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How to get fromChicago to San Joséby plane, bus, train, car, shuttle, or bus (Greyhound, Flixbus)

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There are 9 ways to get from Chicago to San José by plane, bus, train, 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, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)plane plane ORD - SJO
    2. Take the bus from 50 m este Del Aeropuerto to Terminal San José Av. 2, C12 Y 14bus bus
    9h 40m
    $354–557

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

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane plane MDW - SJO
    2. Take the bus from 50 m este Del Aeropuerto to Terminal San José Av. 2, C12 Y 14bus bus
    10h 50m
    $194–807

  3. 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 Carlos - CCA to Terminal Atlántico Nortebus bus
    4d 6h
    $719–1,229

  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, bus

    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
    3. Take the bus from 50 m este Del Aeropuerto to Terminal San José Av. 2, C12 Y 14bus bus
    12h 35m
    $251–972

  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 Alajuelashuttle bus
    12h 29m
    $592–1,440

  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 Alajuelashuttle bus
    14h 14m
    $652–1,690

  8. 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 San Carlos - CCA to Terminal Atlántico Nortebus bus
    5d 1h
    $451–867

  9. 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 Terminal Managua - CCA to Terminal Atlántico Nortebus bus
    5d 17h
    $590–1,099

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

Calendar39Weekly Planes
Duration7h 57mAverage Duration
Ticket$154Cheapest Price
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Questions & Answers

Map of how to get from Chicago to San José.ExpandLaunch map view
  • Distance: 3,706.4 km
  • Duration: 9h 40m

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

You can take a bus from Chicago Bus Station to Terminal Atlántico Norte via Memphis Bus Station, Downtown Houston, Smith St @ Pierce St, Mission Bend TC, Bellaire Blvd @ Corporate Dr, Houston, San Salvador, and Terminal San Carlos - CCA in around 5d 1h.

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