Looking for the price of a flight from Chicago to San José?

There’s no fixed price — fares between Chicago and San José can vary a lot by day or time.

$125 is the best price recorded in the last 15 days.

It’s often useful to check whether nearby airports offer better fares. Flying during less crowded periods also increases your chances of finding good deals.

Exploring all airports near Chicago and San José

Checking all the airports available in the area can give you more departure and arrival options for your trip.

• Airports in Chicago: 3 different airports operate in Chicago - Midway, O'Hare, Rockford.
• Airports in San José: Try also checking Tobias Bolanos along with San José - Juan Santamaria International.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Filter and compare flights from Chicago to San José

Jetcost helps you manage complex searches with simple filters. Sort by airline, duration, number of stops, or even time windows for outbound and return flights.

Other popular destinations

Want more ideas for your trip to Costa Rica? Check these: Liberia, Limon, Quepos, San José, Tamarindo.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.