Costa Rica

$128+ Cheap flights from O'Hare Intl (ORD) 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
Mar 19 — Mar 261
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Cheap flight deals from O'Hare Intl to Costa Rica

Cheapest flights from O'Hare Intl to Costa Rica
Explore the most affordable flight options available from O'Hare Intl to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:23 pm
ORD
-
SJO
1 stop20h 07m
Multiple Airlines
Thu 3/51:31 pm
SJO
-
ORD
1 stop9h 34m
Multiple Airlines
Deal found 2/14$318
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:51 pm
ORD
-
SJO
1 stop23h 14m
Multiple Airlines
Tue 4/1412:19 pm
SJO
-
ORD
2 stops25h 58m
Multiple Airlines
Deal found 2/15$319
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:18 am
ORD
-
SJO
3 stops14h 12m
Multiple Airlines
Thu 3/51:31 pm
SJO
-
ORD
1 stop9h 34m
Multiple Airlines
Deal found 2/14$320
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 4/115:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Thu 4/1612:20 pm
SJO
-
ORD
1 stop10h 54m
Spirit Airlines
Deal found 2/16$321
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:23 pm
ORD
-
SJO
1 stop20h 07m
Multiple Airlines
Sat 3/712:35 pm
SJO
-
ORD
1 stop11h 03m
Multiple Airlines
Deal found 2/15$322
This Mytrip deal was found by Cheapflights users on 2/14. 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.
Sun 3/18:16 pm
ORD
-
SJO
2 stops19h 04m
Multiple Airlines
Thu 3/51:31 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/14$323
This CheapOair deal was found by Cheapflights users on 2/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:10 pm
ORD
-
SJO
1 stop18h 04m
Spirit Airlines
Mon 4/1311:38 am
SJO
-
ORD
2 stops20h 12m
Spirit Airlines
Deal found 2/14$324
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Tue 4/1412:19 pm
SJO
-
ORD
1 stop9h 58m
Spirit Airlines
Deal found 2/15$325
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:23 pm
ORD
-
SJO
1 stop20h 07m
Multiple Airlines
Fri 3/65:00 am
SJO
-
ORD
2 stops10h 38m
Multiple Airlines
Deal found 2/14$326
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:16 pm
ORD
-
SJO
1 stop16h 06m
Spirit Airlines
Wed 3/41:31 pm
SJO
-
ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/15$327
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/315:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Fri 4/2412:20 pm
SJO
-
ORD
1 stop10h 54m
Spirit Airlines
Deal found 2/16$328
This CheapOair deal was found by Cheapflights users on 2/16. 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 3/58:16 pm
ORD
-
SJO
2 stops15h 24m
Spirit Airlines
Thu 3/1212:19 pm
SJO
-
ORD
1 stop9h 58m
Spirit Airlines
Deal found 2/16$329

Find flight deals from O'Hare Intl to Costa Rica

Keep the following information in mind while searching for O'Hare Intl to Costa Rica flight deals. Data was last updated February 17, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$318
(Kiwi.com)

One-way from

$128
(Super.com)

Popular in

December

Cheapest in

September

Average price

$469

Good round-trip deal

$411 or less

Good one-way deal

$335 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Costa Rica flight deals.
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Costa Rica flights.
From Chicago O'Hare Intl to Costa Rica
One-way flight from Chicago O'Hare Intl to Costa Rica
Highest demand for flights based on searches. 8% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in February 2026
Price to beat on a round-trip flight from Chicago O'Hare Intl to Costa Rica.
Price to beat on a one-way flight from Chicago O'Hare Intl to Costa Rica.

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 February 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Costa Rica that are best for you.

Fly from

O'Hare Intl

Fly to

Costa Rica

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/10

3:05 pm-9:05 am

1 stop19h 00m

San José Juan Santamaria Intl

Mon 4/20

10:04 am-1:13 am

1 stop14h 09m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 3/19

8:34 am-4:38 pm

1 stop9h 04m

San José Juan Santamaria Intl

Tue 3/24

5:51 pm-1:31 pm

1 stop18h 40m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/22

3:05 pm-9:05 am

1 stop19h 00m

San José Juan Santamaria Intl

Mon 4/27

5:56 pm-1:50 pm

1 stop18h 54m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 3/11

8:34 am-7:01 pm

1 stop11h 27m

San José Juan Santamaria Intl

Wed 3/18

5:51 pm-1:31 pm

1 stop18h 40m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 4/23

3:05 pm-8:20 am

1 stop18h 15m

San José Juan Santamaria Intl

Sun 4/26

6:19 pm-1:50 pm

1 stop18h 31m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/17

3:05 pm-7:08 am

1 stop17h 03m

San José Juan Santamaria Intl

Tue 4/21

5:46 am-1:13 am

1 stop18h 27m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/10

3:05 pm-7:08 am

1 stop17h 03m

San José Juan Santamaria Intl

Mon 4/13

5:56 pm-1:50 pm

1 stop18h 54m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/24

8:34 am-7:01 pm

1 stop11h 27m

San José Juan Santamaria Intl

Thu 4/2

4:09 am-1:50 pm

1 stop8h 41m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 3/16

3:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Mon 3/23

5:51 pm-1:31 pm

1 stop18h 40m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/17

3:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Tue 3/24

5:50 am-1:04 am

1 stop18h 14m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 41 results
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  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Costa Rica flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago O'Hare Intl Airport-Costa Rica flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Costa Rica flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Costa Rica flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Costa Rica flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from O'Hare Intl 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 Chicago O'Hare Intl Airport to Costa Rica

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Costa Rica?

Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $225). Flying from Chicago O'Hare Intl Airport to Costa Rica in December is currently the most expensive (average of $343). 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 ORD to CR?

Find hourly flight availability from O'Hare Intl 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 February 17, 2026.

When flying from Chicago O'Hare Intl Airport to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago O'Hare Intl Airport to Costa Rica

Explore weekly flight availability from O'Hare Intl 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 February 17, 2026.

The most flights from ORD 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).

How often are flights from Chicago to Costa Rica delayed?

About 18% of weekly flights between Chicago and Costa Rica have experienced delays in the past year, with the average delay time being 173 minutes.

What is the most punctual flight time for Chicago to Costa Rica flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Costa Rica flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated February 17, 2026.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Costa Rica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl Airport to Costa Rica?

    For as low as $522, Copa Airlines can have you in Costa Rica from Chicago O'Hare Intl Airport in 17h 11m. There are 2172 mi between Chicago O'Hare Intl Airport and Costa Rica. 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 Chicago O'Hare Intl Airport to Costa Rica one-way?

    $88 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and Frontier, with prices starting from $136 and $136, respectively.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Costa Rica?

    The cheapest flight price from Chicago O'Hare Intl Airport to Costa Rica is $266. On average you can expect to pay $680. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $281.

  • Can I find deals for flights from O'Hare Intl to Costa Rica that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl to Costa Rica?

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

  • Can I find deals for business class flights from O'Hare Intl to Costa Rica?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Costa Rica?

    Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $225). Flying from Chicago O'Hare Intl Airport to Costa Rica in December is currently the most expensive (average of $343). 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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Top 9 airlines flying from O'Hare Intl to Costa Rica

Discover the top 9 airlines that operate flights from O'Hare Intl 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 February 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$148Average$396FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$610FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$248Average$379FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$256Average$469FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$339Average$619FlexibilityNo cancel feeOn-time71%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$386Average$602FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$393Average$641FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$427Average$613FlexibilityNo cancel feeOn-time63%

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