CV 209 then UA 2371 at O'Hare
Anchorage → Chicago → Cancún
Timetable, Chicago time
19:50CV 209 from Anchorage at the gate
08:40UA 2371 to Cancún leaves the gate
12 h 50 apart on the timetable, overnight
UA 2371 leaves 12 h 50 after CV 209 arrives on the timetable: more than half a day, so not a connection we count.