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$118+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
May 12 — May 191
Mon 5/12
Mon 5/19
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 August or May, booked 53 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 May 7, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$321
(Mytrip)

One-way from

$118
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$438

Good round-trip deal

$539 or less

Good one-way deal

$200 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. 10% potential increase in price ($68 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 May 2025
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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 May 7, 2025.

This Mytrip deal was found by Cheapflights users on 5/7. 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 5/294:35 pmORD - SJO
2 stops19h 58mSpirit Airlines
Sun 6/112:28 pmSJO - ORD
2 stops30h 35mSpirit Airlines
Deal found 5/7$321
This Cheapflightsfares deal was found by Cheapflights users on 5/7. 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 6/183:45 pmORD - SJO
2 stops20h 30mAvianca
Thu 6/268:00 pmSJO - ORD
2 stops17h 25mAvianca
Deal found 5/7$323
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Mon 5/265:20 pmORD - SJO
2 stops18h 07mMultiple Airlines
Wed 6/411:32 amSJO - ORD
1 stop12h 04mMultiple Airlines
Deal found 5/6$324
This Copa Airlines deal was found by Cheapflights users on 5/6. 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.
Tue 7/221:07 amORD - SJO
1 stop8h 13mCopa Airlines
Mon 7/2810:05 amSJO - ORD
1 stop12h 47mCopa Airlines
Deal found 5/6$397
This American Airlines deal was found by Cheapflights users on 5/6. 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 12/32:50 pmORD - SJO
Nonstop5h 12mAmerican Airlines
Tue 12/97:00 amSJO - ORD
Nonstop5h 38mAmerican Airlines
Deal found 5/6$431
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Sat 5/107:41 amORD - SJO
Nonstop5h 14mUnited Airlines
Sat 5/177:55 amSJO - ORD
1 stop15h 20mUnited Airlines
Deal found 5/7$438
This Delta deal was found by Cheapflights users on 5/5. 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.
Thu 11/2711:19 amORD - SJO
1 stop10h 56mDelta
Thu 12/47:00 amSJO - ORD
1 stop11h 56mDelta
Deal found 5/5$446
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:00 amORD - SJO
2 stops17h 46mAlaska Airlines
Sat 5/311:06 amSJO - ORD
2 stops45h 50mAlaska Airlines
Deal found 5/7$470

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 May 7, 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 5/29

4:35 pm-11:33 am

2 stops19h 58m

San José Juan Santamaria Intl

Sun 6/1

12:28 pm-8:03 pm

2 stops30h 35m

$321

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/18

3:45 pm-11:15 am

2 stops20h 30m

San José Juan Santamaria Intl

Thu 6/26

8:00 pm-2:25 pm

2 stops17h 25m

$323

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 5/26

5:20 pm-10:27 am

2 stops18h 07m

San José Juan Santamaria Intl

Wed 6/4

11:32 am-12:36 am

1 stop12h 04m

$324

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 6/2

3:07 pm-7:35 am

1 stop17h 28m

San José Juan Santamaria Intl

Mon 7/28

10:57 am-11:52 pm

1 stop11h 55m

$374

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 6/8

7:41 am-11:55 am

Nonstop5h 14m

San José Juan Santamaria Intl

Thu 6/12

1:30 pm-11:12 pm

1 stop8h 42m

$441

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 7/25

2:15 pm-5:58 am

2 stops16h 43m

San José Juan Santamaria Intl

Mon 7/28

1:21 pm-12:09 am

1 stop9h 48m

$450

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/29

7:00 am-11:46 pm

2 stops17h 46m

San José Juan Santamaria Intl

Sat 5/31

1:06 am-11:56 pm

2 stops45h 50m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 6/6

4:35 pm-10:27 am

1 stop18h 52m

$118

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 6/13

3:45 pm-11:15 pm

1 stop8h 30m

$141

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/24

5:03 pm-10:27 am

1 stop18h 24m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 15 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 May.
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 May 2, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to San José, San José Province is 53 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 May 7, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 48% 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 May 5, 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 May 7, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and Copa Airlines 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.
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,994 reviews
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,944 reviews
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Copa Airlines
7.5
Good
1,418 reviews
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Aeromexico
7.5
Good
1,700 reviews
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,710 reviews
Alaska Airlines
8.0
Very good
9,994 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $321. Additional round-trip tickets that might be worth considering are offered by Avianca and Copa Airlines, with the lowest prices starting at $323 and $374, respectively. These flights start at 46% 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 $118. Users have also found prices from $141 and $204 on Avianca and Copa 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 $232 on average our data indicates $465 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?

    Most of the time, Chicago O'Hare Intl Airport to San José, San José Province flights that have layovers will stop in Fort Lauderdale. Panama City is the second most popular location for layovers on flights 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 $13 per day.

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

    Chicago O'Hare Intl Airport to San José, San José Province flights have a layover in Orlando the least frequently.

  • 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
Heredia
Manuel Antonio
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.
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 May 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$269Average$426FlexibilityNo cancel feeOn-time65%
AviancaCheapest$338Average$482FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$416Average$616FlexibilityNo cancel feeOn-time70%
DeltaCheapest$438Average$663FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$448Average$686FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$534Average$780FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$540Average$607FlexibilityNo cancel feeOn-time63%

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