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

Find Transport to Chicago

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There are 6 ways to get from Iowa to Chicago by plane, bus (Greyhound), car, or bus

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 13m
    $90–506
  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 12m
    $31–237
  3. Bus (Greyhound)

    1. Take the bus from Des Moines to Chicago Bus Stationbus bus Greyhound US0123S / ...
    7h 10m
    $64–120
  4. Drive 330.7 mi

    1. Drive from Des Moines to Chicagocar car 330.7 mi
    5h 33m
    $61–88
  5. Fly Waterloo Municipal Airport to Chicago O'Hare International Airport

    1. Fly from Waterloo Municipal Airport (ALO) to Chicago O'Hare International Airport (ORD)plane plane ALO - ORD
    2h 20m
    $51–277
  6. Line 41 bus to Omaha, fly to Chicago Midway International Airport

    1. Take the bus from 1st Ave & 8th St NE to 11th & Dodge NEbus bus
    2. Fly from Omaha (OMA) to Chicago Midway International Airport (MDW)plane plane OMA - MDW
    4h 46m
    $85–558

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

Calendar14Weekly Planes
Duration1h 21mAverage Duration
Ticket$70Cheapest Price
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Questions & Answers

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 $55–110 and the journey takes 7h 5m.

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