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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
    12h 25m
    $712–2,118

  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
    11h 40m
    $182–718

  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
    16h 17m
    $248–781

  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
    14h 3m
    $359–1,298

  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
    15h 17m
    $778–2,181

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

Calendar6Weekly Planes
Duration11h 13mAverage Duration
Ticket$710Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Tobago.ExpandLaunch map view
  • Distance: 4,316.7 km
  • Duration: 12h 25m

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) 6 times a week.

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