CI 5240 then UA 5559 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
19:25CI 5240 from Anchorage at the gate
08:45UA 5559 to Madison leaves the gate
13 h 20 apart on the timetable, overnight
UA 5559 leaves 13 h 20 after CI 5240 arrives on the timetable: more than half a day, so not a connection we count.