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$74+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Nov 2 — Nov 91
Sun 11/2
Sun 11/9
1 adult, Economy
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Cheap 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 October 3, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$249
(Priceline)

One-way from

$74
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$462

Good round-trip deal

$525 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Costa Rica flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Costa Rica flights.
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From Chicago O'Hare Intl to Costa Rica
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One-way flight from Chicago O'Hare Intl to Costa Rica
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Highest demand for flights based on searches. 11% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Costa Rica.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Costa Rica.
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Find 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 October 3, 2025.

This Priceline deal was found by Cheapflights users on 10/1. 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.
Sat 10/256:58 pmORD - SJO
2 stops17h 32mSpirit Airlines
Tue 10/2812:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 10/1$249
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
Thu 10/305:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Thu 11/61:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 10/2$251
This Spirit deal was found by Cheapflights users on 10/1. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Thu 11/61:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 10/1$252
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Tue 10/2812:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 10/1$253
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:43 pmORD - SJO
2 stops15h 58mSpirit Airlines
Wed 11/51:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 10/1$254
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
Fri 12/55:59 pmORD - SJO
1 stop18h 15mSpirit Airlines
Mon 12/81:16 amSJO - ORD
1 stop8h 07mSpirit Airlines
Deal found 10/2$255
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Thu 11/61:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 10/1$256
This Expedia deal was found by Cheapflights users on 10/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Sat 10/2511:37 amSJO - ORD
1 stop8h 56mSpirit Airlines
Deal found 10/3$257
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Mon 10/276:00 amORD - SJO
1 stop10h 13mMultiple Airlines
Thu 10/3012:35 pmSJO - ORD
1 stop11h 28mMultiple Airlines
Deal found 10/1$259
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Fri 10/2412:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 10/1$261
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:43 pmORD - SJO
2 stops15h 58mSpirit Airlines
Wed 10/2212:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 10/1$263
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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.
Thu 10/237:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Tue 10/2812:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 10/2$264

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 October 3, 2025.
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

Tue 2/10

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Tue 2/24

6:08 pm-12:31 pm

1 stop18h 23m

$294

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/10

7:34 am-6:56 pm

1 stop11h 22m

San José Juan Santamaria Intl

Tue 2/17

5:51 pm-12:31 pm

1 stop18h 40m

$294

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Tue 1/6

5:50 am-12:50 pm

1 stop7h 00m

Liberia

Tue 1/13

2:20 pm-8:47 am

1 stop18h 27m

$307

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/28

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Sat 2/7

2:20 pm-11:54 pm

1 stop9h 34m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 1/29

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Sat 2/7

3:35 pm-12:41 pm

2 stops21h 06m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/28

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Wed 2/11

2:20 pm-12:41 pm

2 stops22h 21m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 11/18

8:55 am-10:07 pm

2 stops13h 12m

San José Juan Santamaria Intl

Mon 11/24

2:31 pm-12:02 am

1 stop9h 31m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 2/8

5:50 am-10:15 pm

1 stop16h 25m

San José Juan Santamaria Intl

Fri 2/13

7:00 am-6:46 pm

2 stops11h 46m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 1/29

5:50 am-10:15 pm

1 stop16h 25m

San José Juan Santamaria Intl

Fri 2/6

2:20 pm-12:41 pm

2 stops22h 21m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/28

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Tue 2/10

7:00 am-7:29 pm

1 stop12h 29m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

Showing 1-10 of 42 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 90-95% 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, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $392). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $552). 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 October 3, 2025.

When flying from Chicago O'Hare Intl Airport to Costa Rica, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 25% versus a flight in the morning.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Costa Rica?

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

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Costa Rica flight should consider departing on Sunday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 3, 2025.
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.
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Copa Airlines
7.6
Good
1,542 reviews
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
United Airlines
7.4
Good
8,940 reviews
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
American Airlines
7.2
Good
11,041 reviews
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Avianca
6.7
Okay
2,445 reviews
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Spirit Airlines
6.3
Okay
8,071 reviews
Copa Airlines
7.6
Good
1,542 reviews

Entertainment

6.8

Comfort

7.4

Food

6.8

Crew

8.1

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

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 $307, Copa Airlines can have you in Costa Rica from Chicago O'Hare Intl Airport in 7h. 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?

    $90 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 JetBlue and Alaska Airlines, with prices starting from $202 and $225, 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 $150. On average you can expect to pay $685. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $205.

  • 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, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $392). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $552). 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 October 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$436FlexibilityNo cancel feeOn-time65%
DeltaCheapest$290Average$701FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$307Average$463FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$533FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$432Average$635FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$441Average$613FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$442Average$703FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$464Average$774FlexibilityNo cancel feeOn-time69%

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