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$125+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$298
(Kiwi.com)

One-way from

$125
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$646

Good round-trip deal

$550 or less

Good one-way deal

$245 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. 10% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/75:45 pmSTL - SJO
1 stop17h 42mMultiple Airlines
Wed 5/2812:28 pmSJO - STL
1 stop19h 47mMultiple Airlines
Deal found 4/23$298
This CheapOair deal was found by Cheapflights users on 4/23. 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.
Sat 5/244:35 pmORD - SJO
2 stops19h 58mMultiple Airlines
Tue 6/32:48 pmSJO - ORD
1 stop13h 54mMultiple Airlines
Deal found 4/23$326
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 6/245:05 amORD - SJO
1 stop7h 14mSpirit Airlines
Tue 7/112:28 pmSJO - ORD
1 stop10h 17mSpirit Airlines
Deal found 4/22$328
This Priceline deal was found by Cheapflights users on 4/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/183:45 pmORD - SJO
1 stop8h 30mAvianca
Thu 6/263:05 pmSJO - ORD
2 stops22h 20mAvianca
Deal found 4/23$354
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Thu 6/128:25 amSTL - SJO
1 stop12h 12mUnited Airlines
Thu 6/197:55 amSJO - STL
1 stop13h 20mUnited Airlines
Deal found 4/23$362
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 9/126:59 pmSTL - SJO
2 stops17h 21mAmerican Airlines
Fri 9/192:20 pmSJO - STL
1 stop7h 41mAmerican Airlines
Deal found 4/22$366
This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/116:00 amSTL - LIR
1 stop7h 00mDelta
Wed 6/181:25 pmLIR - STL
1 stop9h 26mDelta
Deal found 4/23$385
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 9/123:50 pmBMI - SJO
2 stops20h 30mAmerican Airlines
Fri 9/197:35 amSJO - BMI
1 stop12h 04mAmerican Airlines
Deal found 4/22$386
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Tue 5/277:19 pmSTL - LIR
2 stops19h 07mAmerican Airlines
Tue 6/32:26 pmLIR - STL
2 stops18h 28mAmerican Airlines
Deal found 4/23$389
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/259:12 pmMDW - SJO
1 stop14h 15mMultiple Airlines
Thu 5/296:07 pmSJO - MDW
2 stops25h 10mMultiple Airlines
Deal found 4/23$405
This Copa Airlines deal was found by Cheapflights users on 4/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/297:51 amORD - SJO
1 stop11h 58mCopa Airlines
Tue 5/138:09 amSJO - ORD
1 stop15h 25mCopa Airlines
Deal found 4/23$430
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 5/177:35 amORD - SJO
1 stop13h 02mUnited Airlines
Sat 5/241:00 pmSJO - ORD
Nonstop5h 34mUnited Airlines
Deal found 4/23$432

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 April 24, 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

Wed 5/7

5:45 pm-10:27 am

1 stop17h 42m

San José Juan Santamaria Intl

Wed 5/28

12:28 pm-9:15 am

1 stop19h 47m

$298

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/24

4:35 pm-11:33 am

2 stops19h 58m

San José Juan Santamaria Intl

Tue 6/3

2:48 pm-5:42 am

1 stop13h 54m

$326

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 6/24

5:05 am-11:19 am

1 stop7h 14m

San José Juan Santamaria Intl

Tue 7/1

12:28 pm-11:45 pm

1 stop10h 17m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/18

3:45 pm-11:15 pm

1 stop8h 30m

San José Juan Santamaria Intl

Thu 6/26

3:05 pm-2:25 pm

2 stops22h 20m

$354

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 6/12

8:25 am-7:37 pm

1 stop12h 12m

San José Juan Santamaria Intl

Thu 6/19

7:55 am-10:15 pm

1 stop13h 20m

$362

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Fri 9/12

6:59 pm-11:20 am

2 stops17h 21m

San José Juan Santamaria Intl

Fri 9/19

2:20 pm-11:01 pm

1 stop7h 41m

$366

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Wed 6/11

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 6/18

1:25 pm-11:51 pm

1 stop9h 26m

$385

BloomingtonSan José

BMI - SJO

BMISJO

Bloomington-Normal

Fri 9/12

3:50 pm-11:20 am

2 stops20h 30m

San José Juan Santamaria Intl

Fri 9/19

12:50 pm-11:32 am

2 stops21h 42m

$386

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Tue 5/27

7:19 pm-1:26 pm

2 stops19h 07m

Liberia

Tue 6/3

2:26 pm-9:54 am

2 stops18h 28m

$389

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Sun 5/25

9:12 pm-10:27 am

1 stop14h 15m

San José Juan Santamaria Intl

Thu 5/29

6:07 pm-8:17 pm

2 stops25h 10m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 54 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, September is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $398). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $555). 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 April 24, 2025.

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.

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 in.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Costa Rica. Reviews last updated April 24, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Illinois to Costa Rica by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Copa Airlines
7.6
Good
1,411 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Aeromexico
7.5
Good
1,700 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • 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 $125. Users have also found prices from $156 and $177 on Avianca and American Airlines, 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, September is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $398). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $555). 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$245Average$416FlexibilityNo cancel feeOn-time65%
AviancaCheapest$337Average$489FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$416Average$616FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$422Average$732FlexibilityNo cancel feeOn-time71%
DeltaCheapest$442Average$795FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$540Average$667FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$548Average$838FlexibilityNo cancel feeOn-time69%

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