AA 506 then BR 643 at O'Hare
Charlotte → Chicago → Anchorage
Timetable, Chicago time
14:30AA 506 from Charlotte at the gate
11:55BR 643 to Anchorage leaves the gate
21 h 25 apart on the timetable, overnight
BR 643 leaves 21 h 25 after AA 506 arrives on the timetable: more than half a day, so not a connection we count.