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Not ready to book? to track prices.Find the cheapest flights from Chicago to Costa Rica
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Spirit Airlines flights from Chicago to Costa Rica
Our best Spirit Airlines deals on Chicago to Costa Rica flight tickets
Copa Airlines flights from Chicago to Costa Rica
Our best Copa Airlines deals on Chicago to Costa Rica flight tickets
See travel insights to Costa Rica from
How to get the cheapest flight ticket from Chicago to Costa Rica
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Costa Rica?
The cheapest month to fly to Costa Rica from Chicago is in May. Flight prices, which tend to average around $504, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in May, then June is your next best option. Flight prices from Chicago to Costa Rica during June average around $539.
What is the cheapest day to depart on your flight to Costa Rica?
According to our data, Wednesday is the cheapest day to fly to Costa Rica from Chicago. The lowest ticket price found for a Wednesday departure recently was $498. 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 $843. These prices are subject to change though, so be sure to set up a Price Alert for flights to Costa Rica.
What is the cheapest time of day to depart on your flight to Costa Rica?
In the evening is the cheapest time of day to fly from Chicago to Costa Rica when you can find flight prices for as low as $436. Flying to Costa Rica in the evening 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 $852. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to Costa Rica flight route?
Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago - Costa Rica flight prices
How far in advance should I book a flight to Costa Rica?
You are more likely to see cheaper flights to Costa Rica from Chicago when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $577 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Chicago for as low as $457 on momondo.
What cabin class options are available on Chicago to Costa Rica flights?
There are 3 cabin classes available to choose from on Chicago to Costa Rica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Costa Rica?
Spirit Airlines, Avianca, and Copa Airlines are the most popular carriers operating from Chicago to Costa Rica
What airlines fly to Costa Rica?
United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Costa Rica from Chicago according to our data. United Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 8 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.
Cheap Chicago to Costa Rica flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Costa Rica
Best Price Found | $111 |
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Fastest flight time | 5h 00m |
Direct flights | Every day |
Airports in Costa Rica | 2 airports |
When did momondo last update prices for flights from Chicago to Costa Rica?
Prices for flights from Chicago to Costa Rica are updated daily.
How many operators does momondo search for flights from Chicago to Costa Rica?
There are 8 operators available for flights from Chicago to Costa Rica as of February 2025.
How old do you have to be to fly from Chicago to Costa Rica?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Costa Rica.
What documentation or ID do you need to fly to Costa Rica?
The necessary travel and health documents for your Costa Rica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Costa Rica?
Based on momondo bookings for flights between Chicago and Costa Rica, the leading plane model is Boeing 737 MAX 8, making up 43.68% of the total bookings. Other popular models include Boeing 737-900 with 37.55%, Boeing 737-800 with 12.26%, and Boeing 737 MAX 9 with 4.02%.
Best airlines flying from Chicago to Costa Rica
Compare and see reviews for airlines that fly from Chicago to Costa Rica with momondo
Airline | Rating | Free Cancellation | Price | ||
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PriceFrom $237 | Free Cancellation | Rating 6.3 7,980 reviews | |||
PriceFrom $337 | Free Cancellation | Rating 6.8 2,381 reviews | |||
PriceFrom $345 | Free Cancellation | Rating 7.4 3,035 reviews | |||
PriceFrom $457 | Free Cancellation | Rating 7.6 1,483 reviews | |||
PriceFrom $517 | Free Cancellation | Rating 8.0 8,138 reviews | |||
PriceFrom $538 | Free Cancellation | Rating 8.1 4,362 reviews | |||
PriceFrom $564 | Free Cancellation | Rating 7.2 10,000 reviews | |||
PriceFrom $582 | Free Cancellation | Rating 7.4 8,724 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Costa Rica?
Finding the right flight to Costa Rica from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Costa Rica quick and easy, saving you time and money.
Can I find flights from Chicago to Costa Rica with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Costa Rica flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Costa Rica?
Once all potential Chicago to Costa Rica flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Costa Rica right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Costa Rica, momondo offers a useful price alert feature which will track prices for flights to Costa Rica from Chicago and alert you when they change.