UA 5500 then BR 643 at O'Hare
Green Bay → Chicago → Anchorage
Timetable, Chicago time
15:00UA 5500 from Green Bay at the gate
14:50BR 643 to Anchorage leaves the gate
23 h 50 apart on the timetable, overnight
BR 643 leaves 23 h 50 after UA 5500 arrives on the timetable: more than half a day, so not a connection we count.