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

Find Transport to Winterset

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There are 6 ways to get from Chicago 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 Chicago O'Hare International Airport to Des Moines, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)plane plane ORD - DSM
    2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi taxi
    3h 58m
    $148–640

  2. Fly Chicago O'Hare International Airport to Fort Dodge Municipal Airport, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Fort Dodge Municipal Airport (FOD)plane plane ORD - FOD
    2. Drive from Fort Dodge Municipal Airport (FOD) to Wintersetcar car
    5h 22m
    $64–330

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Des Moinesbus bus Greyhound US0123S / ...
    2. Take the taxi from Des Moines to Wintersettaxi taxi
    7h 17m
    $135–208

  4. Drive 366.7 mi

    1. Drive from Chicago to Wintersetcar car 366.7 mi
    6h 13m
    $67–97

  5. Fly Chicago Midway International Airport to Des Moines, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Des Moines (DSM)plane plane MDW - DSM
    2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi taxi
    3h 38m
    $178–840

  6. Train, bus, taxi

    1. Take the train from Chicago Union Station to Galesburg Amtrak Stationtrain train
    2. Take the bus from Galesburg to Des Moinesbus bus
    3. Take the taxi from Des Moines to Wintersettaxi taxi
    9h 23m
    $163–269

Chicago O'Hare International Airport (ORD) to Des Moines (DSM) flights

Calendar92Weekly Planes
Duration1h 40mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Winterset.ExpandLaunch map view
  • Distance: 345.5 mi
  • Duration: 3h 58m

What companies run services between Chicago, IL, USA and Winterset, IA, USA?

There is no direct connection from Chicago to Winterset. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Des Moines (DSM), then take the taxi to Winterset. Alternatively, you can take the bus to Des Moines then take the taxi to Winterset.

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