How much is a ticket from Chicago to San José?

Depending on when you travel and how far in advance you book, fares between Chicago and San José can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Flights between Chicago and San José: which airports can you choose?

The distance between Chicago and San José is about 3556 km. Checking alternative airports can help lower the total cost of your trip.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in San José: You can also consider Tobias Bolanos along with San José - Juan Santamaria International.

Choosing airports with fast connections to the city center can cut down total travel time. You can compare all flights from Chicago airports to find the best option.

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.