Flights tailored to your budget
- Flights from San José to Chicago
How much is a flight from San José to Chicago O'Hare?
Depending on when you travel and how far in advance you book, fares between San José and Chicago can differ a lot.
Select your dates to check current offers.
Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.
Flights between San José and Chicago: which airports can you choose?
The distance between San José and Chicago is about 3574 km. Checking alternative airports can help lower the total cost of your trip.
- Airports in San José: San José has one more option besides San José - Juan Santamaria International - Tobias Bolanos.
- Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
Choosing airports with fast connections to the city center can cut down total travel time. You can compare all flights from San José airports to find the best option.
Explore flights from San José to Chicago O'Hare your way
On Jetcost, you can filter by round-trip or one-way, time of day, airline, number of stops, and even by specific travel agency.
Other popular destinations
Also interested in United States? Check out: Atlanta, Los Angeles, Miami, New York City, Orlando.
If you’re flexible with dates, try checking the days before and after to see if prices vary. Some routes are offered by multiple agencies — comparing fares can really pay off.
Frequently asked questions about flights from San José to Chicago O'Hare.
How much does an airline ticket from San José to Chicago O'Hare cost?
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What are the airports in Chicago?
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What are the most popular cities in United States?
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What is the cheapest month to fly from San José to Chicago?
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