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San José

$73+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 September, booked 53 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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 August 20, 2025.

Round-trip from

$285
(FlightHub)

One-way from

$82
(FlightHub)

Popular in

December

Cheapest in

August

Average price

$478

Good round-trip deal

$563 or less

Good one-way deal

$268 or less
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. 8% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 20, 2025.

This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/19:24 pmORD - SJO
2 stops16h 06mSpirit Airlines
Tue 11/41:35 pmSJO - ORD
1 stop11h 28mSpirit Airlines
Deal found 8/18$285
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/19:24 pmORD - SJO
2 stops16h 06mSpirit Airlines
Mon 11/31:35 pmSJO - ORD
2 stops30h 17mSpirit Airlines
Deal found 8/18$287
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/15:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Sat 10/412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/18$289
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:29 pmORD - SJO
2 stops16h 12mSpirit Airlines
Tue 11/412:29 pmSJO - ORD
2 stops12h 34mSpirit Airlines
Deal found 8/18$291
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/172:04 pmORD - SJO
2 stops22h 10mSpirit Airlines
Tue 9/2312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/18$292
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/81:26 pmORD - SJO
2 stops23h 04mSpirit Airlines
Mon 10/1312:35 pmSJO - ORD
1 stop28h 49mSpirit Airlines
Deal found 8/18$293
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/25:05 amORD - SJO
1 stop7h 07mMultiple Airlines
Thu 9/115:25 pmSJO - ORD
2 stops14h 53mMultiple Airlines
Deal found 8/19$294
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Thu 10/3012:35 pmSJO - ORD
1 stop27h 18mSpirit Airlines
Deal found 8/19$295
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/166:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Thu 9/2512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/18$296
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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.
Tue 9/25:05 amORD - SJO
1 stop7h 07mSpirit Airlines
Fri 9/1212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/19$297
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1911:37 amORD - SJO
2 stops24h 37mSpirit Airlines
Mon 9/2912:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/19$298
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/25:05 amORD - SJO
1 stop7h 07mSpirit Airlines
Mon 9/812:19 pmSJO - ORD
2 stops23h 50mSpirit Airlines
Deal found 8/19$299

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 August 20, 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

Sat 11/1

9:24 pm-12:30 pm

2 stops16h 06m

San José Juan Santamaria Intl

Wed 11/5

1:19 pm-11:42 pm

1 stop10h 23m

$285

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 10/1

2:04 pm-11:14 am

2 stops22h 10m

San José Juan Santamaria Intl

Sat 10/4

12:19 pm-10:48 pm

1 stop9h 29m

$285

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 11/1

9:24 pm-12:30 pm

2 stops16h 06m

San José Juan Santamaria Intl

Tue 11/4

1:35 pm-7:16 pm

2 stops29h 41m

$287

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 11/1

9:24 pm-12:30 pm

2 stops16h 06m

San José Juan Santamaria Intl

Mon 11/3

1:35 pm-7:52 pm

2 stops30h 17m

$287

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 10/31

7:29 pm-10:41 am

2 stops16h 12m

San José Juan Santamaria Intl

Tue 11/4

12:29 pm-1:03 am

2 stops12h 34m

$291

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 10/2

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Wed 10/8

12:35 pm-11:45 pm

1 stop10h 10m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/18

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Wed 9/24

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 9/27

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Thu 10/2

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 9/20

8:56 pm-11:14 am

2 stops39h 18m

San José Juan Santamaria Intl

Sun 9/28

12:19 pm-10:52 am

1 stop21h 33m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/18

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Thu 9/25

12:19 pm-10:48 pm

1 stop9h 29m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 19 results
1
2

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 August 8, 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 August 20, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 44% 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 August 17, 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. 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 August 20, 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
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,510 reviews
Copa Airlines
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,928 reviews
Copa Airlines
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Avianca
6.7
Okay
2,411 reviews
Copa Airlines
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Spirit Airlines
6.3
Okay
8,039 reviews
Copa Airlines
7.5
Good
1,510 reviews

Boarding

7.8

Crew

8.1

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.

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

    There are many flights that can get you from Chicago O'Hare Intl Airport to San José, San José Province in 16h 06m. Fly via Spirit Airlines to get the fastest option. There are 2220 mi between Chicago O'Hare Intl Airport and San José, San José Province.

  • 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 $275. Additional round-trip tickets that might be worth considering are offered by Avianca and Copa Airlines, with the lowest prices starting at $319 and $343, respectively. These flights start at 54% lower than the current average price 3 months from now.

  • 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 $176. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $212 on average our data indicates $509 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.

  • 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.

  • 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 Panama City 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 San José?

Book flights to San José 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$275Average$456FlexibilityNo cancel feeOn-time65%
AviancaCheapest$319Average$462FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$343Average$609FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%
DeltaCheapest$438Average$668FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$441Average$624FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$444Average$661FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$470Average$745FlexibilityNo cancel feeOn-time69%

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