Last updated on 07-10-2026 at 05:00 AM, the fares mentioned above are for flight tickets and inclusive of fuel surcharges, service fee and taxes . Based on historical data, these fares are subject to change without prior notice and cannot be guaranteed at the time of booking. Kindly go through our terms and conditions before booking.
Book Cheap Flight from Chicago to San José with YourTravelBuddy
Looking for cheap flights from Chicago to San José? YourTravelBuddy helps you compare competitive fares from O’Hare International Airport (ORD) to Juan Santamaría International Airport (SJO). Whether you’re planning a Costa Rica vacation, traveling for business, or visiting friends and family, we specialize in budget-friendly ORD to SJO flights. Compare airlines, discover top deals, and book your Chicago to San José flight with confidence.
Which airlines fly from Chicago to San José (SJO)?
Chicago to San José Flight Route Information
- Flight Duration: Approximately 5–7 hours (nonstop or one-stop)
- Distance: About 2,250 miles (3,620 km)
- Frequent Departures: Regular nonstop + daily connecting flights available
Information about airports from Chicago to San José
O’Hare International Airport (ORD) is one of America’s largest hubs with strong Central America connectivity. Juan Santamaría International Airport (SJO) is Costa Rica’s main international gateway, located near San José and serving popular destinations across the country.
Popular Flight Routes from Chicago (ORD):
- Chicago to Cancún (CUN)
- Chicago to Mexico City (MEX)
- Chicago to Guatemala City (GUA)
- Chicago to San Salvador (SAL)
- Chicago to Panama City (PTY)
Popular Flight Routes to San José (SJO):
- Miami (MIA) to San José
- Houston (IAH) to San José
- Dallas/Fort Worth (DFW) to San José
- Los Angeles (LAX) to San José
- New York (JFK) to San José
YourTravelBuddy to Find a Cheap Flight from Chicago to San José
YourTravelBuddy is the right platform if you’re searching for cheap flights from Chicago to San José. We help travelers compare airlines, routes, and fares to secure discount flight deals. Book today and enjoy a smooth trip to Costa Rica with flexible flight options.
Frequently Asked Questions about flights from Chicago to San José
How much is a flight from Chicago to San José with YourTravelBuddy?
Prices typically range from $240–$950 USD depending on season, airline, and route.
Do U.S. travelers need a visa for Costa Rica?
U.S. citizens typically do not need a visa for short tourist stays, but a valid passport is required.
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