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

Find Transport to San Juan

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There are 5 ways to get from Chicago to San Juan by plane, train, car, 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 14m
    $178–630

  2. Fly Chicago Midway International Airport to Luis Munoz Marin International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane plane MDW - SJU
    8h 9m
    $258–930

  3. Train to South Bend, fly to Luis Munoz Marin International Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Luis Munoz Marin International Airport (SJU)plane plane SBN - SJU
    12h 43m
    $220–741

  4. Fly Chicago Midway International Airport to Aguadilla, drive

    1. Fly from Chicago Midway International Airport (MDW) to Aguadilla (BQN)plane plane MDW - BQN
    2. Drive from Aguadilla (BQN) to San Juancar car
    11h 52m
    $218–928

  5. Fly Chicago Midway International Airport to Ponce, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane plane MDW - PSE
    2. Take a shuttle bus from Hilton Ponce Golf & Casino Resort to San Juan Airportshuttle bus
    16h 56m
    $418–1,202

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

Calendar37Weekly Planes
Duration5h 58mAverage Duration
Ticket$126Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to San Juan.ExpandLaunch map view
  • Distance: 3,379.6 km
  • Duration: 8h 14m

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

American Airlines, United Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) 5 times a day.

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Want to know more about travelling around Puerto Rico

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