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.

Airport options between Chicago and San José

Even for routes around 3556 km, using different airports might affect flight cost and travel time.

• Airports in Chicago: You can fly from 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in San José: Tobias Bolanos is another option in San José.

Checking the average travel time to the airport can help you plan better. For some routes, changing your arrival or departure airport might also affect the price.

Customize your flight from Chicago to San José

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from the best airlines and travel agencies.

Other popular destinations

Thinking about Costa Rica? You might also consider: Golfito, Liberia, Quepos, San José, Tamarindo.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.