AA 1813 then UA 5201 at O'Hare
Portland (Oregon) → Chicago → Milwaukee
Timetable, Chicago time
05:07AA 1813 from Portland (Oregon) at the gate
20:00UA 5201 to Milwaukee leaves the gate
14 h 53 apart on the timetable
UA 5201 leaves 14 h 53 after AA 1813 arrives on the timetable: more than half a day, so not a connection we count.