CI 5240 then AA 2143 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
13:59CI 5240 from Anchorage at the gate
08:06AA 2143 to Boston leaves the gate
18 h 07 apart on the timetable, overnight
AA 2143 leaves 18 h 07 after CI 5240 arrives on the timetable: more than half a day, so not a connection we count.