AA 4984 then BR 643 at O'Hare
Milwaukee → Chicago → Anchorage
Timetable, Chicago time
12:44AA 4984 from Milwaukee at the gate
11:55BR 643 to Anchorage leaves the gate
23 h 11 apart on the timetable, overnight
BR 643 leaves 23 h 11 after AA 4984 arrives on the timetable: more than half a day, so not a connection we count.