CA 8443 then UA 2672 at O'Hare
Anchorage → Chicago → Pensacola
Timetable, Chicago time
16:59CA 8443 from Anchorage at the gate
10:57UA 2672 to Pensacola leaves the gate
17 h 58 apart on the timetable, overnight
UA 2672 leaves 17 h 58 after CA 8443 arrives on the timetable: more than half a day, so not a connection we count.