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San José

$94+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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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 Wednesday and return on a Friday

Find 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 November 17, 2025.

This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:26 pmORD - SJO
2 stops23h 54mMultiple Airlines
Thu 12/111:31 pmSJO - ORD
1 stop10h 38mMultiple Airlines
Deal found 11/17$287
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Wed 12/1012:39 pmSJO - ORD
2 stops11h 30mMultiple Airlines
Deal found 11/17$288
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/111:52 pmORD - SJO
3 stops21h 50mSpirit Airlines
Tue 12/161:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/17$289
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Thu 12/111:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/16$290
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Sun 12/141:31 pmSJO - ORD
1 stop21h 37mMultiple Airlines
Deal found 11/17$291
This KAYAK deal was found by Cheapflights users on 11/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Tue 12/161:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/17$292
This KAYAK deal was found by Cheapflights users on 11/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Sat 12/131:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/15$294
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Mon 12/151:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/16$295
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:26 pmORD - SJO
2 stops20h 16mSpirit Airlines
Wed 12/171:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/16$296
This KAYAK deal was found by Cheapflights users on 11/16. 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.
Tue 12/26:48 amORD - SJO
1 stop27h 31mSpirit Airlines
Wed 12/171:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/16$300
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Tue 12/912:39 pmSJO - ORD
3 stops25h 19mMultiple Airlines
Deal found 11/17$301

Cheap 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 November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$282
(CheapOair)

One-way from

$94
(Spirit)

Popular in

December

Cheapest in

October

Average price

$500

Good round-trip deal

$396 or less

Good one-way deal

$217 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San José Juan Santamaria Intl flights.
Search Deals
From Chicago O'Hare Intl to San José Juan Santamaria Intl
Search Deals
One-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Search Deals

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 November 17, 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 2/5

7:34 am-4:48 pm

1 stop9h 14m

San José Juan Santamaria Intl

Sun 2/15

5:50 am-12:04 am

1 stop18h 14m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 12/2

2:07 pm-8:19 am

1 stop18h 12m

San José Juan Santamaria Intl

Tue 12/9

4:08 am-12:52 pm

1 stop8h 44m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/6

2:22 pm-8:21 am

1 stop17h 59m

San José Juan Santamaria Intl

Mon 2/16

6:08 pm-12:31 pm

1 stop18h 23m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/3

7:34 am-6:55 pm

1 stop11h 21m

San José Juan Santamaria Intl

Mon 3/9

6:08 pm-1:31 pm

1 stop18h 23m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 3/8

7:39 am-11:56 am

Nonstop5h 17m

San José Juan Santamaria Intl

Tue 3/17

1:05 pm-7:35 pm

Nonstop5h 30m

$395

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/21

3:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Mon 3/30

6:07 pm-1:47 pm

1 stop18h 40m

$398

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 3/25

8:34 am-6:55 pm

1 stop11h 21m

San José Juan Santamaria Intl

Mon 3/30

5:51 pm-1:47 pm

1 stop18h 56m

$398

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/24

3:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Thu 4/2

10:08 am-1:24 am

1 stop14h 16m

$398

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/7

2:22 pm-7:05 am

1 stop16h 43m

San José Juan Santamaria Intl

Fri 3/13

4:09 am-1:31 pm

1 stop8h 22m

$399

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 2/19

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Sat 2/28

4:09 am-12:31 pm

1 stop8h 22m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 22 results
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 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 November 14, 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 $364). 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 November 17, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 40% on flights from Chicago O'Hare Intl Airport to San José by exploring options for tickets in the evening.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to San José?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to San José. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San José flight should consider departing on Tuesday evenings 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 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 November 17, 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.
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,565 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
9,014 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,048 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,476 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Spirit Airlines
6.3
Okay
8,144 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Food

6.9

Boarding

7.8

Crew

8.1

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 is 1 daily inbound flight from Chicago O'Hare Intl from 9 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 9h 14m. Copa Airlines provides one of the quickest options available for as low as $384. 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 $221. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Avianca, with the lowest prices starting at $259 and $307, respectively. Delta is priced at 59% lower than the current average price of a flight leaving 3 months from now.

  • 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 $151. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $236 on average, our data indicates $442 when flying from Chicago O'Hare Intl Airport to San José.

  • Where are the most common layover locations when flying from Chicago O'Hare Intl Airport to San José?

    Most of the time, Chicago O'Hare Intl Airport to San José flights that have layovers will stop in Fort Lauderdale.

  • What are some popular things to do or see while on a layover in Fort Lauderdale?

    Fort Lauderdale travelers tend to visit Las Olas Beach, Port Everglades, and Fort Lauderdale Beach Park more than anywhere else. Las Olas Beach, Port Everglades, and Fort Lauderdale Beach Park can be accessed by traveling approximately 4.1 mi, 2.1 mi, and 4.2 mi, respectively from Fort Lauderdale. Those looking to explore during their layover in Fort Lauderdale can rent a car from Fort Lauderdale for about $23 per day.

  • Where are the least popular layover locations for Chicago O'Hare Intl Airport to San José flights?

    Of the flights from Chicago O'Hare Intl Airport to San José that have layovers, the fewest flights stop in Panama City.

  • 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 $364). 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
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
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.
O'Hare Intl to Liberia flights
Midway to San José flights
Midway to Liberia flights

Top 9 airlines flying from O'Hare Intl to San José

Discover the top 9 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$669FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$259Average$404FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$462FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$518FlexibilityNo cancel feeOn-time70%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$631FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$441Average$610FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$443Average$707FlexibilityNo cancel feeOn-time69%

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