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$123+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/183:49 pm
STL
-
SJO
1 stop19h 51m
Multiple Airlines
Wed 2/2512:35 pm
SJO
-
STL
1 stop9h 52m
Multiple Airlines
Deal found 1/25$282
This Delta deal was found by Cheapflights users on 1/27. 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 2/226:00 am
STL
-
LIR
1 stop6h 50m
Delta
Thu 2/262:45 pm
LIR
-
STL
1 stop8h 38m
Delta
Deal found 1/27$308
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/243:49 pm
STL
-
SJO
1 stop19h 51m
Multiple Airlines
Tue 3/312:35 pm
SJO
-
STL
2 stops18h 16m
Multiple Airlines
Deal found 1/25$321
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Tue 4/216:00 am
STL
-
LIR
1 stop7h 10m
United Airlines
Tue 4/281:20 pm
LIR
-
STL
1 stop8h 08m
United Airlines
Deal found 1/25$328
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/226:38 pm
STL
-
LIR
2 stops17h 39m
American Airlines
Thu 2/263:13 pm
LIR
-
STL
2 stops17h 22m
American Airlines
Deal found 1/27$330
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/33:49 pm
STL
-
SJO
1 stop19h 51m
Multiple Airlines
Mon 3/911:35 am
SJO
-
STL
2 stops45h 14m
Multiple Airlines
Deal found 1/26$331
This American Airlines deal was found by Cheapflights users on 1/26. 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 4/215:20 am
STL
-
LIR
1 stop9h 20m
American Airlines
Tue 4/282:40 pm
LIR
-
STL
2 stops16h 48m
American Airlines
Deal found 1/26$333
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/265:24 am
STL
-
LIR
1 stop8h 46m
American Airlines
Fri 5/12:40 pm
LIR
-
STL
2 stops19h 44m
American Airlines
Deal found 1/27$340
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/45:24 am
STL
-
LIR
1 stop7h 04m
American Airlines
Wed 5/1312:29 pm
LIR
-
STL
1 stop8h 55m
American Airlines
Deal found 1/27$342
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/288:16 pm
ORD
-
SJO
1 stop16h 06m
Multiple Airlines
Sun 3/812:31 pm
SJO
-
ORD
2 stops21h 25m
Multiple Airlines
Deal found 1/27$342
This CheapOair deal was found by Cheapflights users on 1/26. 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 2/105:32 pm
ORD
-
SJO
2 stops18h 05m
Spirit Airlines
Wed 2/1812:35 pm
SJO
-
ORD
2 stops11h 12m
Spirit Airlines
Deal found 1/26$343
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/72:56 pm
MDW
-
SJO
1 stop19h 44m
Multiple Airlines
Sat 3/1411:38 am
SJO
-
MDW
1 stop9h 07m
Multiple Airlines
Deal found 1/27$344

Find 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 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$290
(Kiwi.com)

One-way from

$123
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$509

Good round-trip deal

$419 or less

Good one-way deal

$280 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.
Search Deals
From Illinois to Costa Rica
Search Deals
One-way flight from Illinois to Costa Rica
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Costa Rica.
Search Deals
Price to beat on a one-way flight from Illinois to Costa Rica.
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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 27, 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. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 2/22

6:55 pm-1:10 pm

2 stops18h 15m

Liberia

Thu 2/26

2:01 pm-10:59 pm

1 stop8h 58m

$308

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 2/22

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Thu 2/26

2:45 pm-11:23 pm

1 stop8h 38m

$308

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Tue 4/21

6:00 am-12:10 pm

1 stop7h 10m

Liberia

Tue 4/28

1:20 pm-10:28 pm

1 stop8h 08m

$328

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 2/22

6:38 pm-12:17 pm

2 stops17h 39m

Liberia

Thu 2/26

3:13 pm-8:35 am

2 stops17h 22m

$330

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sat 4/11

6:53 pm-1:10 pm

2 stops19h 17m

Liberia

Wed 4/22

12:29 pm-8:57 am

2 stops19h 28m

$333

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 4/26

5:24 am-1:10 pm

1 stop8h 46m

Liberia

Fri 5/1

2:40 pm-11:24 am

2 stops19h 44m

$340

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 5/4

5:24 am-11:28 am

1 stop7h 04m

Liberia

Wed 5/13

12:29 pm-10:24 pm

1 stop8h 55m

$342

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 2/25

8:53 am-8:39 pm

1 stop11h 46m

San José Juan Santamaria Intl

Fri 3/6

2:05 pm-7:35 pm

Nonstop5h 30m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 2/28

6:20 pm-6:25 am

1 stop12h 05m

San José Juan Santamaria Intl

Thu 3/5

2:05 pm-7:35 pm

Nonstop5h 30m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 2/8

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

Thu 2/12

2:20 pm-12:26 am

1 stop10h 06m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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 $245). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $378). 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 27, 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 27, 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 United Airlines, Delta, and American 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 11h 25m. Airlines will cover a distance of 1967 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 $245). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $378). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$644FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$250Average$427FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$255Average$381FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$256Average$488FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$340Average$658FlexibilityNo cancel feeOn-time71%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$394Average$639FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$397Average$647FlexibilityNo cancel feeOn-time69%

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