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$76+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$284
(Kiwi.com)

One-way from

$76
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$536

Good round-trip deal

$565 or less

Good one-way deal

$238 or less
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 ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Sun 9/75:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Tue 9/1612:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$284
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Fri 10/312:19 pmSJO - ORD
2 stops21h 23mSpirit Airlines
Deal found 8/14$285
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
Wed 9/176:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Thu 9/2512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$286
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/28:12 pmORD - SJO
2 stops15h 20mSpirit Airlines
Fri 9/1212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$287
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/611:57 amORD - SJO
2 stops23h 30mSpirit Airlines
Sun 9/1412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$288
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/102:04 pmORD - SJO
2 stops21h 23mSpirit Airlines
Wed 9/2412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$289
This CheapOair deal was found by Cheapflights users on 8/12. 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 9/2511:57 amORD - SJO
1 stop24h 17mSpirit Airlines
Thu 10/212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$290
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Thu 9/1812:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$292
This CheapOair deal was found by Cheapflights users on 8/14. 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.
Wed 10/81:40 amORD - SJO
1 stop13h 12mMultiple Airlines
Mon 10/202:48 pmSJO - ORD
1 stop13h 54mMultiple Airlines
Deal found 8/14$293
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Thu 10/25:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Wed 10/811:37 amSJO - ORD
2 stops11h 08mSpirit Airlines
Deal found 8/14$294
This Mytrip deal was found by Cheapflights users on 8/12. 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.
Fri 9/266:30 amORD - SJO
1 stop9h 43mMultiple Airlines
Fri 10/37:30 amSJO - ORD
1 stop13h 28mMultiple Airlines
Deal found 8/12$296
This Air Canada deal was found by Cheapflights users on 8/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/193:55 pmORD - LIR
2 stops21h 55mAir Canada
Thu 11/273:45 pmLIR - ORD
1 stop17h 28mAir Canada
Deal found 8/14$411

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 August 14, 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

Sat 9/20

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Fri 9/26

7:30 am-9:58 pm

1 stop13h 28m

$286

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 10/4

8:56 pm-11:14 am

2 stops15h 18m

San José Juan Santamaria Intl

Sat 10/11

12:19 pm-11:45 pm

1 stop10h 26m

$289

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 9/20

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Sat 9/27

12:19 pm-10:48 pm

1 stop9h 29m

$290

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/11

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Thu 9/18

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/25

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Thu 10/2

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 9/20

10:27 am-11:14 am

3 stops25h 47m

San José Juan Santamaria Intl

Thu 9/25

7:30 am-6:50 pm

1 stop10h 20m

$295

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 9/12

5:17 pm-10:27 am

1 stop18h 10m

San José Juan Santamaria Intl

Mon 9/22

12:19 pm-10:48 pm

1 stop9h 29m

$300

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/9

2:04 pm-10:27 am

2 stops21h 23m

San José Juan Santamaria Intl

Wed 9/17

12:19 pm-7:50 pm

2 stops30h 31m

$302

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 10/17

7:29 pm-11:30 am

1 stop17h 01m

San José Juan Santamaria Intl

Tue 10/21

12:35 pm-11:45 pm

1 stop10h 10m

$306

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 11/6

6:05 am-3:16 pm

1 stop9h 11m

San José Juan Santamaria Intl

Tue 11/11

1:19 pm-11:42 pm

1 stop10h 23m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 31 results
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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 $398). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $555). 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 August 14, 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 29% 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 Tuesday afternoons when fares are most often at their lowest. Friday mornings 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 August 14, 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
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
Copa Airlines
7.5
Good
1,509 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
United Airlines
7.4
Good
8,916 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
Avianca
6.7
Okay
2,399 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
Spirit Airlines
6.3
Okay
8,046 reviews
Copa Airlines
7.5
Good
1,509 reviews

Overall

7.5

Food

6.8

Crew

8.1

Boarding

7.8

Entertainment

6.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.

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.

  • 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 $217. On average you can expect to pay $505. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $209.

  • 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 $398). Flying from Chicago O'Hare Intl Airport to Costa Rica in March is currently the most expensive (average of $555). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$275Average$456FlexibilityNo cancel feeOn-time65%
DeltaCheapest$290Average$711FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$319Average$462FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$343Average$607FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$445Average$710FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$470Average$798FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$532Average$634FlexibilityNo cancel feeOn-time63%

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