HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Costa Rica

$132+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
dic. 3 — dic. 101
mié. 12/3
mié. 12/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Costa Rica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 noviembre 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(Kiwi.com)

One-way from

$132
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$528

Good round-trip deal

$396 or less

Good one-way deal

$217 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.
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. 11% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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.
Search Deals

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 noviembre 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
mié. 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
mié. 12/171:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/3$257
This Mytrip deal was found by Cheapflights users on 11/1. 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.
sáb. 12/64:49 pmORD - SJO
2 stops19h 36mSpirit Airlines
mié. 12/101:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/1$260
This Priceline deal was found by Cheapflights users on 11/1. 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. 11/125:10 amORD - SJO
1 stop7h 15mSpirit Airlines
lun. 11/171:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 11/1$261
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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.
mar. 12/95:00 amORD - SJO
1 stop7h 25mSpirit Airlines
sáb. 12/131:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/3$262
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
mar. 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
mar. 12/161:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/2$263
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
jue. 11/278:45 amORD - SJO
1 stop27h 30mMultiple Airlines
lun. 12/81:31 pmSJO - ORD
1 stop30h 30mMultiple Airlines
Deal found 10/31$264
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
vie. 11/145:10 amORD - SJO
1 stop7h 15mSpirit Airlines
mié. 11/191:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 11/3$266
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
mar. 11/112:31 pmORD - SJO
2 stops21h 08mSpirit Airlines
mié. 11/191:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 11/3$267
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
vie. 12/54:20 pmORD - SJO
1 stop21h 32mMultiple Airlines
mié. 12/101:31 pmSJO - ORD
1 stop10h 38mMultiple Airlines
Deal found 11/2$268
This Mytrip deal was found by Cheapflights users on 11/2. 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.
dom. 11/165:10 amORD - SJO
1 stop7h 15mSpirit Airlines
mié. 11/191:30 pmSJO - ORD
2 stops19h 31mSpirit Airlines
Deal found 11/2$269
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
lun. 11/177:34 pmORD - SJO
2 stops16h 51mSpirit Airlines
lun. 12/81:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Deal found 11/2$270
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
sáb. 11/157:34 pmORD - SJO
2 stops16h 51mSpirit Airlines
mié. 11/191:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 11/3$271

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 noviembre 3, 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

dom. 11/16

5:25 am-3:20 pm

1 stop9h 55m

San José Juan Santamaria Intl

vie. 11/21

2:20 am-3:10 pm

1 stop12h 50m

$289

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 11/28

5:23 am-10:07 pm

1 stop16h 44m

San José Juan Santamaria Intl

vie. 12/19

2:31 pm-10:43 pm

1 stop8h 12m

$342

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

mié. 12/10

9:34 am-10:20 pm

2 stops12h 46m

San José Juan Santamaria Intl

mié. 12/17

2:31 pm-11:47 pm

1 stop9h 16m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 11/27

6:45 am-10:07 pm

2 stops15h 22m

San José Juan Santamaria Intl

mié. 12/3

7:00 am-4:42 pm

1 stop9h 42m

$346

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

vie. 1/9

6:40 pm-1:10 pm

2 stops18h 30m

Liberia

jue. 1/15

2:20 pm-10:00 pm

1 stop7h 40m

$349

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

vie. 1/9

6:00 am-2:20 pm

1 stop8h 20m

Liberia

jue. 1/15

3:13 pm-11:59 pm

1 stop8h 46m

$349

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

vie. 1/9

6:00 am-12:50 pm

1 stop6h 50m

Liberia

jue. 1/15

2:45 pm-11:25 pm

1 stop8h 40m

$349

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 1/31

5:37 pm-10:15 pm

2 stops28h 38m

San José Juan Santamaria Intl

mar. 2/3

7:00 am-9:04 pm

2 stops14h 04m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 1/29

6:50 am-10:15 pm

2 stops15h 25m

San José Juan Santamaria Intl

lun. 2/2

7:00 am-9:04 pm

2 stops14h 04m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 1/30

10:35 am-10:15 pm

2 stops11h 40m

San José Juan Santamaria Intl

vie. 2/6

2:31 pm-9:40 am

2 stops19h 09m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 results
1
2
3
...
6

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 $247). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $395). 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 noviembre 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 28% on flights from Illinois to Costa Rica by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to Costa Rica?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Costa Rica. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Costa Rica flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 noviembre 3, 2025.

The most flights from USIL to CR0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, 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 Delta, United Airlines, and American Airlines fly from Illinois to Costa Rica in about 8h 20m. The time it takes to get you to your destination can typically vary by up to 10h 10m. 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 $136. Users have also found prices from $150 and $155 on American Airlines and Frontier, 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 $247). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $395). 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.
Los Angeles to San Salvador flights
John F Kennedy Intl to San José flights
Newark to San José flights
Los Angeles to Guatemala City flights
John F Kennedy Intl to Panama City flights
John F Kennedy Intl to Guatemala City flights
Hobby to San Salvador flights
Dulles Intl to San Salvador flights
John F Kennedy Intl to San Salvador flights
Newark to Panama City flights
George Bush Intcntl to San Salvador flights
Newark to Liberia flights
Los Angeles to San José flights
Dallas/Fort Worth to San Salvador flights
O'Hare Intl to San José flights
Newark to Guatemala City flights
LaGuardia to San José flights
Dulles Intl to San José flights
Dulles Intl to Panama City flights
Ontario to San Salvador flights
John F Kennedy Intl to Liberia flights
Miami to Panama City flights
San Francisco to San José flights
Atlanta to San José flights
Miami to Managua flights
Hobby to San José flights
LaGuardia to Panama City flights
Boston to San José flights
Baltimore to San Salvador flights
Reagan-National to San Salvador flights
Dallas/Fort Worth to San José flights
Dulles Intl to Guatemala City flights
Los Angeles to Panama City flights
LaGuardia to Liberia flights
Denver to Liberia flights
O'Hare Intl to Guatemala City flights
Boston to Liberia flights
Denver to San José flights
Los Angeles to Philip S.W.Goldson flights
Baltimore to San José flights
LaGuardia to Guatemala City flights
Los Angeles to Liberia flights
George Bush Intcntl to San José flights
Reagan-National to San José flights
Miami to San José flights
Atlanta to Guatemala City flights
Atlanta to Panama City flights
Newark to San Salvador flights
O'Hare Intl to Liberia flights
Miami to San Salvador flights

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 noviembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$685FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$259Average$404FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$462FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$518FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$685FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$394Average$645FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$431Average$740FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.