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$90+ 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
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
1 adult, Economy
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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 January 2, 2026.

This American Airlines deal was found by Cheapflights users on 12/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
Fri 1/96:00 amSJO - ORD
1 stop12h 10mAmerican Airlines
Deal found 12/31$472
This American Airlines deal was found by Cheapflights users on 12/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
Thu 1/86:00 amSJO - ORD
1 stop10h 20mAmerican Airlines
Deal found 12/31$497
This Avianca deal was found by Cheapflights users on 12/31. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:35 pmORD - SJO
1 stop7h 15mAvianca
Wed 1/77:50 pmSJO - ORD
1 stop19h 00mAvianca
Deal found 12/31$581
This American Airlines deal was found by Cheapflights users on 12/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
Wed 1/77:09 amSJO - ORD
Nonstop5h 29mAmerican Airlines
Deal found 12/31$588
This United Airlines deal was found by Cheapflights users on 12/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:39 amORD - SJO
Nonstop5h 17mUnited Airlines
Tue 1/66:30 amSJO - ORD
1 stop25h 17mUnited Airlines
Deal found 12/31$613

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 January 2, 2026.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$344
(Kiwi.com)

One-way from

$90
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$523

Good round-trip deal

$445 or less

Good one-way deal

$258 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. 6% potential increase in price ($36 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 January 2026
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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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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 January 2, 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

Sat 2/7

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Sun 2/15

2:54 pm-12:04 am

1 stop9h 10m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 2/9

2:22 pm-8:21 am

1 stop17h 59m

San José Juan Santamaria Intl

Sun 2/15

10:08 am-12:04 am

1 stop13h 56m

$347

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 2/15

2:22 pm-8:21 am

1 stop17h 59m

San José Juan Santamaria Intl

Sun 2/22

5:51 pm-12:31 pm

1 stop18h 40m

$347

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/10

7:34 am-4:48 pm

1 stop9h 14m

San José Juan Santamaria Intl

Tue 2/17

8:11 am-12:04 am

1 stop15h 53m

$347

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/25

2:13 pm-7:06 am

1 stop16h 53m

San José Juan Santamaria Intl

Sun 2/1

5:50 am-12:04 am

1 stop18h 14m

$347

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 1/29

8:54 am-8:39 pm

1 stop11h 45m

San José Juan Santamaria Intl

Thu 2/5

2:05 pm-7:35 pm

Nonstop5h 30m

$374

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/3

7:50 pm-1:15 pm

1 stop17h 25m

San José Juan Santamaria Intl

Fri 2/6

2:05 pm-7:35 pm

Nonstop5h 30m

$388

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 3/1

2:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Sun 3/8

5:50 am-1:04 am

1 stop18h 14m

$399

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/2

3:21 pm-8:21 am

1 stop18h 00m

San José Juan Santamaria Intl

Sat 5/9

8:14 am-1:15 am

1 stop16h 01m

$409

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 5/1

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Tue 5/5

6:19 pm-2:06 pm

1 stop18h 47m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

Showing 1-10 of 40 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $248). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $380). 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 January 2, 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 9% of weekly flights between Chicago and Costa Rica have experienced delays in the past year, with the average delay time being 174 minutes.

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

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

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

Monday tends to have the lowest number of delays on this route, whereas Saturday 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 10% 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 January 2, 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.
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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.
Copa Airlines
7.6
Good
1,566 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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.
United Airlines
7.4
Good
9,128 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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.
American Airlines
7.2
Good
11,075 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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.
Avianca
6.6
Okay
2,495 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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.
Spirit Airlines
6.3
Okay
8,257 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.6

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 $499, Copa Airlines can have you in Costa Rica from Chicago O'Hare Intl Airport in 5h 06m. 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?

    $96 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 American Airlines, with prices starting from $136 and $150, 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 $158. On average you can expect to pay $862. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $225.

  • 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Costa Rica (average of $248). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $380). 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 8 airlines flying from O'Hare Intl to Costa Rica

Discover the top 8 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 January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$679FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$257Average$381FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$454FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$309Average$507FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$655FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$684FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$441Average$627FlexibilityNo cancel feeOn-time63%

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