CA 1011 then UA 1643 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
17:12CA 1011 from Anchorage at the gate
09:05UA 1643 to Orlando leaves the gate
15 h 53 apart on the timetable, overnight
UA 1643 leaves 15 h 53 after CA 1011 arrives on the timetable: more than half a day, so not a connection we count.