CV 251 then AA 5441 at O'Hare
Anchorage → Chicago → Cleveland
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
09:30AA 5441 to Cleveland leaves the gate
14 h 30 apart on the timetable, overnight
AA 5441 leaves 14 h 30 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.