BR 646 then UA 5637 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
17:10BR 646 from Anchorage at the gate
16:00UA 5637 to Milwaukee leaves the gate
22 h 50 apart on the timetable, overnight
UA 5637 leaves 22 h 50 after BR 646 arrives on the timetable: more than half a day, so not a connection we count.