San José

$138+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Apr 20 — Apr 271
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José Juan Santamaria Intl are usually found in August or May, booked 39 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 April 15, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$335
(Cheapflightsfares)

One-way from

$138
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$592

Good round-trip deal

$604 or less

Good one-way deal

$280 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. 10% potential increase in price ($68 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in April 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.

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 April 15, 2025.

This CheapOair deal was found by Cheapflights users on 4/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:05 amORD - SJO
1 stop7h 13mMultiple Airlines
Mon 9/84:13 pmSJO - ORD
1 stop17h 52mMultiple Airlines
Deal found 4/15$319
This Cheapflightsfares deal was found by Cheapflights users on 4/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/307:47 pmORD - SJO
1 stop16h 31mSpirit Airlines
Tue 5/612:23 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 4/15$335
This Copa Airlines deal was found by Cheapflights users on 4/13. 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.
Sun 11/96:56 amORD - SJO
1 stop12h 00mCopa Airlines
Sun 11/166:12 pmSJO - ORD
1 stop18h 10mCopa Airlines
Deal found 4/13$344
This Avianca deal was found by Cheapflights users on 4/15. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/175:25 pmORD - SJO
2 stops15h 15mAvianca
Sun 7/201:40 amSJO - ORD
1 stop34h 35mAvianca
Deal found 4/15$382
This CheapOair deal was found by Cheapflights users on 4/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:01 amORD - SJO
1 stop8h 30mFrontier
Sat 6/141:47 pmSJO - ORD
1 stop9h 33mFrontier
Deal found 4/15$431
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1412:45 pmORD - SJO
1 stop7h 52mUnited Airlines
Sat 4/197:55 amSJO - ORD
1 stop14h 18mUnited Airlines
Deal found 4/14$443
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:00 amORD - SJO
1 stop6h 53mDelta
Fri 9/261:18 pmSJO - ORD
1 stop9h 35mDelta
Deal found 4/14$446
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/158:27 amORD - SJO
2 stops10h 57mAmerican Airlines
Tue 4/226:05 amSJO - ORD
1 stop13h 53mAmerican Airlines
Deal found 4/14$447

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 April 15, 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

Wed 4/30

7:47 pm-11:18 am

1 stop16h 31m

San José Juan Santamaria Intl

Tue 5/6

12:23 pm-12:20 am

1 stop10h 57m

$335

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 5/4

7:33 pm-11:18 am

1 stop16h 45m

San José Juan Santamaria Intl

Thu 5/8

2:48 pm-5:42 am

1 stop13h 54m

$339

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/4

3:45 pm-9:50 pm

1 stop7h 05m

San José Juan Santamaria Intl

Wed 7/30

7:45 pm-4:05 pm

1 stop19h 20m

$403

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 4/26

7:51 am-9:54 pm

1 stop15h 03m

San José Juan Santamaria Intl

Sun 5/4

5:52 pm-1:47 pm

1 stop18h 55m

$418

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 6/7

5:01 am-12:31 pm

1 stop8h 30m

San José Juan Santamaria Intl

Sat 6/14

1:47 pm-12:20 am

1 stop9h 33m

$431

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 4/19

3:18 pm-9:58 pm

1 stop7h 40m

San José Juan Santamaria Intl

Sat 4/26

6:05 am-10:47 pm

1 stop15h 42m

$443

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 6/7

5:30 am-11:59 am

1 stop7h 29m

San José Juan Santamaria Intl

Sat 6/14

7:25 am-11:59 pm

2 stops15h 34m

$450

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 5/4

5:15 am-7:37 pm

1 stop15h 22m

San José Juan Santamaria Intl

Sat 5/10

1:00 pm-7:34 pm

Nonstop5h 34m

$458

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/24

4:35 pm-10:27 am

1 stop18h 52m

$138

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/10

1:40 am-1:52 pm

1 stop13h 12m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 17 results
1
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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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Justfly.comPrice Accuracy3 starsTrust Score*2 stars
FlightnetworkPrice Accuracy-Trust Score*3 stars

*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, San José Province flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago O'Hare Intl Airport-San José, San José Province flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José, San José Province 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, San José Province flights, Cheapflights users trust AranGrant the most. AranGrant 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, San José Province 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, San José Province?

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 April 11, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to San José, San José Province is 39 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José, San José Province (average of $398). Flying from Chicago O'Hare Intl Airport to San José, San José Province 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 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 April 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 49% on flights from Chicago O'Hare Intl Airport to San José, San José Province by exploring options for tickets in the evening.

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

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 March 30, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San José, San José Province flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in San José by month

Plan your trip to San José by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

Temperature in San José by month

Plan your trip to San José by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 April 15, 2025.
Peruse reviews from past customers who have flown with Delta, Copa Airlines and SWISS from Chicago to San José to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 0 daily inbound flights from Chicago O'Hare Intl from 8 different airlines.

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

    Flying on Spirit Airlines is currently your cheapest option to San José, San José Province, with prices starting at $335. Additional round-trip tickets that might be worth considering are offered by Avianca and Copa Airlines, with the lowest prices starting at $403 and $418, respectively. These flights start at 43% lower than the current average price 3 months from now.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $138. Users have also found prices from $200 and $201 on Frontier and United Airlines, respectively.

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

    Looking at all options, your cheapest flight can be booked for $200. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $281 on average our data indicates $532 when flying from Chicago O'Hare Intl Airport to San José, San José Province.

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

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

    The majority of Fort Lauderdale visitors spend their time at Las Olas Beach, Port Everglades, and Fort Lauderdale Beach Park. Las Olas Beach, Port Everglades, and Fort Lauderdale Beach Park can be visited by traveling about 4.1 mi, 2.1 mi, and 4.2 mi respectively from Fort Lauderdale. Those on a layover in Fort Lauderdale in need of a rental car can book one at Fort Lauderdale for about $27.

  • What are some popular points of interest to see during a layover in Panama City?

    Panama Old Cathedral, Amador Causeway, and Panama Canal are currently the most popular points of interest in Panama City at the moment. Those on a layover in Panama City interested in visiting Panama Old Cathedral, Amador Causeway, or Panama Canal can do so by traveling 13.2 mi, 14.7 mi, and 15.1 mi, respectively from Panama City Tocumen Intl. Those looking to explore during their layover in Panama City can rent a car from Panama City Tocumen Intl for about $14 per day.

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

  • 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, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José, San José Province (average of $398). Flying from Chicago O'Hare Intl Airport to San José, San José Province 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Manuel Antonio
Heredia
Alajuela
Monteverde
Jacó

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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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$242Average$416FlexibilityNo cancel feeOn-time65%
AviancaCheapest$338Average$489FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$416Average$614FlexibilityNo cancel feeOn-time70%
DeltaCheapest$442Average$672FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$482Average$692FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$540Average$613FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$554Average$773FlexibilityNo cancel feeOn-time69%

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