CV 251 then AA 3960 at O'Hare
Anchorage → Chicago → Valparaiso
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
08:34AA 3960 to Valparaiso leaves the gate
13 h 34 apart on the timetable, overnight
AA 3960 leaves 13 h 34 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.