CV 12 then UA 745 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
19:11CV 12 from Anchorage at the gate
15:44UA 745 to Boston leaves the gate
20 h 33 apart on the timetable, overnight
UA 745 leaves 20 h 33 after CV 12 arrives on the timetable: more than half a day, so not a connection we count.