CV 251 then AA 2143 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
08:06AA 2143 to Boston leaves the gate
13 h 06 apart on the timetable, overnight
AA 2143 leaves 13 h 06 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.