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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 1m
    $162–705

  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
    8h 37m
    $212–905

  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
    $223–914

  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 37m
    $270–1,170

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

Calendar31Weekly Planes
Duration5h 30mAverage Duration
Ticket$167Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Cayman Islands.ExpandLaunch map view
  • Distance: 2,628.3 km
  • Duration: 7h 1m

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

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Georgetown Owen Roberts International Airport (GCM) 4 times a day.

Airlines
Train operators

Want to know more about travelling around Cayman Islands

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