AA 2306 then BR 643 at O'Hare
Washington National → Chicago → Anchorage
Timetable, Chicago time
12:59AA 2306 from Washington National at the gate
11:55BR 643 to Anchorage leaves the gate
22 h 56 apart on the timetable, overnight
BR 643 leaves 22 h 56 after AA 2306 arrives on the timetable: more than half a day, so not a connection we count.