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How to get fromChicago to Costa Ricaby plane, train, bus, car, shuttle or bus (Greyhound, Flixbus)

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There are 7 ways to get from Chicago to Costa Rica by plane, train, bus, car, shuttle, or bus (Greyhound, Flixbus)

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 Juan Santamaría International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)plane plane ORD - SJO
    8h 2m
    $154–607
  2. Train, bus via Mexico City

    1. Take the train from Chicago Union Station to Dallastrain train
    2. Take the bus from Dallas to Terminal Central de Autobuses del Nortebus bus
    3. Take the bus from Terminal Central de Autobuses del Norte to Tapachulabus bus
    4. Take the bus from Tapachula to San Salvadorbus bus
    5. Take the bus from Terminal San Benito - CCA to Terminal Atlántico Nortebus bus
    4d 7h
    $460–1,118
  3. Drive 5,325.3 km

    1. Drive from Chicago to San Josécar car 5,325.3 km
    2d 18h
    $715–1,032
  4. Fly Chicago Midway International Airport to Juan Santamaría International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane plane MDW - SJO
    9h 40m
    $164–707
  5. Fly Chicago O'Hare International Airport to Liberia International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Liberia International Airport (LIR)plane plane ORD - LIR
    2. Take a shuttle bus from Liberia Airport to Monteverdeshuttle bus
    3. Take a shuttle bus from Monteverde to Puntarenasshuttle bus
    11h 19m
    $538–1,806
  6. Bus

    1. Take the bus from Chicago Bus Station to Memphis Bus Stationbus bus
    2. Take the bus from Memphis Bus Station to Downtown Houstonbus bus
    3. Take the bus from Houston to San Salvadorbus bus
    4. Take the bus from San Salvador to San Josébus bus
    5d 3h
    $393–790
  7. Train, bus

    1. Take the train from Chicago Union Station to Longviewtrain train
    2. Take the bus from Longview Bus Station to Houston Bus Stationbus bus
    3. Take the bus from Houston to Managuabus bus
    4. Take the bus from Managua to Terminal Tica Busbus bus
    5d 12h
    $446–1,174

Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) flights

Calendar46Weekly Planes
Duration6h 46mAverage Duration
Ticket$122Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Costa Rica?

American Airlines, United Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to San José via Memphis Bus Station, Downtown Houston, Smith St @ Pierce St, Mission Bend Transit Center, Bellaire Blvd @ Corporate Dr, Houston, San Salvador, and San Salvador in around 5d 3h.

Airlines
Train operators
Bus operators

Want to know more about travelling around Costa Rica

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

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