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How to get fromCuba to Chicagoby car, plane, taxi, train, bus, or shuttle

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There are 6 ways to get from Cuba to Chicago by car, plane, taxi, train, bus, 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. Drive to Columbia Regional Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Cuba to Columbia Regional Airport (COU)car car
    2. Fly from Columbia Regional Airport (COU) to Chicago O'Hare International Airport (ORD)plane plane COU - ORD
    4h 13m
    $59–280

  2. Taxi, train (Amtrak)

    1. Take the taxi from Cuba to Washington Stationtaxi taxi
    2. Take the train from Washington Station to Chicago Union Stationtrain train Lincoln Service Missouri River Runner
    7h 49m
    $217–359

  3. Taxi, bus

    1. Take the taxi from Cuba to Washingtontaxi taxi
    2. Take the bus from Washington to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    9h 5m
    $172–241

  4. Drive 375.7 mi

    1. Drive from Cuba to Chicagocar car 375.7 mi
    6h 28m
    $69–99

  5. Shuttle to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Rolla, MO to St Louis International Airportshuttle bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane plane STL - MDW
    5h 9m
    $242–585

  6. Shuttle to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Rolla, MO to St Louis International Airportshuttle bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane plane STL - ORD
    5h 32m
    $457–915

Columbia Regional Airport (COU) to Chicago O'Hare International Airport (ORD) flights

Calendar42Weekly Planes
Duration1h 42mAverage Duration
Ticket$40Cheapest Price
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Questions & Answers

Map of how to get from Cuba to Chicago.ExpandLaunch map view
  • Distance: 428.6 mi
  • Duration: 4h 13m

What companies run services between Cuba, MO, USA and Chicago, IL, USA?

There is no direct connection from Cuba to Chicago. However, you can drive to Columbia Regional Airport (COU) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the taxi to Washington Station then take the train to Chicago Union Station.

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