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$106+ Cheap flights from Costa Rica to Illinois

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find flight deals from Costa Rica to Illinois

Cheapest flights from Costa Rica to Illinois
Explore the most affordable flight options available from Costa Rica to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$227
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Sat 11/221:20 pmSJO - ORD
1 stop10h 09mSpirit Airlines
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Deal found 11/4$232
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.
Tue 11/181:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Thu 12/111:52 pmORD - SJO
2 stops22h 33mSpirit Airlines
Deal found 11/1$234
This OneTravel 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop19h 57mSpirit Airlines
Thu 12/115:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/2$239
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/4$240
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Mon 11/2411:24 amSJO - ORD
1 stop11h 42mSpirit Airlines
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/4$241
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1212:34 pmSJO - ORD
1 stop10h 32mSpirit Airlines
Sat 11/155:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/2$244
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.
Mon 12/81:31 pmSJO - ORD
1 stop21h 37mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/3$252
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Wed 11/195:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/3$253
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/41:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$255
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.
Wed 12/31:20 pmSJO - ORD
1 stop24h 37mMultiple Airlines
Sat 12/63:26 pmORD - SJO
1 stop20h 59mMultiple Airlines
Deal found 11/2$256
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.
Sat 12/612:39 pmSJO - ORD
2 stops11h 30mSpirit Airlines
Wed 12/105:00 amORD - SJO
3 stops30h 42mSpirit Airlines
Deal found 11/2$258

Cheap flight deals from Costa Rica to Illinois

Keep the following information in mind while searching for Costa Rica to Illinois flight deals. Data was last updated November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$106
(Cheapflightsfares)

Popular in

June

Cheapest in

November

Average price

$410

Good round-trip deal

$325 or less

Good one-way deal

$175 or less
Provider with most accurate pricing for San José Juan Santamaria Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Chicago (CHI) flights.
Search Deals
From Costa Rica to Illinois
Search Deals
One-way flight from Costa Rica to Illinois
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 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 Costa Rica to Illinois.
Search Deals
Price to beat on a one-way flight from Costa Rica to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Costa Rica to Illinois 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 November 4, 2025.
Use the filters below to find and compare flights from Costa Rica to Illinois that are best for you.

Fly from

Costa Rica

Fly to

Illinois

Route

Depart

Return

Price

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 12/24

8:30 am-11:06 am

2 stops26h 36m

Chicago Midway

Wed 12/31

6:08 pm-12:56 pm

2 stops18h 48m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 11/25

7:00 am-4:38 pm

1 stop9h 38m

Chicago Midway

Mon 12/1

12:47 pm-10:07 pm

1 stop9h 20m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 12/23

7:00 am-4:20 pm

1 stop9h 20m

Chicago Midway

Mon 12/29

6:00 am-9:55 pm

1 stop15h 55m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 11/26

7:00 am-11:40 pm

1 stop16h 40m

Chicago Midway

Mon 12/1

6:00 am-10:07 pm

1 stop16h 07m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 12/23

8:30 am-11:06 am

2 stops26h 36m

Chicago Midway

Wed 12/31

6:08 pm-12:56 pm

2 stops18h 48m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Mon 12/22

7:00 am-4:20 pm

1 stop9h 20m

Chicago Midway

Wed 12/31

6:08 pm-12:56 pm

2 stops18h 48m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 11/25

2:31 pm-11:40 pm

1 stop9h 09m

Chicago Midway

Tue 12/2

12:50 pm-10:20 pm

1 stop9h 30m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 11/26

7:00 am-12:02 am

1 stop17h 02m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 12/28

7:00 am-9:14 pm

1 stop14h 14m

Chicago O'Hare Intl

Tue 12/30

8:07 pm-12:56 pm

1 stop16h 49m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 11/25

7:00 am-3:26 pm

1 stop8h 26m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 results
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Best time to book a flight from Costa Rica to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Costa Rica 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 Costa Rica to Illinois

What is the cheapest month to book a flight from Costa Rica to Illinois?

Currently, October is the cheapest month in which you can book a flight from Costa Rica to Illinois (average of $198). Flying from Costa Rica to Illinois in March is currently the most expensive (average of $351). 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 CR to IL?

Find hourly flight availability from Costa Rica to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from Costa Rica to Illinois by exploring options for tickets in the afternoon.

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

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

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

Weekly flight availability from Costa Rica to Illinois

Explore weekly flight availability from Costa Rica to Illinois. 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 November 4, 2025.

The most flights from CR0 to USIL 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).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated November 4, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Costa Rica to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,561 reviews
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,998 reviews
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,038 reviews
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,470 reviews
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Spirit Airlines
6.3
Okay
8,112 reviews
Copa Airlines
7.6
Good
1,561 reviews

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Crew

8.1

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Costa Rica to Illinois. 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 Costa Rica to Illinois?

    For as low as $415, Delta can have you in Illinois from Costa Rica in 21h 58m. Costa Rica and Illinois are separated by a distance of 2022 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Costa Rica to Illinois one-way?

    The cheapest airlines for a one-way flight from Costa Rica to Illinois are Spirit Airlines ($151), Sun Country Air ($177), and Delta ($194).

  • Can I find deals for flights from Costa Rica to Illinois that include hotel bookings?

    Yes. In addition to deals on Costa Rica to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Costa Rica to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Costa Rica to Illinois.

  • Can I find deals for business class flights from Costa Rica to Illinois?

    Yes. Cheapflights offers flight deals from Costa Rica to Illinois 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 Costa Rica to Illinois?

    Currently, October is the cheapest month in which you can book a flight from Costa Rica to Illinois (average of $198). Flying from Costa Rica to Illinois in March is currently the most expensive (average of $351). 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 Costa Rica to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Guatemala City to San Francisco flights
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San José to Dallas/Fort Worth flights

Top 6 airlines flying from Costa Rica to Illinois

Discover the top 6 airlines that operate flights from Costa Rica to Illinois. 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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$230Average$398FlexibilityNo cancel feeOn-time65%
AviancaCheapest$249Average$485FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$458FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$324Average$463FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$425Average$525FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$434Average$659FlexibilityNo cancel feeOn-time69%

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