BR 608 then AA 4005 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
20:40BR 608 from Anchorage at the gate
18:55AA 4005 to Madison leaves the gate
22 h 15 apart on the timetable, overnight
AA 4005 leaves 22 h 15 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.