BR 608 then UA 5418 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
20:40BR 608 from Anchorage at the gate
17:54UA 5418 to Madison leaves the gate
21 h 14 apart on the timetable, overnight
UA 5418 leaves 21 h 14 after BR 608 arrives on the timetable: more than half a day, so not a connection we count.