Y8 7453 then AA 4434 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
04:37Y8 7453 from Anchorage at the gate
22:30AA 4434 to Madison leaves the gate
17 h 53 apart on the timetable
AA 4434 leaves 17 h 53 after Y8 7453 arrives on the timetable: more than half a day, so not a connection we count.