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How to get fromCosta Rica to Chicagoby plane, bus, train, car, or shuttle

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There are 7 ways to get from Costa Rica to Chicago by plane, bus, 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 Juan Santamaría International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Juan Santamaría International Airport (SJO) to Chicago O'Hare International Airport (ORD)plane plane SJO - ORD
    8h 29m
    $273–557

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

    cheapest
    1. Fly from Juan Santamaría International Airport (SJO) to Chicago Midway International Airport (MDW)plane plane SJO - MDW
    9h 58m
    $203–807

  3. Bus, train

    1. Take the bus from San José to San Salvadorbus bus
    2. Take the bus from San Salvador to Tapachulabus bus
    3. Take the bus from Tapachula to Terminal Central de Autobuses del Nortebus bus
    4. Take the bus from Terminal Central de Autobuses del Norte to Dallasbus bus
    5. Take the train from Dallas to Chicago Union Stationtrain train
    4d 11h
    $644–1,164

  4. Drive 3,291.5 mi

    1. Drive from San José to Chicagocar car 3,291.5 mi
    2d 19h
    $711–1,027

  5. Shuttle, shuttle to Liberia International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Puntarenas to Monteverdeshuttle bus
    2. Take a shuttle bus from Monteverde to Liberia Airportshuttle bus
    3. Fly from Liberia International Airport (LIR) to Chicago O'Hare International Airport (ORD)plane plane LIR - ORD
    11h 10m
    $466–1,284

  6. Shuttle, shuttle to Liberia International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Puntarenas to Monteverdeshuttle bus
    2. Take a shuttle bus from Monteverde to Liberia Airportshuttle bus
    3. Fly from Liberia International Airport (LIR) to Chicago Midway International Airport (MDW)plane plane LIR - MDW
    13h 31m
    $546–1,584

  7. Fly Juan Santamaría International Airport to General Mitchell International Airport, train

    1. Fly from Juan Santamaría International Airport (SJO) to General Mitchell International Airport (MKE)plane plane SJO - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    12h 19m
    $387–1,471

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

Calendar31Weekly Planes
Duration8h 10mAverage Duration
Ticket$145Cheapest Price
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Questions & Answers

Map of how to get from Costa Rica to Chicago.ExpandLaunch map view
  • Distance: 2,241.3 mi
  • Duration: 8h 29m

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

United Airlines, American Airlines, and two other airlines fly from Juan Santamaría International Airport (SJO) to Chicago O'Hare International Airport (ORD) 4 times a day.

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