CI 5234 then UA 5758 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
19:25CI 5234 from Anchorage at the gate
16:40UA 5758 to Milwaukee leaves the gate
21 h 15 apart on the timetable, overnight
UA 5758 leaves 21 h 15 after CI 5234 arrives on the timetable: more than half a day, so not a connection we count.