What’s the cost of a flight from Chicago to San José?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and San José.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Best airport options between Chicago and San José

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in San José: Tobias Bolanos offers an alternative to San José - Juan Santamaria International.

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Match your flight search to your preferences: Chicago – San José

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from the best airlines and travel agencies.

Other popular destinations

Thinking about traveling to Costa Rica? Other users also viewed: Golfito, Liberia, Quepos, San José, Tamarindo.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.