Search flights from Chicago (CHI) to San José (SJO)

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Cheapest flights to San José

The cheapest flights available in the next 60 days – prices are updated regularly

Flying from Chicago to San José: things to know

The most popular route is from Chicago O'Hare International Airport in Chicago to Juan Santamaría International Airport in San José. On average this flight takes 8 hours 3 minutes one way and costs US$824 for the round trip.

Most popular route
Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)
Average flight time
8 hours 3 minutes
Average round-trip price
US$824
Fly from Chicago to San José
10 airlines

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Airlines that fly from Chicago to San José

Airline options may vary according to recently booked flights and your search terms

  • Spirit Airlines
  • Avianca
  • American Airlines
  • Copa Airlines
  • United Airlines
  • Aeromexico
  • Volaris
  • Frontier Airlines
  • Southwest Airlines
  • VivaAerobus

Frequently asked questions

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Flights from the United States to Costa Rica

Flexible on where to fly from? the United States also has many flight options for Costa Rica.

Flights from Chicago to Costa Rica

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Hotels in San José

A popular choice with visitors to Costa Rica.

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