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$90+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
ene. 26 — feb. 21
lun. 1/26
lun. 2/2
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 diciembre 27, 2025.

This United Airlines deal was found by Cheapflights users on 12/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/275:45 pmSTL - LIR
1 stop17h 39mUnited Airlines
mié. 12/318:35 amLIR - STL
1 stop8h 11mUnited Airlines
Deal found 12/27$404
This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/312:35 pmORD - SJO
1 stop7h 15mMultiple Airlines
jue. 2/121:31 pmSJO - ORD
1 stop7h 42mMultiple Airlines
Deal found 12/26$417
This American Airlines deal was found by Cheapflights users on 12/27. 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.
mié. 12/314:53 pmSTL - LIR
2 stops19h 19mAmerican Airlines
vie. 1/22:37 pmLIR - STL
1 stop9h 18mAmerican Airlines
Deal found 12/27$428
This American Airlines deal was found by Cheapflights users on 12/26. 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.
mié. 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
jue. 2/127:00 amSJO - ORD
Nonstop5h 32mAmerican Airlines
Deal found 12/26$429
This Gurufare deal was found by Cheapflights users on 12/25. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/316:05 amORD - SJO
1 stop7h 37mFrontier
mié. 1/73:10 pmSJO - ORD
1 stop20h 25mFrontier
Deal found 12/25$437
This Air Canada deal was found by Cheapflights users on 12/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/312:00 pmORD - SJO
1 stop8h 55mAir Canada
mar. 1/68:35 amSJO - ORD
1 stop11h 10mAir Canada
Deal found 12/26$466
This Gurufare deal was found by Cheapflights users on 12/25. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/316:05 amORD - SJO
1 stop7h 37mFrontier
vie. 1/92:58 pmSJO - ORD
1 stop20h 37mFrontier
Deal found 12/25$471
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/308:05 amSTL - SJO
2 stops10h 11mUnited Airlines
jue. 1/12:20 pmSJO - STL
1 stop7h 35mUnited Airlines
Deal found 12/26$476
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/319:50 amMDW - SJO
1 stop12h 05mDelta
jue. 2/127:00 amSJO - MDW
1 stop10h 45mDelta
Deal found 12/26$476
This United Airlines deal was found by Cheapflights users on 12/25. 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.
lun. 12/2912:50 pmORD - SJO
1 stop9h 42mUnited Airlines
mié. 12/312:20 pmSJO - ORD
1 stop8h 17mUnited Airlines
Deal found 12/25$476
This American Airlines deal was found by Cheapflights users on 12/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
jue. 1/86:00 amSJO - ORD
1 stop12h 10mAmerican Airlines
Deal found 12/25$497
This United Airlines deal was found by Cheapflights users on 12/25. 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.
dom. 12/287:39 amORD - SJO
Nonstop5h 17mUnited Airlines
mar. 12/302:05 pmSJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 12/25$500

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 diciembre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$282
(Kiwi.com)

One-way from

$90
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$660

Good round-trip deal

$445 or less

Good one-way deal

$319 or less
Provider with most accurate pricing for Chicago (CHI)-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San José Juan Santamaria Intl flights.
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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 ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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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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 diciembre 27, 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

lun. 2/9

9:59 am-10:15 pm

1 stop12h 16m

San José Juan Santamaria Intl

mié. 2/18

2:25 pm-11:36 pm

1 stop9h 11m

$318

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

lun. 2/9

8:31 am-10:30 pm

1 stop13h 59m

San José Juan Santamaria Intl

mié. 2/18

3:04 pm-8:32 am

2 stops17h 28m

$327

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

mar. 3/3

5:56 pm-2:18 pm

2 stops20h 22m

Liberia

vie. 3/6

2:37 pm-11:28 pm

1 stop8h 51m

$329

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

dom. 2/1

7:10 am-1:50 pm

1 stop6h 40m

Liberia

sáb. 2/28

2:45 pm-11:23 pm

1 stop8h 38m

$341

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

vie. 1/9

6:00 am-1:50 pm

1 stop7h 50m

Liberia

jue. 1/15

3:05 pm-11:39 pm

1 stop8h 34m

$341

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

vie. 2/6

1:00 pm-11:37 am

1 stop22h 37m

San José Juan Santamaria Intl

mié. 2/11

12:33 pm-2:26 pm

1 stop25h 53m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 2/6

2:22 pm-9:52 pm

1 stop7h 30m

San José Juan Santamaria Intl

mié. 2/11

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 2/13

2:22 pm-8:21 am

1 stop17h 59m

San José Juan Santamaria Intl

dom. 2/22

5:51 pm-12:31 pm

1 stop18h 40m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 2/13

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

mar. 2/17

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 2/10

7:34 am-4:48 pm

1 stop9h 14m

San José Juan Santamaria Intl

mar. 2/17

11:01 am-12:04 am

1 stop13h 03m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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, October is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $248). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $376). 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 diciembre 27, 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.

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 diciembre 27, 2025.

The most flights from USIL to CR0 are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 Delta, American Airlines, and Copa Airlines fly from Illinois to Costa Rica in about 7h 30m. The time it takes to get you to your destination can typically vary by up to 6h 29m. 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 Frontier. According to our data, you can fly for as low as $96. Users have also found prices from $96 and $136 on Spirit 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, October is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $248). Flying from Illinois to Costa Rica in March is currently the most expensive (average of $376). 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 diciembre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$675FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$258Average$383FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$452FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$309Average$504FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$686FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$394Average$641FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$406Average$686FlexibilityNo cancel feeOn-time69%

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