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How to get fromChicago to Montego Bayby plane or train

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There are 4 ways to get from Chicago to Montego Bay 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 Midway International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ)plane plane MDW - MBJ
    6h 26m
    $192–855

  2. Fly from Chicago O'Hare International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)plane plane ORD - MBJ
    6h 52m
    $212–305

  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 Sangster International Airport (MBJ)plane plane SBN - MBJ
    10h 20m
    $243–1,114

  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 Sangster International Airport (MBJ)plane plane MKE - MBJ
    10h 18m
    $274–1,216

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

Calendar14Weekly Planes
Duration5h 42mAverage Duration
Ticket$194Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) twice daily.

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