CI 5234 then UA 1580 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
19:25CI 5234 from Anchorage at the gate
12:46UA 1580 to Boston leaves the gate
17 h 21 apart on the timetable, overnight
UA 1580 leaves 17 h 21 after CI 5234 arrives on the timetable: more than half a day, so not a connection we count.