How to estimate the price of a flight from Chicago Midway to San José?

It depends. Prices for flights from Chicago to San José fluctuate based on several factors.

Select your dates to check current offers.

Checking fares across several nearby dates can help you see which days offer the best deals. Jetcost lets you track price changes and grab the best opportunities.

Which airports near Chicago or San José offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

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

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Compare flights from Chicago Midway to San José with advanced filters

Find your ideal flight using Jetcost. Select whether you want nonstop or connecting flights, round-trip or one-way, and filter by airline, price, or booking site.

Other popular destinations

Looking for alternatives in Costa Rica? Travelers also liked: Golfito, Liberia, Quepos, San José, Tamarindo.

If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.