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$112+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$270
(Kiwi.com)

One-way from

$112
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$555

Good round-trip deal

$442 or less

Good one-way deal

$224 or less
Provider with most accurate pricing for Chicago (CHI)-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San José Juan Santamaria Intl flights.
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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. 8% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 2/25:42 pmSTL - SJO
1 stop17h 55mMultiple Airlines
Sat 2/712:33 pmSJO - STL
1 stop11h 00mMultiple Airlines
Deal found 1/6$270
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Tue 2/35:42 pmSTL - SJO
1 stop17h 55mMultiple Airlines
Fri 2/612:33 pmSJO - STL
1 stop11h 00mMultiple Airlines
Deal found 1/6$285
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 2/25:42 pmSTL - SJO
1 stop17h 55mMultiple Airlines
Mon 2/912:33 pmSJO - STL
1 stop11h 00mMultiple Airlines
Deal found 1/6$305
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Sun 3/13:49 pmSTL - SJO
1 stop19h 51mMultiple Airlines
Thu 3/512:35 pmSJO - STL
1 stop11h 24mMultiple Airlines
Deal found 1/7$311
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Fri 2/203:49 pmSTL - SJO
1 stop19h 51mMultiple Airlines
Fri 2/2712:35 pmSJO - STL
1 stop11h 52mMultiple Airlines
Deal found 1/6$313
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 2/45:42 pmSTL - SJO
1 stop17h 55mMultiple Airlines
Wed 2/1112:33 pmSJO - STL
1 stop9h 54mMultiple Airlines
Deal found 1/7$317
This Southwest deal was found by Cheapflights users on 1/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2212:40 pmSTL - SJO
1 stop6h 50mSouthwest
Thu 2/269:40 amSJO - STL
1 stop11h 45mSouthwest
Deal found 1/6$320
This United Airlines deal was found by Cheapflights users on 1/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 amSTL - LIR
1 stop7h 10mUnited Airlines
Fri 5/13:25 pmLIR - STL
1 stop17h 03mUnited Airlines
Deal found 1/5$322
This Kiwi.com deal was found by Cheapflights users on 1/8. 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.
Mon 2/233:49 pmSTL - SJO
1 stop19h 51mMultiple Airlines
Mon 3/21:31 pmSJO - STL
2 stops32h 56mMultiple Airlines
Deal found 1/8$324
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Sun 3/13:49 pmSTL - SJO
1 stop19h 51mMultiple Airlines
Wed 3/412:35 pmSJO - STL
1 stop9h 52mMultiple Airlines
Deal found 1/7$325
This American Airlines deal was found by Cheapflights users on 1/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:54 pmSTL - LIR
2 stops19h 16mAmerican Airlines
Fri 5/12:10 pmLIR - STL
2 stops20h 14mAmerican Airlines
Deal found 1/7$326
This American Airlines deal was found by Cheapflights users on 1/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:36 pmSTL - LIR
1 stop18h 56mAmerican Airlines
Wed 2/183:32 pmLIR - STL
1 stop7h 50mAmerican Airlines
Deal found 1/6$328

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 January 8, 2026.
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

Wed 2/25

3:49 pm-11:40 am

1 stop19h 51m

San José Juan Santamaria Intl

Wed 3/4

12:35 pm-10:27 pm

1 stop9h 52m

$302

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 2/22

12:40 pm-7:30 pm

1 stop6h 50m

San José Juan Santamaria Intl

Thu 2/26

9:40 am-9:25 pm

1 stop11h 45m

$320

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Tue 2/17

7:00 am-2:25 pm

1 stop7h 25m

Liberia

Tue 2/24

3:29 pm-11:22 pm

1 stop7h 53m

$322

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 3/8

5:15 am-3:08 pm

1 stop10h 53m

Liberia

Thu 3/12

1:01 pm-10:59 pm

1 stop8h 58m

$322

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sat 2/14

6:36 pm-1:32 pm

1 stop18h 56m

Liberia

Wed 2/18

3:29 pm-8:41 am

2 stops17h 12m

$332

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Fri 2/6

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Fri 2/13

3:05 pm-11:36 pm

1 stop8h 31m

$342

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 3/8

5:15 am-3:08 pm

1 stop10h 53m

Liberia

Mon 3/16

7:35 am-10:16 pm

1 stop13h 41m

$342

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sat 1/31

6:00 am-1:50 pm

1 stop7h 50m

Liberia

Fri 2/6

3:05 pm-11:37 pm

1 stop8h 32m

$342

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 2/2

6:00 am-2:20 pm

1 stop8h 20m

Liberia

Mon 2/9

3:13 pm-11:59 pm

1 stop8h 46m

$342

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Tue 2/24

6:00 am-6:37 pm

1 stop12h 37m

Liberia

Mon 3/2

8:35 am-10:14 pm

1 stop13h 39m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

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, May is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $228). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $383). 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 January 8, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Costa Rica as you normally would.

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 January 8, 2026.

The most flights from USIL to CR0 are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, 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 Southwest, American Airlines, and United Airlines fly from Illinois to Costa Rica in about 6h 50m. The time it takes to get you to your destination can typically vary by up to 4h 03m. Airlines will cover a distance of 2022 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 $88. Users have also found prices from $96 and $136 on Frontier and Delta, 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, May is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $228). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $383). 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

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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 8 airlines flying from Illinois to Costa Rica

Discover the top 8 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$672FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$257Average$382FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$454FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$309Average$493FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$344Average$681FlexibilityNo cancel feeOn-time71%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$394Average$643FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$406Average$681FlexibilityNo cancel feeOn-time69%

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