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How to get fromChicago to Tobagoby plane, ferry, or train

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There are 5 ways to get from Chicago to Tobago by plane, ferry, 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 Midway International Airport to Arthur Napoleon Raymond Robinson International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Arthur Napoleon Raymond Robinson International Airport (TAB)plane plane MDW - TAB
    13h 50m
    $612–2,018

  2. Fly Chicago O'Hare International Airport to Arthur Napoleon Raymond Robinson International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Arthur Napoleon Raymond Robinson International Airport (TAB)plane plane ORD - TAB
    12h 7m
    $192–768

  3. Fly Chicago O'Hare International Airport to Piarco International Airport, ferry

    1. Fly from Chicago O'Hare International Airport (ORD) to Piarco International Airport (POS)plane plane ORD - POS
    2. Take the ferry from Port of Spain to Scarboroughferry ferry
    15h 46m
    $248–831

  4. Train to General Mitchell International Airport, fly to Arthur Napoleon Raymond Robinson International Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Arthur Napoleon Raymond Robinson International Airport (TAB)plane plane MKE - TAB
    13h 33m
    $759–2,299

  5. Fly Chicago Midway International Airport to Piarco International Airport, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Piarco International Airport (POS)plane plane MDW - POS
    2. Take the ferry from Port of Spain to Scarboroughferry ferry
    17h 7m
    $328–1,181

Chicago Midway International Airport (MDW) to Arthur Napoleon Raymond Robinson International Airport (TAB) flights

Calendar8Weekly Planes
Duration11h 39mAverage Duration
Ticket$629Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Tobago.ExpandLaunch map view
  • Distance: 4,316.8 km
  • Duration: 13h 50m

What companies run services between Chicago, IL, USA and Tobago, Trinidad and Tobago?

Southwest Airlines and Caribbean Airlines fly from Chicago Midway International Airport (MDW) to Arthur Napoleon Raymond Robinson International Airport (TAB) once daily.

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