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How to get fromChicago to San Juanby plane, train, or shuttle

Find Transport to San Juan

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There are 4 ways to get from Chicago to San Juan by plane, 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 O'Hare International Airport to Luis Munoz Marin International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane plane ORD - SJU
    8h 25m
    $278–680
  2. Fly Chicago Midway International Airport to Luis Munoz Marin International Airport

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane plane MDW - SJU
    8h 14m
    $258–930
  3. Train to General Mitchell International Airport, fly to Luis Munoz Marin International Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Luis Munoz Marin International Airport (SJU)plane plane MKE - SJU
    11h 22m
    $405–1,000
  4. Fly Chicago O'Hare International Airport to Ponce, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane plane ORD - PSE
    2. Take a shuttle bus from Hilton Ponce Golf & Casino Resort to San Juan Airportshuttle bus
    14h 51m
    $428–902

Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) flights

Calendar81Weekly Planes
Duration7h 8mAverage Duration
Ticket$164Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and San Juan, Puerto Rico?

Frontier Airlines, American Airlines, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) every 2 hours.

Airlines
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