Costa Rica

$130+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Jun 17 — Jun 241
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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 May 18, 2026.

This Justfly.com deal was found by Cheapflights users on 5/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:00 am
ORD
-
LIR
1 stop7h 01m
JetBlue
Wed 9/22:06 pm
LIR
-
ORD
1 stop8h 38m
JetBlue
Deal found 5/14$342
This Air Canada deal was found by Cheapflights users on 5/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:40 pm
ORD
-
LIR
1 stop16h 10m
Air Canada
Sat 10/241:00 pm
LIR
-
ORD
1 stop20h 58m
Air Canada
Deal found 5/15$364
This Justfly.com deal was found by Cheapflights users on 5/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
ORD
-
LIR
1 stop7h 01m
JetBlue
Wed 9/92:05 pm
LIR
-
ORD
1 stop8h 39m
JetBlue
Deal found 5/18$371
This Air Canada deal was found by Cheapflights users on 5/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:50 am
ORD
-
LIR
1 stop27h 00m
Air Canada
Tue 10/271:55 pm
LIR
-
ORD
1 stop22h 01m
Air Canada
Deal found 5/15$374
This Air Canada deal was found by Cheapflights users on 5/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:50 am
ORD
-
LIR
1 stop27h 00m
Air Canada
Sun 10/251:55 pm
LIR
-
ORD
2 stops29h 15m
Air Canada
Deal found 5/15$377
This JetBlue deal was found by Cheapflights users on 5/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
ORD
-
LIR
1 stop7h 01m
JetBlue
Thu 8/132:06 pm
LIR
-
ORD
1 stop8h 38m
JetBlue
Deal found 5/17$420
This KAYAK deal was found by Cheapflights users on 5/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:21 pm
ORD
-
LIR
2 stops42h 29m
Copa Airlines
Sun 10/251:55 pm
LIR
-
ORD
2 stops20h 15m
Copa Airlines
Deal found 5/16$424
This Cheapflightsfares deal was found by Cheapflights users on 5/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:00 am
ORD
-
SJO
1 stop6h 57m
JetBlue
Tue 9/82:02 pm
SJO
-
ORD
1 stop8h 42m
JetBlue
Deal found 5/14$430
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 8/111:50 pm
ORD
-
SJO
2 stops43h 30m
Frontier
Fri 8/219:35 am
SJO
-
ORD
1 stop12h 39m
Frontier
Deal found 5/15$431
This Air Canada deal was found by Cheapflights users on 5/18. 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.
Sun 6/148:45 am
ORD
-
SJO
1 stop12h 50m
Air Canada
Mon 6/227:15 am
SJO
-
ORD
1 stop23h 35m
Air Canada
Deal found 5/18$434
This JetBlue deal was found by Cheapflights users on 5/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
ORD
-
SJO
1 stop6h 57m
JetBlue
Sat 8/222:02 pm
SJO
-
ORD
1 stop8h 42m
JetBlue
Deal found 5/15$435
This Air Canada deal was found by Cheapflights users on 5/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:20 pm
ORD
-
SJO
1 stop26h 40m
Air Canada
Mon 6/157:15 am
SJO
-
ORD
2 stops23h 30m
Air Canada
Deal found 5/16$438

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 May 18, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$342
(Justfly.com)

One-way from

$130
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$535

Good round-trip deal

$497 or less

Good one-way deal

$256 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. 6% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 18, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 8/7

3:21 pm-9:04 am

1 stop18h 43m

San José Juan Santamaria Intl

Sun 8/16

5:55 pm-1:59 pm

1 stop19h 04m

$505

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 7/22

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Mon 7/27

8:30 am-4:00 am

1 stop18h 30m

$505

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 7/24

1:30 am-1:15 am

1 stop24h 45m

San José Juan Santamaria Intl

Sat 8/1

2:20 am-11:55 pm

1 stop20h 35m

$506

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 8/9

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Thu 8/13

2:02 pm-11:44 pm

1 stop8h 42m

$528

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 6/5

3:21 pm-8:21 am

1 stop18h 00m

San José Juan Santamaria Intl

Thu 6/11

6:19 pm-4:00 am

1 stop8h 41m

$546

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 7/26

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Thu 7/30

2:02 pm-11:44 pm

1 stop8h 42m

$554

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 6/18

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Sun 6/21

10:05 am-4:00 am

1 stop16h 55m

$556

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 6/18

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Tue 6/23

5:47 am-4:00 am

1 stop21h 13m

$556

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 5/24

3:21 pm-7:09 am

1 stop16h 48m

San José Juan Santamaria Intl

Sun 5/31

8:14 am-1:15 am

1 stop16h 01m

$566

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 8/8

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Sat 8/22

2:02 pm-11:44 pm

1 stop8h 42m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 42 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Costa Rica?

The best time to book flights from Chicago O'Hare Intl Airport to Costa Rica is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $88). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $1,325). 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 May 18, 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.

How often are flights from Chicago to Costa Rica delayed?

About 20% of weekly flights between Chicago and Costa Rica have experienced delays in the past year, with the average delay time being 158 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?

Saturday tends to have the lowest number of delays on this route, whereas Friday 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 14% 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 May 18, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican 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

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Food

6.8

Boarding

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Food

6.8

Boarding

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Food

6.8

Boarding

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Food

6.8

Boarding

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Food

6.8

Boarding

7.7

Crew

8.1

Comfort

7.4

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 $528, Copa Airlines can have you in Costa Rica from Chicago O'Hare Intl Airport in 6h 57m. There are 2220 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 Frontier and Delta, with prices starting from $135 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 $165. On average you can expect to pay $576. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $322.

  • 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, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $88). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $1,325). 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 10 airlines flying from O'Hare Intl to Costa Rica

Discover the top 10 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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$139Average$432FlexibilityNo cancel feeOn-time71%
DeltaCheapest$205Average$588FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$232Average$358FlexibilityNo cancel feeOn-time65%
FrontierCheapest$271Average$796FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$303Average$475FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$341Average$624FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$383Average$630FlexibilityNo cancel feeOn-time69%
GOLCheapest$384Average$788FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$386Average$589FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$386Average$529FlexibilityNo cancel feeOn-time63%

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