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How to get fromMilwaukee to Wintersetby plane, taxi, bus, car, or train

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There are 8 ways to get from Milwaukee to Winterset by plane, taxi, bus, car, 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. Fly from General Mitchell International Airport, taxi

    best
    1. Fly from General Mitchell International Airport (MKE) to Des Moines (DSM)plane plane MKE - DSM
    2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi taxi
    5h 47m
    $187–837

  2. Drive 391.5 mi

    cheapest
    1. Drive from Milwaukee to Wintersetcar car 391.5 mi
    7h 4m
    $72–104

  3. Bus, taxi

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to Des Moinesbus bus
    3. Take the taxi from Des Moines to Wintersettaxi taxi
    9h 52m
    $148–230

  4. Bus to Chicago O'Hare International Airport, fly, taxi

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)plane plane ORD - DSM
    3. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi taxi
    5h
    $178–616

  5. Train to Chicago Midway International Airport, fly, taxi

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Des Moines (DSM)plane plane MDW - DSM
    3. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi taxi
    5h 26m
    $186–748

  6. Train, bus, taxi

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the bus from Chicago Bus Station to Des Moinesbus bus
    3. Take the taxi from Des Moines to Wintersettaxi taxi
    9h 56m
    $161–260

  7. Bus, taxi via Chicago O'Hare Airport (ORD)

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Take the bus from Chicago Bus Station to Des Moinesbus bus
    3. Take the taxi from Des Moines to Wintersettaxi taxi
    11h 8m
    $175–251

  8. Train, bus, taxi via Galesburg

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Galesburg Amtrak Stationtrain train
    3. Take the bus from Galesburg to Des Moinesbus bus
    4. Take the taxi from Des Moines to Wintersettaxi taxi
    11h 47m
    $191–335

General Mitchell International Airport (MKE) to Des Moines (DSM) flights

Calendar143Weekly Planes
Duration4h 57mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Winterset.ExpandLaunch map view
  • Distance: 347.2 mi
  • Duration: 5h 47m

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

There is no direct connection from Milwaukee to Winterset. However, you can take the bus to Airport, walk to General Mitchell International Airport (MKE) airport, fly to Des Moines (DSM), then take the taxi to Winterset. Alternatively, you can take the bus to Chicago Bus Station, take the bus to Des Moines, then take the taxi to Winterset.

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