CV 251 then AA 3798 at O'Hare
Anchorage → Chicago → Mosinee
Timetable, Chicago time
19:00CV 251 from Anchorage at the gate
09:40AA 3798 to Mosinee leaves the gate
14 h 40 apart on the timetable, overnight
AA 3798 leaves 14 h 40 after CV 251 arrives on the timetable: more than half a day, so not a connection we count.