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

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There are 8 ways to get from Milwaukee to Winterset by plane, taxi, bus, car, train, or shuttle

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 42m
    $142–537

  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
    $148–217

  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
    4h 58m
    $148–406

  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
    $157–531

  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
    $157–243

  7. 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
    $177–308

  8. Bus, shuttle, taxi

    1. Take the bus from Milwaukee to Rochesterbus bus
    2. Take the bus from Rochester to Owatonnabus bus
    3. Take the bus from Owatonna to Amesbus bus
    4. Take a shuttle bus from Ames, IA - Iowa State University to Des Moines International Airport, IAshuttle bus
    5. Take the taxi from Des Moines International Airport, IA to Wintersettaxi taxi
    13h 23m
    $265–476

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

Calendar144Weekly Planes
Duration5h 18mAverage Duration
Ticket$72Cheapest Price
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Comparing Your Travel Options

Map of how to get from Milwaukee to Winterset.ExpandLaunch map view
  • Distance: 347.2 mi
  • Duration: 5h 42m

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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