AA 386 then CX 2095 at O'Hare
New York LaGuardia → Chicago → Anchorage
Timetable, Chicago time
10:00AA 386 from New York LaGuardia at the gate
00:40CX 2095 to Anchorage leaves the gate
14 h 40 apart on the timetable, overnight
CX 2095 leaves 14 h 40 after AA 386 arrives on the timetable: more than half a day, so not a connection we count.