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

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There are 8 ways to get from Chicago to Costa Rica by plane, bus (Greyhound, Flixbus), car, train, shuttle, or bus

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 28m
    $354–557

  2. Fly Chicago Midway International Airport to Juan Santamaría International Airport

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane plane MDW - SJO
    9h 38m
    $184–757

  3. 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 Terminal Tica Bus San Salvador to Terminal Tica Bus San Josébus bus
    5d
    $433–827

  4. Drive 5,329.2 km

    1. Drive from Chicago to San Josécar car 5,329.2 km
    2d 18h
    $715–1,033

  5. Train to General Mitchell International Airport, fly to Juan Santamaría International Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Juan Santamaría International Airport (SJO)plane plane MKE - SJO
    11h 23m
    $249–970

  6. 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 12m
    $486–1,384

  7. Fly Chicago Midway International Airport to Liberia International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Liberia International Airport (LIR)plane plane MDW - LIR
    2. Take a shuttle bus from Liberia Airport to Monteverdeshuttle bus
    3. Take a shuttle bus from Monteverde to Puntarenasshuttle bus
    12h 56m
    $536–1,584

  8. 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 San Salvadorbus bus
    4. Take the bus from Terminal Tica Bus San Salvador to Terminal Tica Bus San Josébus bus
    5d 1h
    $545–1,107

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

Calendar36Weekly Planes
Duration7h 58mAverage Duration
Ticket$146Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Costa Rica.ExpandLaunch map view
  • Distance: 3,606.7 km
  • Duration: 8h 28m

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

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

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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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