CI 5240 then UA 587 at O'Hare
Anchorage → Chicago → Washington
Timetable, Chicago time
15:04CI 5240 from Anchorage at the gate
14:21UA 587 to Washington leaves the gate
23 h 17 apart on the timetable, overnight
UA 587 leaves 23 h 17 after CI 5240 arrives on the timetable: more than half a day, so not a connection we count.