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$79+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$253
(Mytrip)

One-way from

$79
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$340

Good round-trip deal

$560 or less

Good one-way deal

$217 or less
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 ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/14. 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.
Tue 9/305:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Sat 10/411:37 amSJO - ORD
2 stops22h 13mSpirit Airlines
Deal found 9/14$253
This Mytrip deal was found by Cheapflights users on 9/13. 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 10/116:58 pmORD - SJO
2 stops17h 32mSpirit Airlines
Sat 10/1811:37 amSJO - ORD
2 stops22h 13mSpirit Airlines
Deal found 9/13$254
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Thu 10/26:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Thu 10/912:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$255
This Priceline deal was found by Cheapflights users on 9/13. 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.
Sun 10/266:54 pmORD - SJO
2 stops17h 36mSpirit Airlines
Thu 10/3012:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 9/13$257
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Wed 10/297:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Mon 11/312:29 pmSJO - ORD
2 stops12h 34mSpirit Airlines
Deal found 9/13$258
This Priceline deal was found by Cheapflights users on 9/14. 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.
Tue 10/216:58 pmORD - SJO
2 stops17h 32mSpirit Airlines
Sat 10/2512:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/14$259
This CheapOair deal was found by Cheapflights users on 9/13. 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.
Thu 10/306:54 pmORD - SJO
2 stops17h 36mSpirit Airlines
Tue 11/41:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 9/13$260
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/115:59 pmORD - SJO
1 stop18h 15mSpirit Airlines
Wed 11/191:19 pmSJO - ORD
1 stop7h 41mSpirit Airlines
Deal found 9/13$261
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/125:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Sat 10/2511:37 amSJO - ORD
2 stops11h 08mSpirit Airlines
Deal found 9/13$263
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/26:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Sun 10/512:35 pmSJO - ORD
1 stop21h 15mSpirit Airlines
Deal found 9/13$264
This CheapOair deal was found by Cheapflights users on 9/13. 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.
Mon 10/207:51 pmORD - SJO
2 stops16h 39mSpirit Airlines
Sun 10/2612:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 9/13$265
This Delta deal was found by Cheapflights users on 9/14. 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.
Sun 10/266:59 pmORD - LIR
2 stops18h 01mDelta
Wed 10/291:05 pmLIR - ORD
2 stops17h 45mDelta
Deal found 9/14$300

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 September 15, 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

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 10/27

5:20 am-12:00 pm

1 stop7h 40m

Liberia

Tue 10/28

1:05 pm-11:58 pm

1 stop9h 53m

$300

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 10/27

7:59 pm-11:40 am

1 stop16h 41m

Liberia

Thu 10/30

1:05 pm-11:58 pm

1 stop9h 53m

$300

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 10/26

6:59 pm-12:00 pm

2 stops18h 01m

Liberia

Thu 10/30

1:05 pm-9:43 am

2 stops19h 38m

$300

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 10/27

1:25 pm-11:40 am

2 stops23h 15m

Liberia

Wed 10/29

1:05 pm-12:40 pm

2 stops22h 35m

$300

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Tue 10/28

5:20 am-11:40 am

1 stop7h 20m

Liberia

Wed 10/29

1:05 pm-11:58 pm

1 stop9h 53m

$300

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 10/26

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Thu 10/30

1:05 pm-10:14 pm

1 stop8h 09m

$309

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 10/6

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 10/15

1:25 pm-10:14 pm

1 stop7h 49m

$309

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 10/26

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 10/29

1:05 pm-10:14 pm

1 stop8h 09m

$309

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 10/27

6:23 pm-11:40 am

2 stops18h 17m

Liberia

Wed 10/29

1:05 pm-10:14 pm

1 stop8h 09m

$313

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 9/29

6:01 am-12:00 pm

1 stop6h 59m

Liberia

Fri 10/3

1:25 pm-11:24 pm

1 stop8h 59m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, 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 September 15, 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.

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, Spirit Airlines, and American Airlines fly from Illinois to Costa Rica in about 7h 09m. The time it takes to get you to your destination can typically vary by up to 12h 19m. 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 $82. Users have also found prices from $124 and $154 on American Airlines 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, 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.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$445FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$460FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$559FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$394Average$656FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$432Average$635FlexibilityNo cancel feeOn-time62%
DeltaCheapest$442Average$756FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$442Average$697FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$467Average$786FlexibilityNo cancel feeOn-time69%

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