AA 5441 then K4 996 at O'Hare
Cleveland → Chicago → Anchorage
Timetable, Chicago time
13:30AA 5441 from Cleveland at the gate
03:45K4 996 to Anchorage leaves the gate
14 h 15 apart on the timetable, overnight
K4 996 leaves 14 h 15 after AA 5441 arrives on the timetable: more than half a day, so not a connection we count.