CV 21 then AA 4363 at O'Hare
Anchorage → Chicago → Cleveland
Timetable, Chicago time
22:27CV 21 from Anchorage at the gate
21:29AA 4363 to Cleveland leaves the gate
23 h 02 apart on the timetable, overnight
AA 4363 leaves 23 h 02 after CV 21 arrives on the timetable: more than half a day, so not a connection we count.