BR 642 then UA 3569 at O'Hare
Anchorage → Chicago → Ottawa
Timetable, Chicago time
11:55BR 642 from Anchorage at the gate
10:57UA 3569 to Ottawa leaves the gate
23 h 02 apart on the timetable, overnight
UA 3569 leaves 23 h 02 after BR 642 arrives on the timetable: more than half a day, so not a connection we count.