How much should you expect to spend for a flight from Chicago O'Hare to San José Tobías Bolaños?

Flight prices from Chicago to San José change depending on demand and time of booking.

Pick a travel date to see today’s available fares.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Are there multiple airports in Chicago and San José?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

• Airports in Chicago: 3 airports are active in Chicago - Midway, O'Hare, Rockford.
• Airports in San José: San José - Tobias Bolanos is the only airport currently running.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Smart ways to search flights from Chicago O'Hare to San José Tobías Bolaños

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include the best airlines and travel agencies.

Other popular destinations

Flying to Costa Rica? Other travelers also searched: Golfito, Liberia, Quepos, San José, Tamarindo.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.