CV 21 then UA 5261 at O'Hare
Anchorage → Chicago → Appleton
Timetable, Chicago time
22:27CV 21 from Anchorage at the gate
17:55UA 5261 to Appleton leaves the gate
19 h 28 apart on the timetable, overnight
UA 5261 leaves 19 h 28 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.