BR 608 then UA 4166 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
20:03BR 608 from Anchorage at the gate
10:42UA 4166 to Madison leaves the gate
14 h 39 apart on the timetable, overnight
UA 4166 leaves 14 h 39 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.