CI 5234 then UA 5637 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
19:25CI 5234 from Anchorage at the gate
16:00UA 5637 to Milwaukee leaves the gate
20 h 35 apart on the timetable, overnight
UA 5637 leaves 20 h 35 after CI 5234 arrives on the timetable: more than half a day, so not a connection we count.