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How to get fromChicago to Montego Bayby plane, bus, train or shuttle

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There are 7 ways to get from Chicago to Montego Bay by plane, bus, train, or shuttle

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)planeMDW - MBJ
    7h 31m
    $192–905

  2. Fly Chicago O'Hare International Airport to Ian Fleming International Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Ian Fleming International Airport (OCJ)planeORD - OCJ
    2. Take the bus from Ocho Rios to Montego Baybus
    10h 57m
    $140–587

  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)planeORD - MBJ
    7h 49m
    $222–495

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

    1. Take the train from Van Buren St. to South Bend Airporttrain
    2. Fly from South Bend (SBN) to Sangster International Airport (MBJ)planeSBN - MBJ
    11h 15m
    $213–964

  5. Fly Chicago O'Hare International Airport to Norman Manley International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Manley International Airport (KIN)planeORD - KIN
    2. Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bayshuttle
    11h 32m
    $460–940

  6. Fly Chicago Midway International Airport to Norman Manley International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Norman Manley International Airport (KIN)planeMDW - KIN
    2. Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bayshuttle
    11h 24m
    $490–1,090

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

    1. Take the train from Chicago Union Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ)planeMKE - MBJ
    11h 7m
    $294–1,417

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

Calendar25Weekly Planes
Duration5h 57mAverage Duration
Ticket$190Cheapest Price
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Questions & Answers

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