CA 1011 then UA 2304 at O'Hare
Anchorage → Chicago → Boston
Timetable, Chicago time
17:12CA 1011 from Anchorage at the gate
15:44UA 2304 to Boston leaves the gate
22 h 32 apart on the timetable, overnight
UA 2304 leaves 22 h 32 after CA 1011 arrives on the timetable: more than half a day, so not a connection we count.