AA 2279 then CI 5239 at O'Hare
San Juan → Chicago → Anchorage
Timetable, Chicago time
19:30AA 2279 from San Juan at the gate
16:50CI 5239 to Anchorage leaves the gate
21 h 20 apart on the timetable, overnight
CI 5239 leaves 21 h 20 after AA 2279 arrives on the timetable: more than half a day, so not a connection we count.