AA 9908 then UA 5981 at O'Hare
Milwaukee → Chicago → Grand Rapids
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
10:40UA 5981 to Grand Rapids leaves the gate
20 h 50 apart on the timetable, overnight
UA 5981 leaves 20 h 50 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.