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How to get fromCayman Islands to Chicagoby plane or train

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

    best
    1. Fly from Georgetown Owen Roberts International Airport (GCM) to Chicago O'Hare International Airport (ORD)plane plane GCM - ORD
    7h 32m
    $116–505

  2. Fly to Chicago Midway International Airport

    1. Fly from Georgetown Owen Roberts International Airport (GCM) to Chicago Midway International Airport (MDW)plane plane GCM - MDW
    8h 38m
    $153–668

  3. Fly to South Bend, train

    1. Fly from Georgetown Owen Roberts International Airport (GCM) to South Bend (SBN)plane plane GCM - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    11h 8m
    $160–659

  4. Fly to General Mitchell International Airport, train

    1. Fly from Georgetown Owen Roberts International Airport (GCM) to General Mitchell International Airport (MKE)plane plane GCM - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    11h 37m
    $263–1,029

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

Calendar32Weekly Planes
Duration6h 35mAverage Duration
Ticket$113Cheapest Price
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Comparing Your Travel Options

Map of how to get from Cayman Islands to Chicago.ExpandLaunch map view
  • Distance: 1,633.3 mi
  • Duration: 7h 32m

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

American Airlines, United Airlines, and Delta fly from Georgetown Owen Roberts International Airport (GCM) to Chicago O'Hare International Airport (ORD) 5 times a day.

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