CA 1011 then UA 1656 at O'Hare
Anchorage → Chicago → Cancún
Timetable, Chicago time
17:12CA 1011 from Anchorage at the gate
09:02UA 1656 to Cancún leaves the gate
15 h 50 apart on the timetable, overnight
UA 1656 leaves 15 h 50 after CA 1011 arrives on the timetable: more than half a day, so not a connection we count.