CI 5240 then AA 2256 at O'Hare
Anchorage → Chicago → Punta Cana
Timetable, Chicago time
19:25CI 5240 from Anchorage at the gate
08:14AA 2256 to Punta Cana leaves the gate
12 h 49 apart on the timetable, overnight
AA 2256 leaves 12 h 49 after CI 5240 arrives on the timetable: more than half a day, so not a connection we count.