CA 1017 then UA 695 at O'Hare
Anchorage → Chicago → San Juan
Timetable, Chicago time
16:01CA 1017 from Anchorage at the gate
14:16UA 695 to San Juan leaves the gate
22 h 15 apart on the timetable, overnight
UA 695 leaves 22 h 15 after CA 1017 arrives on the timetable: more than half a day, so not a connection we count.