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How to get fromChicago to Cayman Islandsby plane or train

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There are 4 ways to get from Chicago to Cayman Islands by plane 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 from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Georgetown Owen Roberts International Airport (GCM)plane plane ORD - GCM
    7h 16m
    $112–555

  2. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Georgetown Owen Roberts International Airport (GCM)plane plane MDW - GCM
    9h 9m
    $162–755

  3. Train to South Bend, fly

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Georgetown Owen Roberts International Airport (GCM)plane plane SBN - GCM
    10h 48m
    $203–864

  4. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Georgetown Owen Roberts International Airport (GCM)plane plane MKE - GCM
    10h 38m
    $233–1,066

Chicago O'Hare International Airport (ORD) to Georgetown Owen Roberts International Airport (GCM) flights

Calendar55Weekly Planes
Duration5h 44mAverage Duration
Ticket$114Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Cayman Islands?

American Airlines, United Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Georgetown Owen Roberts International Airport (GCM) every 4 hours.

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Want to know more about travelling around Cayman Islands

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