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How to get fromChicago to Jamaicaby plane or train

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There are 6 ways to get from Chicago to Jamaica 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 Chicago Midway International Airport to Sangster International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ)plane plane MDW - MBJ
    7h 33m
    $272–1,205

  2. Fly Chicago O'Hare International Airport to Norman Manley International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Manley International Airport (KIN)plane plane ORD - KIN
    9h 38m
    $144–607

  3. Fly Chicago O'Hare International Airport to Sangster International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)plane plane ORD - MBJ
    7h 57m
    $182–805

  4. Fly Chicago Midway International Airport to Norman Manley International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Norman Manley International Airport (KIN)plane plane MDW - KIN
    10h 6m
    $204–907

  5. Train to South Bend, fly to Sangster International Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Sangster International Airport (MBJ)plane plane SBN - MBJ
    11h 6m
    $225–966

  6. Train to General Mitchell International Airport, fly to Sangster International Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ)plane plane MKE - MBJ
    11h 4m
    $349–1,386

Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) flights

Calendar27Weekly Planes
Duration6h 12mAverage Duration
Ticket$269Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Jamaica.ExpandLaunch map view
  • Distance: 2,773.9 km
  • Duration: 7h 33m

What companies run services between Chicago, IL, USA and Jamaica?

Southwest Airlines, Delta, and Frontier Airlines fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) 4 times a day.

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Want to know more about travelling around Jamaica

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