CI 5234 then UA 2220 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
19:25CI 5234 from Anchorage at the gate
12:11UA 2220 to Boston leaves the gate
16 h 46 apart on the timetable, overnight
UA 2220 leaves 16 h 46 after CI 5234 arrives on the timetable: more than half a day, so not a connection we count.