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

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

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.

Which airports are most convenient between Chicago and San José?

Whether it’s cost or connection time, the right airport combination can make a difference.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in San José: Tobias Bolanos is also worth considering.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Choose the right flight for your trip from Chicago Midway to San José

Jetcost helps you tailor your flight search based on what matters to you — flight length, budget, airline, or agency. Whether you prefer round-trip or one-way, direct or with stopovers, you’ll see options from eDreams, Expedia, and more.

Other popular destinations

Flying to Costa Rica? Many users also explore: Golfito, Liberia, Quepos, San José, Tamarindo.

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