AA 2279 then CI 5233 at O'Hare
San Juan → Chicago → Anchorage
Timetable, Chicago time
19:27AA 2279 from San Juan at the gate
13:55CI 5233 to Anchorage leaves the gate
18 h 28 apart on the timetable, overnight
CI 5233 leaves 18 h 28 after AA 2279 arrives on the timetable: more than half a day, so not a connection we count.