Direct flights from San José to Chicago SJO → ORD

American Airlines and United Airlines operate nonstop flights from San José (SJO) to Chicago (ORD). The nonstop flight takes around ~4h 28m, covering 2,221 miles (3,575 km). Updated 28 June 2026.

📬 Cheap nonstop deals from San José

We'll email you when a fare from SJO drops well below normal. Free, weekly, no password needed.

Free · weekly digest · no password needed

American Airlines AA United Airlines UA

Departure Schedule next 7 days

More nonstops from San José

SJO → BOG Bogota 2 airlines SJO → DRK Puntarenas SJO → CTG Cartagena 2 airlines SJO → ATL Atlanta SJO → CDG Paris (Roissy-en-France, Val-d'Oise) SJO → CLT Charlotte SJO → DFW Dallas-Fort Worth SJO → EWR Newark

Frequently asked questions

Is there a direct flight from San José to Chicago?

Yes, American Airlines and United Airlines operate nonstop flights from San José (SJO) to Chicago (ORD).

Which airlines fly direct from San José to Chicago?

American Airlines, United Airlines operate nonstop flights from San José to Chicago.

How long is the flight from San José to Chicago?

The nonstop flight from San José to Chicago takes ~4h 28m (approximately 3575 km).

Explore More

SJO All direct flights from San José 🗓 Find cheapest round-trip dates → ORD All direct flights from Chicago ORD → SJO Return: Chicago to San José
Get cheap direct-flight deals from San José, free by email