CA 1011 then UA 5559 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
17:12CA 1011 from Anchorage at the gate
08:41UA 5559 to Madison leaves the gate
15 h 29 apart on the timetable, overnight
UA 5559 leaves 15 h 29 after CA 1011 arrives on the timetable: more than half a day, so not a connection we count.