BR 608 then UA 2008 at O'Hare
Anchorage → Chicago → Orlando
Timetable, Chicago time
20:03BR 608 from Anchorage at the gate
11:23UA 2008 to Orlando leaves the gate
15 h 20 apart on the timetable, overnight
UA 2008 leaves 15 h 20 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.