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

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

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.

What are the airport options between San José and Chicago?

If both departure and destination cities offer multiple airports, comparing them can help you save time and money.

• Airports in San José: Tobias Bolanos is another option besides San José - Juan Santamaria International.
• Airports in Chicago: 3 airports serve Chicago - Midway, O'Hare, Rockford.

Some airports have different terminals for low-cost and traditional airlines — knowing in advance can save time. You can filter results to see only the airports that suit you.

Customize your flight from San José to Chicago

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 United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

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.