CA 8443 then UA 5725 at O'Hare
Anchorage → Chicago → South Bend
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
12:52UA 5725 to South Bend leaves the gate
19 h 53 apart on the timetable, overnight
UA 5725 leaves 19 h 53 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.