CI 5234 then UA 5530 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
19:25CI 5234 from Anchorage at the gate
13:59UA 5530 to Madison leaves the gate
18 h 34 apart on the timetable, overnight
UA 5530 leaves 18 h 34 after CI 5234 arrives on the timetable: more than half a day, so not a connection we count.