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How to get fromChicago to Cubaby train, taxi, bus, car, plane, or shuttle

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There are 7 ways to get from Chicago to Cuba by train, taxi, bus, car, plane, 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. Train, taxi (Amtrak)

    best
    1. Take the train from Chicago Union Station to Washington Stationtrain train Lincoln Service Missouri River Runner
    2. Take the taxi from Washington Station to Cubataxi taxi
    7h 19m
    $218–359

  2. Fly Chicago O'Hare International Airport to Columbia Regional Airport, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Columbia Regional Airport (COU)plane plane ORD - COU
    2. Drive from Columbia Regional Airport (COU) to Cubacar car
    5h 6m
    $64–331

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Washingtonbus bus
    3. Take the taxi from Washington to Cubataxi taxi
    8h 50m
    $169–241

  4. Drive 379.1 mi

    1. Drive from Chicago to Cubacar car 379.1 mi
    6h 21m
    $70–100

  5. Fly Chicago O'Hare International Airport to Lambert–St. Louis International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Lambert–St. Louis International Airport (STL)plane plane ORD - STL
    2. Take a shuttle bus from St Louis International Airport to Rolla, MOshuttle bus
    6h 22m
    $452–915

  6. Fly Chicago Midway International Airport to Lambert–St. Louis International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Lambert–St. Louis International Airport (STL)plane plane MDW - STL
    2. Take a shuttle bus from St Louis International Airport to Rolla, MOshuttle bus
    6h 6m
    $258–765

  7. Fly Chicago O'Hare International Airport to Abraham Lincoln Capital Airport, train, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Abraham Lincoln Capital Airport (SPI)plane plane ORD - SPI
    2. Take the train from Springfield to Washington Stationtrain train
    3. Take the taxi from Washington Station to Cubataxi taxi
    8h 14m
    $206–531

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

Calendar42Weekly Planes
Duration1h 32mAverage Duration
Ticket$47Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Cuba.ExpandLaunch map view
  • Distance: 379.3 mi
  • Duration: 7h 19m

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

There is no direct connection from Chicago to Cuba. However, you can take the train to Washington Station then take the taxi to Cuba. Alternatively, you can take the bus to St Louis Bus Station, take the bus to Washington, then take the taxi to Cuba.

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