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

Find Transport to Old San Juan

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There are 4 ways to get from Chicago to Old San Juan by plane, 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 25m
    $238–685
  2. Fly Chicago O'Hare International Airport to Aguadilla, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Aguadilla (BQN)plane plane ORD - BQN
    2. Drive from Aguadilla (BQN) to Old San Juancar car
    11h 24m
    $206–627
  3. 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 14m
    $258–885
  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
    $398–957

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

Calendar74Weekly Planes
Duration7h 18mAverage Duration
Ticket$160Cheapest Price
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Questions & Answers

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

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

Airlines
Bus operators

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