Webthe journey from milwaukee to chicago can take as little as 1 hour 25 minutes and starts from as little as $18. 49. The earliest bus leaves at 3:20 am and the last bus leaves at 10:15 pm. Greyhound schedules 5 buses per day from milwaukee to chicago. Webthe trip from chicago to milwaukee takes as short as 1 hour 30 minutes and could cost as little as $17. 99. The first bus departs at 5:55 am and the last bus departs at 9:45 pm. Webthe bus trip from milwaukee to chicago 95th & dan ryan is about 97 miles long. The quickest trip with greyhound takes 3 hours 10 minutes. How much is the milwaukee to. Plane, train, bus, car, ferry, bike share, driving and walking directions all in one search. Bus tickets from milwaukee to chicago o'hare airport.
