CV 251 then UA 2008 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
11:23UA 2008 to Orlando leaves the gate
16 h 23 apart on the timetable, overnight
UA 2008 leaves 16 h 23 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.