Cheap flights from Illinois to Costa Rica from $197

The cheapest month to fly to Costa Rica from Illinois is in February. Flight prices, which tend to average around $519, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in February, then October is your next best option. Flight prices from Illinois to Costa Rica during October average around $550.

According to our data, Tuesday is the cheapest day to fly to Costa Rica from Illinois. The lowest ticket price found for a Tuesday departure recently was $501. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $716. These prices are subject to change though, so be sure to set up a Price Alert for flights to Costa Rica.

In the afternoon is the cheapest time of day to fly from Illinois to Costa Rica when you can find flight prices for as low as $505. Flying to Costa Rica in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Costa Rica are more costly at noon, with an average ticket price of $696. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Illinois - Costa Rica flight prices

You are more likely to see cheaper flights to Costa Rica from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $557 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Illinois for as low as $495 on momondo.

There are 3 cabin classes available to choose from on Illinois to Costa Rica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Air Canada, Southwest, and Delta are the most popular carriers operating from Illinois to Costa Rica

United Airlines, American Airlines and Copa Airlines are the top three most popular airlines that fly to Costa Rica from Illinois according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 9 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

As of October 2026, there are 2 flights per week flying from Illinois to Costa Rica. The most common day of the week flights depart is Sat, with 100% of flights taking off on this day.

Flight times vary depending on what airport in Illinois you fly out of and what airport in Costa Rica you fly into. For example, flying from Chicago to San José takes 6h 04m on average. On the other hand, flying from Moline to San José takes 12h 26m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.