CV 251 then UA 5071 at O'Hare
Anchorage → Chicago → Paducah
Timetable, Chicago time
21:32CV 251 from Anchorage at the gate
12:14UA 5071 to Paducah leaves the gate
14 h 42 apart on the timetable, overnight
UA 5071 leaves 14 h 42 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.