Costa Rica

$127+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
May 5 — May 121
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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 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$331
(FlightHub)

One-way from

$127
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$646

Good round-trip deal

$559 or less

Good one-way deal

$225 or less
Provider with most accurate pricing for Chicago (CHI)-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-San José Juan Santamaria Intl flights.
From Illinois to Costa Rica
One-way flight from Illinois to Costa Rica
Highest demand for flights based on searches. 10% potential increase in price ($73 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Illinois to Costa Rica.
Price to beat on a one-way flight from Illinois to Costa Rica.

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 30, 2025.

This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:05 amORD - SJO
1 stop7h 28mSpirit Airlines
Sun 6/112:28 pmSJO - ORD
2 stops10h 01mSpirit Airlines
Deal found 4/29$331
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/125:05 amORD - SJO
1 stop7h 28mMultiple Airlines
Thu 5/2211:32 amSJO - ORD
1 stop11h 48mMultiple Airlines
Deal found 4/28$332
This Priceline deal was found by Cheapflights users on 4/29. 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 6/43:45 pmORD - SJO
2 stops17h 55mAvianca
Sat 7/268:00 pmSJO - ORD
2 stops17h 25mAvianca
Deal found 4/29$340
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 11/34:07 pmSTL - SJO
1 stop6h 53mAmerican Airlines
Fri 11/73:00 pmSJO - STL
1 stop17h 52mAmerican Airlines
Deal found 4/28$342
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/115:35 pmSTL - SJO
1 stop18h 02mMultiple Airlines
Tue 6/1711:32 amSJO - STL
1 stop11h 21mMultiple Airlines
Deal found 4/28$343
This United Airlines deal was found by Cheapflights users on 4/28. 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 stop15h 14mUnited Airlines
Thu 6/195:30 amSJO - STL
1 stop10h 23mUnited Airlines
Deal found 4/28$362
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/29:12 pmMDW - SJO
1 stop14h 15mMultiple Airlines
Mon 6/95:52 amSJO - MDW
2 stops13h 25mMultiple Airlines
Deal found 4/28$369
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/115:25 amSTL - LIR
1 stop7h 20mAmerican Airlines
Wed 6/183:40 pmLIR - STL
1 stop16h 38mAmerican Airlines
Deal found 4/28$385
This Copa Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 7/173:07 pmORD - SJO
1 stop17h 28mCopa Airlines
Sun 7/202:29 pmSJO - ORD
1 stop8h 51mCopa Airlines
Deal found 4/29$393
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 6/26:15 amSTL - LIR
1 stop9h 08mUnited Airlines
Sun 6/81:03 pmLIR - STL
1 stop8h 44mUnited Airlines
Deal found 4/28$405
This American Airlines deal was found by Cheapflights users on 4/29. 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 8/1910:10 pmORD - LIR
2 stops14h 34mAmerican Airlines
Tue 8/2612:50 pmLIR - ORD
1 stop10h 07mAmerican Airlines
Deal found 4/29$416
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/125:35 pmMLI - LIR
2 stops21h 48mUnited Airlines
Thu 6/191:20 pmLIR - MLI
2 stops26h 28mUnited Airlines
Deal found 4/28$419

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 30, 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

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 5/27

5:05 am-11:33 am

1 stop7h 28m

San José Juan Santamaria Intl

Sun 6/1

12:28 pm-11:29 pm

2 stops10h 01m

$331

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 5/12

5:05 am-11:33 am

1 stop7h 28m

San José Juan Santamaria Intl

Thu 5/22

11:32 am-12:20 am

1 stop11h 48m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/4

3:45 pm-8:40 am

2 stops17h 55m

San José Juan Santamaria Intl

Sat 7/26

8:00 pm-2:25 pm

2 stops17h 25m

$340

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 5/19

5:45 pm-10:27 am

1 stop17h 42m

San José Juan Santamaria Intl

Sun 5/25

11:32 am-11:52 pm

1 stop11h 20m

$342

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Fri 10/3

4:49 pm-9:25 am

2 stops17h 36m

San José Juan Santamaria Intl

Fri 10/10

12:55 pm-8:55 am

2 stops19h 00m

$366

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Mon 6/2

9:12 pm-10:27 am

1 stop14h 15m

San José Juan Santamaria Intl

Mon 6/9

5:52 am-8:17 pm

2 stops13h 25m

$369

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Wed 6/11

5:25 am-11:45 am

1 stop7h 20m

Liberia

Wed 6/18

3:40 pm-9:18 am

1 stop16h 38m

$385

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 7/17

3:07 pm-7:35 am

1 stop17h 28m

San José Juan Santamaria Intl

Sun 7/20

2:29 pm-12:20 am

1 stop8h 51m

$393

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 6/2

6:15 am-2:23 pm

1 stop9h 08m

Liberia

Sun 6/8

1:03 pm-10:47 pm

1 stop8h 44m

$405

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Tue 8/19

10:10 pm-11:44 am

2 stops14h 34m

Liberia

Tue 8/26

12:50 pm-11:57 pm

1 stop10h 07m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 52 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 30, 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 30, 2025.
Get a feel of what it's like to fly with Delta, Alaska Airlines and Southwest 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.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $127. Users have also found prices from $174 and $182 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

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.

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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$249Average$416FlexibilityNo cancel feeOn-time65%
AviancaCheapest$337Average$488FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$416Average$617FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$422Average$731FlexibilityNo cancel feeOn-time71%
DeltaCheapest$442Average$795FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$479Average$666FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$544Average$838FlexibilityNo cancel feeOn-time69%

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