CV 251 then AA 3428 at O'Hare
Anchorage → Chicago → Pensacola
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
07:30AA 3428 to Pensacola leaves the gate
12 h 30 apart on the timetable, overnight
AA 3428 leaves 12 h 30 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.