AA 3657 then CX 81 at O'Hare
Key West → Chicago → Anchorage
Timetable, Chicago time
16:00AA 3657 from Key West at the gate
15:30CX 81 to Anchorage leaves the gate
23 h 30 apart on the timetable, overnight
CX 81 leaves 23 h 30 after AA 3657 arrives on the timetable: more than half a day, so not a connection we count.