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How to get fromMontego Bay to Chicagoby plane or train

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There are 3 ways to get from Montego Bay 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 Midway International Airport

    best
    1. Fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW)plane plane MBJ - MDW
    4h 51m
    $261–1,128

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Sangster International Airport (MBJ) to Chicago O'Hare International Airport (ORD)plane plane MBJ - ORD
    5h 13m
    $198–852

  3. Fly to South Bend, train

    1. Fly from Sangster International Airport (MBJ) to South Bend (SBN)plane plane MBJ - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    8h 28m
    $264–1,102

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

Calendar17Weekly Planes
Duration6h 5mAverage Duration
Ticket$259Cheapest Price
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Comparing Your Travel Options

Map of how to get from Montego Bay to Chicago.ExpandLaunch map view
  • Distance: 1,721 mi
  • Duration: 4h 51m

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

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

Airlines
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