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

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There are 8 ways to get from Osceola to Milwaukee by train (Amtrak), bus (Greyhound, Flixbus), car, bus, shuttle, plane, or train

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

  1. Train (Amtrak)

    best
    1. Take the train from Osceola Amtrak to Chicago Union Stationtrain train California Zephyr
    2. Take the train from Chicago Union Station to Milwaukeetrain train Hiawatha Service / ...
    9h 30m
    $141–296

  2. Drive 402.2 mi

    cheapest
    1. Drive from Osceola to Milwaukeecar car 402.2 mi
    7h 16m
    $74–106

  3. Bus

    1. Take the bus from Osceola to St. Paulbus bus Jefferson Lines 806
    2. Take the bus from Saint Paul Union Depot to Milwaukee Intermodal Stationbus bus Greyhound US0150
    12h 9m
    $157–228

  4. Bus, shuttle to Des Moines, fly to General Mitchell International Airport

    1. Take the bus from Osceola to Amesbus bus
    2. Take a shuttle bus from Ames, IA - Iowa State University to Des Moines International Airport, IAshuttle bus
    3. Fly from Des Moines (DSM) to General Mitchell International Airport (MKE)plane plane DSM - MKE
    7h 51m
    $229–941

  5. Train, bus

    1. Take the train from Osceola Amtrak to Naperville Amtrak Stationtrain train California Zephyr
    2. Take the bus from Multi-Modal/Rental Car Facility to Milwaukee Intermodal/Amtrak Stationbus bus Wisconsin Coach Lines
    10h 52m
    $148–267

  6. Bus to Kansas City, fly to General Mitchell International Airport

    1. Take the bus from Osceola to Kansas Citybus bus
    2. Fly from Kansas City (MCI) to General Mitchell International Airport (MKE)plane plane MCI - MKE
    7h 38m
    $160–721

  7. Bus, shuttle to Des Moines, fly to Chicago O'Hare International Airport

    1. Take the bus from Osceola to Amesbus bus
    2. Take a shuttle bus from Ames, IA - Iowa State University to Des Moines International Airport, IAshuttle bus
    3. Fly from Des Moines (DSM) to Chicago O'Hare International Airport (ORD)plane plane DSM - ORD
    4. Take the bus from Chicago to Milwaukee Intermodal Stationbus bus
    8h 6m
    $189–646

  8. Bus, shuttle to Des Moines, fly to Chicago Midway International Airport, train

    1. Take the bus from Osceola to Amesbus bus
    2. Take a shuttle bus from Ames, IA - Iowa State University to Des Moines International Airport, IAshuttle bus
    3. Fly from Des Moines (DSM) to Chicago Midway International Airport (MDW)plane plane DSM - MDW
    4. Take the train from Chicago Union Station to Milwaukeetrain train
    8h 40m
    $218–756

Osceola to Milwaukee by train (Amtrak)

Calendar7Weekly Trains
Duration9h 30mAverage Duration
Ticket$141Cheapest Price
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Questions & Answers

Map of how to get from Osceola to Milwaukee.ExpandLaunch map view
  • Distance: 443.3 mi
  • Duration: 9h 30m

What companies run services between Osceola, IA, USA and Milwaukee, WI, USA?

You can take a train from Osceola Amtrak to Milwaukee via Chicago Union Station in around 9h 30m. Alternatively, you can take a vehicle from Osceola to Milwaukee Intermodal Station via Osceola and Saint Paul Union Depot in around 12h 9m.

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