San José

$84+ Cheap flights from O'Hare Intl (ORD) to San José (SJO)

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
Jan 28 — Feb 41
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José Juan Santamaria Intl are usually found in October or September, booked 5 days in advance, depart on a Tuesday or Thursday and return on a Thursday

Cheap flight deals from O'Hare Intl to San José

Cheapest flights from O'Hare Intl to San José
Explore the most affordable flight options available from O'Hare Intl to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 12/315:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Fri 1/91:30 pmSJO - ORD
1 stop10h 16mSpirit Airlines
Deal found 12/27$414
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/308:00 amORD - SJO
1 stop28h 25mMultiple Airlines
Sat 1/107:45 amSJO - ORD
1 stop24h 33mMultiple Airlines
Deal found 12/27$462
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Mon 12/2911:35 amORD - SJO
1 stop10h 57mUnited Airlines
Wed 12/312:05 pmSJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 12/27$466
This Expedia deal was found by Cheapflights users on 12/28. 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.
Wed 12/317:41 pmORD - SJO
2 stops17h 47mMultiple Airlines
Fri 1/22:57 pmSJO - ORD
1 stop27h 36mMultiple Airlines
Deal found 12/28$471
This United Airlines deal was found by Cheapflights users on 12/28. 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
Fri 1/26:30 amSJO - ORD
1 stop12h 15mUnited Airlines
Deal found 12/28$472
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 12/315:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Thu 1/81:30 pmSJO - ORD
1 stop10h 16mSpirit Airlines
Deal found 12/27$473
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:59 pmORD - SJO
1 stop16h 57mDelta
Thu 1/17:00 amSJO - ORD
2 stops26h 01mDelta
Deal found 12/27$481
This Avianca deal was found by Cheapflights users on 12/29. 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
2 stops9h 05mAvianca
Thu 1/88:05 pmSJO - ORD
2 stops17h 10mAvianca
Deal found 12/29$496
This American Airlines deal was found by Cheapflights users on 12/28. 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 12/28$497

Find flight deals from O'Hare Intl to San José

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$344
(Kiwi.com)

One-way from

$84
(Priceline)

Popular in

December

Cheapest in

October

Average price

$712

Good round-trip deal

$445 or less

Good one-way deal

$258 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San José Juan Santamaria Intl flights.
From Chicago O'Hare Intl to San José Juan Santamaria Intl
One-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl
Highest demand for flights based on searches. 6% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Price to beat on a one-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to San José 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 December 29, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José that are best for you.

Fly from

O'Hare Intl

Fly to

San José

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 2/12

2:22 pm-9:52 pm

1 stop7h 30m

San José Juan Santamaria Intl

Mon 2/16

11:01 am-12:04 am

1 stop13h 03m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/13

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Fri 2/27

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 2/15

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Sun 2/22

6:08 pm-12:31 pm

1 stop18h 23m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/3

2:22 pm-9:52 pm

1 stop7h 30m

San José Juan Santamaria Intl

Tue 2/10

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/13

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Tue 2/17

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/10

7:34 am-9:52 pm

1 stop14h 18m

San José Juan Santamaria Intl

Tue 2/17

2:54 pm-12:04 am

1 stop9h 10m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/18

2:13 pm-8:21 am

1 stop18h 08m

San José Juan Santamaria Intl

Sun 1/25

8:11 am-12:24 am

1 stop16h 13m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 2/2

5:30 am-1:00 pm

1 stop7h 30m

San José Juan Santamaria Intl

Fri 2/13

7:00 am-4:49 pm

1 stop9h 49m

$358

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

6:50 am-10:15 pm

2 stops15h 25m

San José Juan Santamaria Intl

Fri 1/23

7:00 am-6:45 pm

2 stops11h 45m

$363

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

Mon 1/26

2:05 pm-7:35 pm

Nonstop5h 30m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 20 results
1
2

Compare providers for flights from O'Hare Intl to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to San José in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-San José flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, Cheapflights users trust eDreams the most. eDreams 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-San José 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 San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 San José

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San José. Price data was last updated on December 26, 2025.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San José, you should look to book at least 5 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $248). Flying from Chicago O'Hare Intl Airport to San José 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 SJO?

Find hourly flight availability from O'Hare Intl to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 29, 2025.

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

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated December 29, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Overall

7.6

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to San José from Chicago O'Hare Intl?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl is the airport most travelers will use when flying to San José from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Juan Santamaria Intl (SJO) should be relatively easy as there are 2 daily inbound flights from Chicago O'Hare Intl from 8 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to San José?

    A quick flight from Chicago O'Hare Intl Airport to San José can take about 7h 30m. Copa Airlines provides one of the quickest options available for as low as $346. The distance between Chicago O'Hare Intl Airport and San José is about 2220 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to San José round-trip?

    Flying on Delta is currently your cheapest option to San José, with prices starting at $206. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Copa Airlines, with the lowest prices starting at $255 and $256, respectively. Delta is priced at 61% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to San José one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to San José are Spirit Airlines ($96), Delta ($136), and American Airlines ($150).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to San José?

    Looking at all options, your cheapest flight can be booked for $158. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $223 on average, our data indicates $862 when flying from Chicago O'Hare Intl Airport to San José.

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

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

  • How can I find direct flights from O'Hare Intl to San José?

    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 San José.

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

    Yes. Cheapflights offers flight deals from O'Hare Intl to San José 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 San José?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $248). Flying from Chicago O'Hare Intl Airport to San José 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Alajuela
Monteverde
Jacó
Heredia
Dominical

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Alternative routes for O'Hare Intl to San José

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from O'Hare Intl to San José

Discover the top 8 airlines that operate flights from O'Hare Intl to San José. 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 December 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$645FlexibilityNo 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$590FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$642FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$441Average$627FlexibilityNo cancel feeOn-time63%

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