BR 608 then AA 6255 at O'Hare
Anchorage → Chicago → Sioux Falls
Timetable, Chicago time
20:03BR 608 from Anchorage at the gate
12:59AA 6255 to Sioux Falls leaves the gate
16 h 56 apart on the timetable, overnight
AA 6255 leaves 16 h 56 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.