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

Find Transport to Winterset

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There are 7 ways to get from Milwaukee to Winterset by train, bus, taxi, car, or plane

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, bus, taxi

    best
    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
    10h
    $148–243
  2. Drive 391.5 mi

    cheapest
    1. Drive from Milwaukee to Wintersetcar car 391.5 mi
    7h 4m
    $72–104
  3. Fly General Mitchell International Airport to Des Moines, taxi

    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
    6h 15m
    $227–1,265
  4. 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
    10h 36m
    $145–238
  5. 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 11m
    $165–251
  6. Bus to Chicago O'Hare International Airport, fly to Des Moines, 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
    $180–723
  7. Bus to Chicago O'Hare International Airport, fly to Fort Dodge Municipal Airport, drive

    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 Fort Dodge Municipal Airport (FOD)plane plane ORD - FOD
    3. Drive from Fort Dodge Municipal Airport (FOD) to Wintersetcar car
    6h 23m
    $92–343

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

Calendar113Weekly Planes
Duration6h 2mAverage Duration
Ticket$161Cheapest Price
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Questions & Answers

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 train to Chicago Union Station, walk to Chicago Bus Station, take the bus to Des Moines, then take the taxi to Winterset. Alternatively, you can drive from Milwaukee to Winterset in around 7h 4m.

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