Direct flights from Chicago to San José ORD → SJO
American Airlines and United Airlines operate nonstop flights from Chicago (ORD) to San José (SJO). The nonstop flight takes around ~4h 28m, covering 2,221 miles (3,575 km) and operates daily. Updated 28 June 2026.
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American Airlines
AA
United Airlines
UA
Departure Schedule next 7 days
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Frequently asked questions
Is there a direct flight from Chicago to San José?
Yes, American Airlines and United Airlines operate nonstop flights from Chicago (ORD) to San José (SJO).
Which airlines fly direct from Chicago to San José?
American Airlines, United Airlines operate nonstop flights from Chicago to San José.
How long is the flight from Chicago to San José?
The nonstop flight from Chicago to San José takes ~4h 28m (approximately 3575 km).
How often do direct flights operate from Chicago to San José?
Nonstop flights from Chicago to San José operate daily.