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How to get fromIowa to Chicagoby plane, bus (Greyhound), car, bus, or train

Find Transport to Chicago

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There are 6 ways to get from Iowa to Chicago by plane, bus (Greyhound), car, bus, 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 Des Moines to Chicago Midway International Airport

    best
    1. Fly from Des Moines (DSM) to Chicago Midway International Airport (MDW)plane plane DSM - MDW
    2h 8m
    $80–426

  2. Line 60 bus to Quad City International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from District to SouthPark Mall Shelterbus bus
    2. Fly from Quad City International Airport (MLI) to Chicago O'Hare International Airport (ORD)plane plane MLI - ORD
    4h 10m
    $34–237

  3. Bus (Greyhound)

    1. Take the bus from Des Moines to Chicago Bus Stationbus bus Greyhound US0123S / ...
    7h 10m
    $59–105

  4. Drive 330.7 mi

    1. Drive from Des Moines to Chicagocar car 330.7 mi
    5h 33m
    $61–88

  5. Fly Des Moines to Chicago O'Hare International Airport

    1. Fly from Des Moines (DSM) to Chicago O'Hare International Airport (ORD)plane plane DSM - ORD
    2h 33m
    $70–366

  6. Bus, train

    1. Take the bus from Des Moines to Galesburgbus bus Greyhound US0157S
    2. Take the train from Galesburg Amtrak Station to Chicago Union Stationtrain train Carl Sandburg / ...
    8h 30m
    $89–180

Des Moines (DSM) to Chicago Midway International Airport (MDW) flights

Calendar14Weekly Planes
Duration1h 19mAverage Duration
Ticket$62Cheapest Price
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Comparing Your Travel Options

Map of how to get from Iowa to Chicago.ExpandLaunch map view
  • Distance: 323 mi
  • Duration: 2h 8m

What companies run services between Iowa, USA and Chicago, IL, USA?

Southwest Airlines flies from Des Moines (DSM) to Chicago Midway International Airport (MDW) twice daily. Alternatively, Greyhound USA operates a bus from Des Moines to Chicago Bus Station 3 times a day. Tickets cost $50–95 and the journey takes 7h 5m.

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Want to know more about travelling around United States

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