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
13:33H2 4920 to Milwaukee leaves the gate
20 h 34 apart on the timetable, overnight
H2 4920 leaves 20 h 34 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.