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San José

$121+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Find cheap flights from O'Hare Intl to San José with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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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 42 days in advance, depart on a Tuesday or Thursday and return on a Thursday

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 January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$346
(Copa Airlines)

One-way from

$121
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$488

Good round-trip deal

$457 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.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San José Juan Santamaria Intl flights.
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From Chicago O'Hare Intl to San José Juan Santamaria Intl
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One-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 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 San José Juan Santamaria Intl.
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Price to beat on a one-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
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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 January 14, 2026.

This Copa Airlines deal was found by Cheapflights users on 1/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/202:22 pm
ORD
-
SJO
1 stop7h 30m
Copa Airlines
Sun 3/12:54 pm
SJO
-
ORD
1 stop9h 10m
Copa Airlines
Deal found 1/13$346
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Wed 2/113:22 pm
ORD
-
SJO
2 stops20h 18m
Multiple Airlines
Fri 2/201:31 pm
SJO
-
ORD
1 stop7h 42m
Multiple Airlines
Deal found 1/13$347
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/188:51 pm
ORD
-
SJO
1 stop14h 46m
Multiple Airlines
Wed 2/412:33 pm
SJO
-
ORD
1 stop9h 11m
Multiple Airlines
Deal found 1/12$348
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:06 pm
ORD
-
SJO
1 stop24h 16m
Multiple Airlines
Sun 3/17:45 am
SJO
-
ORD
1 stop25h 54m
Multiple Airlines
Deal found 1/12$349
This CheapOair deal was found by Cheapflights users on 1/11. 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.
Sun 2/154:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Mon 3/21:31 pm
SJO
-
ORD
1 stop10h 16m
Spirit Airlines
Deal found 1/11$350
This Mytrip deal was found by Cheapflights users on 1/12. 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.
Wed 1/2111:58 pm
ORD
-
SJO
1 stop13h 52m
Multiple Airlines
Wed 1/285:45 am
SJO
-
ORD
1 stop7h 30m
Multiple Airlines
Deal found 1/12$351
This CheapOair deal was found by Cheapflights users on 1/12. 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.
Tue 3/34:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Mon 3/912:31 pm
SJO
-
ORD
1 stop7h 42m
Spirit Airlines
Deal found 1/12$352
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2311:55 am
ORD
-
SJO
2 stops28h 15m
Multiple Airlines
Tue 1/278:05 pm
SJO
-
ORD
2 stops36h 13m
Multiple Airlines
Deal found 1/14$353
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:23 pm
ORD
-
SJO
2 stops16h 02m
Multiple Airlines
Wed 3/1112:31 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 1/12$354
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:16 pm
ORD
-
SJO
1 stop16h 06m
Spirit Airlines
Wed 3/1112:31 pm
SJO
-
ORD
1 stop10h 16m
Spirit Airlines
Deal found 1/12$355
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:18 am
ORD
-
SJO
3 stops14h 22m
Multiple Airlines
Wed 3/1112:31 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 1/12$356
This Copa Airlines deal was found by Cheapflights users on 1/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:22 pm
ORD
-
SJO
1 stop17h 58m
Copa Airlines
Thu 3/128:11 am
SJO
-
ORD
1 stop15h 53m
Copa Airlines
Deal found 1/13$357

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 January 14, 2026.
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

Tue 2/3

2:22 pm-7:06 am

1 stop16h 44m

San José Juan Santamaria Intl

Sun 2/8

2:54 pm-12:04 am

1 stop9h 10m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 3/5

2:22 pm-7:05 am

1 stop16h 43m

San José Juan Santamaria Intl

Wed 3/11

2:54 pm-1:04 am

1 stop9h 10m

$346

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

5:50 am-1:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 2/21

2:22 pm-8:21 am

1 stop17h 59m

San José Juan Santamaria Intl

Sun 3/1

2:54 pm-12:04 am

1 stop9h 10m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/10

4:51 pm-3:05 pm

1 stop23h 14m

San José Juan Santamaria Intl

Tue 4/14

7:45 am-6:14 pm

1 stop9h 29m

$355

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 4/13

10:27 am-3:05 pm

1 stop29h 38m

San José Juan Santamaria Intl

Tue 4/28

7:45 am-6:15 pm

1 stop9h 30m

$355

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 3/11

3:22 pm-7:05 am

1 stop16h 43m

San José Juan Santamaria Intl

Sun 3/15

10:08 am-1:04 am

1 stop13h 56m

$357

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/13

7:34 am-7:02 pm

1 stop11h 28m

San José Juan Santamaria Intl

Fri 2/27

11:01 am-12:04 am

1 stop13h 03m

$361

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/13

7:34 am-7:02 pm

1 stop11h 28m

San José Juan Santamaria Intl

Wed 2/18

6:08 pm-12:31 pm

1 stop18h 23m

$361

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 2/2

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

Thu 2/5

2:20 pm-10:58 pm

1 stop8h 38m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

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 January.
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 January 9, 2026.

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 42 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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $236). Flying from Chicago O'Hare Intl Airport to San José in March is currently the most expensive (average of $383). 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 January 14, 2026.

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.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to San José?

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 January 14, 2026.
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
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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
Copa Airlines
7.6
Good
1,559 reviews
Copa Airlines
7.6
Good
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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
United Airlines
7.4
Good
9,157 reviews
Copa Airlines
7.6
Good
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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
American Airlines
7.2
Good
11,122 reviews
Copa Airlines
7.6
Good
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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
Avianca
6.6
Okay
2,489 reviews
Copa Airlines
7.6
Good
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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
Spirit Airlines
6.3
Okay
8,312 reviews
Copa Airlines
7.6
Good
1,559 reviews

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

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 is 1 daily inbound flight 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 16h 44m. 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 60% 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 ($88), Frontier ($121), and Delta ($136).

  • 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 $202 on average, our data indicates $883 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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $236). Flying from Chicago O'Hare Intl Airport to San José in March is currently the most expensive (average of $383). 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
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

Browse thousands of different options on Cheapflights for your next trip

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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 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 January 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$637FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$257Average$382FlexibilityNo cancel feeOn-time65%
AviancaCheapest$307Average$444FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$309Average$495FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$345Average$585FlexibilityNo cancel feeOn-time71%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$410Average$635FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$441Average$620FlexibilityNo cancel feeOn-time63%

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