CA 1055 then UA 3502 at O'Hare
Anchorage → Chicago → Louisville
Timetable, Chicago time
20:27CA 1055 from Anchorage at the gate
19:55UA 3502 to Louisville leaves the gate
23 h 28 apart on the timetable, overnight
UA 3502 leaves 23 h 28 after CA 1055 arrives on the timetable: more than half a day, so not a connection we count.