AS 538 then CX 99 at O'Hare
Seattle (SEA) → Chicago → Anchorage
Timetable, Chicago time
23:59AS 538 from Seattle (SEA) at the gate
19:15CX 99 to Anchorage leaves the gate
19 h 16 apart on the timetable, overnight
CX 99 leaves 19 h 16 after AS 538 arrives on the timetable: more than half a day, so not a connection we count.