CA 3103 then UA 2008 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
15:07CA 3103 from Anchorage at the gate
11:23UA 2008 to Orlando leaves the gate
20 h 16 apart on the timetable, overnight
UA 2008 leaves 20 h 16 after CA 3103 arrives on the timetable: more than half a day, so not a connection we count.