CV 251 then B6 112 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
13:00B6 112 to Boston leaves the gate
18 h apart on the timetable, overnight
B6 112 leaves 18 h after CV 251 arrives on the timetable: more than half a day, so not a connection we count.