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How to get fromPortland to Milwaukeeby plane, bus, train, bus (Amtrak, Flixbus, Greyhound), or car

Find Transport to Milwaukee

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There are 6 ways to get from Portland to Milwaukee by plane, bus, train, bus (Amtrak, Flixbus, Greyhound), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Portland to General Mitchell International Airport

    best
    1. Fly from Portland (PWM) to General Mitchell International Airport (MKE)plane plane PWM - MKE
    4h 59m
    $148–733

  2. Fly Portland to Chicago O'Hare International Airport, bus

    cheapest
    1. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    2. Take the bus from Chicago to Milwaukee Intermodal Stationbus bus
    5h 28m
    $94–422

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Milwaukeetrain train
    27h 46m
    $616–1,018

  4. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    4. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    31h 17m
    $215–357

  5. Drive  1,124.2 mi

    1. Drive from Portland to Milwaukeecar car 1,124.2 mi
    20h 58m
    $206–297

  6. Bus to Boston Logan Airport, fly to General Mitchell International Airport

    1. Take the bus from Portland, ME to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    6h 14m
    $677–1,934

Portland to Milwaukee by bus and train

Calendar7Weekly Services
Duration27h 46mAverage Duration
Ticket$616Cheapest Price
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Comparing Your Travel Options

Map of how to get from Portland to Milwaukee.ExpandLaunch map view
  • Distance: 891.2 mi
  • Duration: 4h 59m

What companies run services between Portland, ME, USA and Milwaukee, WI, USA?

Delta, Southwest Airlines, and two other airlines fly from Portland (PWM) to General Mitchell International Airport (MKE) every 2 hours. Alternatively, you can take a bus from Portland, ME to Milwaukee Intermodal Station via Boston, MA - South Station, Boston, New York Midtown, and Chicago Bus Station in around 31h 17m.

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