Rome2Rio

How to get fromChicago to Grand Caymanby plane or train

Find Transport to Grand Cayman

See all options

There are 4 ways to get from Chicago to Grand Cayman 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
    6h 32m
    $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 8m
    $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 19m
    $223–964

  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 8m
    $270–1,170

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

Calendar31Weekly Planes
Duration5h 30mAverage Duration
Ticket$164Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Grand Cayman.ExpandLaunch map view
  • Distance: 2,625.2 km
  • Duration: 6h 32m

What companies run services between Chicago, IL, USA and Grand Cayman, 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

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides