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$126+ Cheap flights from Illinois to Costa Rica

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Dec 11 — Dec 181
Thu 12/11
Thu 12/18
1 adult, Economy
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Cheap flight deals from Illinois to Costa Rica

Keep the following information in mind while searching for Illinois to Costa Rica flight deals. Data was last updated November 11, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$261
(Kiwi.com)

One-way from

$126
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$511

Good round-trip deal

$396 or less

Good one-way deal

$217 or less
Provider with most accurate pricing for Chicago (CHI)-San José Juan Santamaria Intl flight deals.
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From Illinois to Costa Rica
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One-way flight from Illinois to Costa Rica
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Highest demand for flights based on searches. 11% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Illinois to Costa Rica.
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Price to beat on a one-way flight from Illinois to Costa Rica.
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Find flight deals from Illinois to Costa Rica

Cheapest flights from Illinois to Costa Rica
Explore the most affordable flight options available from Illinois to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Mon 12/151:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Deal found 11/8$261
This KAYAK deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Sat 12/131:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/9$267
This CheapOair deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Tue 12/1612:39 pmSJO - ORD
2 stops11h 30mSpirit Airlines
Deal found 11/11$270
This Kiwi.com deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Sat 12/131:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/11$273
This Mytrip deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Sat 12/68:07 amSJO - ORD
2 stops14h 04mMultiple Airlines
Deal found 11/9$274
This Mytrip deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Tue 12/1612:39 pmSJO - ORD
2 stops11h 30mSpirit Airlines
Deal found 11/9$275
This Cheapflightsfares deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Fri 12/121:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/10$277
This Cheapflightsfares deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Mon 12/151:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/9$278
This Mytrip deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Tue 11/1812:34 pmSJO - ORD
1 stop10h 32mMultiple Airlines
Deal found 11/10$279
This KAYAK deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Wed 12/171:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/11$280
This KAYAK deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Tue 12/91:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/10$281
This KAYAK deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Mon 12/151:31 pmSJO - ORD
1 stop21h 37mSpirit Airlines
Deal found 11/9$282

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 11, 2025.
Use the filters below to find and compare flights from Illinois to Costa Rica that are best for you.

Fly from

Illinois

Fly to

Costa Rica

Route

Depart

Return

Price

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 1/18

7:10 am-10:15 pm

1 stop15h 05m

San José Juan Santamaria Intl

Thu 2/19

7:00 am-11:38 pm

1 stop16h 38m

$318

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 2/2

9:33 am-9:02 pm

2 stops11h 29m

San José Juan Santamaria Intl

Mon 2/9

8:00 am-9:51 pm

2 stops13h 51m

$322

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Wed 12/31

6:00 am-12:56 pm

1 stop6h 56m

San José Juan Santamaria Intl

Thu 1/15

7:00 am-5:50 pm

1 stop10h 50m

$339

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 2/8

7:10 am-10:15 pm

1 stop15h 05m

San José Juan Santamaria Intl

Tue 3/10

1:20 pm-11:40 pm

1 stop9h 20m

$339

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Wed 12/31

6:00 am-12:56 pm

1 stop6h 56m

San José Juan Santamaria Intl

Sat 1/17

7:00 am-2:49 pm

1 stop7h 49m

$359

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 1/1

9:47 am-9:55 pm

1 stop12h 08m

San José Juan Santamaria Intl

Sat 1/17

7:00 am-2:49 pm

1 stop7h 49m

$359

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 11/27

9:00 am-12:11 pm

2 stops27h 11m

San José Juan Santamaria Intl

Fri 12/5

7:00 am-11:06 pm

2 stops16h 06m

$378

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Fri 1/2

6:00 am-9:55 pm

1 stop15h 55m

San José Juan Santamaria Intl

Wed 1/21

7:00 am-8:39 pm

1 stop13h 39m

$380

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/21

2:13 pm-9:52 pm

1 stop7h 39m

San José Juan Santamaria Intl

Tue 1/27

4:09 am-12:46 pm

1 stop8h 37m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 2/5

7:34 am-4:48 pm

1 stop9h 14m

San José Juan Santamaria Intl

Sun 2/15

8:11 am-12:04 am

1 stop15h 53m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Costa Rica

What is the cheapest month to book a flight from Illinois to Costa Rica?

Currently, October is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $248). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to CR?

Find hourly flight availability from Illinois to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 11, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 28% on flights from Illinois to Costa Rica by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to Costa Rica?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Costa Rica. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Costa Rica flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Costa Rica

Explore weekly flight availability from Illinois to Costa Rica. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 11, 2025.

The most flights from USIL to CR0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Costa Rica?

    Airlines like Delta, American Airlines, and Copa Airlines fly from Illinois to Costa Rica in about 7h 39m. The time it takes to get you to your destination can typically vary by up to 7h 26m. Airlines will cover a distance of 2220 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Costa Rica one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $126. Users have also found prices from $147 and $156 on American Airlines and JetBlue, respectively.

  • Can I find deals for flights from Illinois to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Illinois to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Costa Rica.

  • Can I find deals for business class flights from Illinois to Costa Rica?

    Yes. Cheapflights offers flight deals from Illinois to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Costa Rica?

    Currently, October is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $248). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Illinois to Costa Rica

Discover the top 9 airlines that operate flights from Illinois to Costa Rica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$685FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$259Average$404FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$462FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$518FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$685FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$394Average$645FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$431Average$740FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%

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