CV 21 then AA 4462 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
01:25CV 21 from Anchorage at the gate
23:00AA 4462 to Madison leaves the gate
21 h 35 apart on the timetable
AA 4462 leaves 21 h 35 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.