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Sky High Flight Facts for Your Trip: Chicago to Milwaukee

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  • When does the earliest flight depart Chicago? 5:57AM  United Airlines  Flight #995
  • When does the latest flight depart Milwaukee? 9:01PM  United Airlines   Flight #5031
  • What is the busiest month to travel from Chicago to Milwaukee?December
  • What is the least busy month to travel from Chicago to Milwaukee?September

Milwaukee Reviews

Trip was good. We did sit on tarmac for three hours!1

The flight out was uneventful until we arrived at Mil. Then we sat on the tarmac for three hours while the airline blamed the airport for the gate not being ready. We contacted the airport and they explained that the pilot had never asked to go to another gate so we could get off. Our family was waiting for three extra hours. Needless to say we are still not happy. The crew on the trip out were not pleasant at all. The trip home was uneventful. We did have to wait an hour to be de-iced. That crew were very professional and enjoyable.

- Cornealius  Jan 13, 2016