BR 642 then UA 2008 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
11:55BR 642 from Anchorage at the gate
11:23UA 2008 to Orlando leaves the gate
23 h 28 apart on the timetable, overnight
UA 2008 leaves 23 h 28 after BR 642 arrives on the timetable: more than half a day, so not a connection we count.