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$116+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 August or June, booked 53 days in advance, depart on a Monday or Tuesday 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 June 12, 2025.

Round-trip from

$298
(FlightHub)

One-way from

$116
(Priceline)

Popular in

December

Cheapest in

August

Average price

$544

Good round-trip deal

$493 or less

Good one-way deal

$202 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. 9% potential increase in price ($63 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 June 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 June 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/810:46 amORD - SJO
2 stops25h 25mSpirit Airlines
Tue 7/2212:16 pmSJO - ORD
1 stop9h 57mSpirit Airlines
Deal found 6/12$298
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/810:46 amORD - SJO
2 stops25h 25mMultiple Airlines
Tue 7/155:05 amSJO - ORD
1 stop10h 00mMultiple Airlines
Deal found 6/12$302
This Copa Airlines deal was found by Cheapflights users on 6/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/167:54 amORD - SJO
1 stop14h 59mCopa Airlines
Fri 9/2610:05 amSJO - ORD
1 stop13h 17mCopa Airlines
Deal found 6/11$310
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORD - SJO
1 stop7h 29mFrontier
Sat 11/152:49 pmSJO - ORD
1 stop19h 37mFrontier
Deal found 6/11$348
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/65:00 amORD - SJO
1 stop7h 55mAmerican Airlines
Wed 8/131:55 pmSJO - ORD
1 stop8h 04mAmerican Airlines
Deal found 6/11$362
This Priceline deal was found by Cheapflights users on 6/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/105:25 pmORD - SJO
2 stops15h 15mAvianca
Mon 7/147:45 pmSJO - ORD
1 stop19h 20mAvianca
Deal found 6/9$385

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 June 12, 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

Tue 7/8

10:46 am-11:11 am

2 stops25h 25m

San José Juan Santamaria Intl

Tue 7/22

12:16 pm-11:13 pm

1 stop9h 57m

$298

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 7/8

10:46 am-11:11 am

2 stops25h 25m

San José Juan Santamaria Intl

Tue 7/15

5:05 am-4:05 pm

1 stop10h 00m

$302

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/16

7:54 am-9:53 pm

1 stop14h 59m

San José Juan Santamaria Intl

Fri 9/26

10:05 am-12:22 am

1 stop13h 17m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 11/8

6:00 am-1:29 pm

1 stop7h 29m

San José Juan Santamaria Intl

Sat 11/15

2:49 pm-10:26 am

1 stop19h 37m

$348

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 8/6

5:00 am-11:55 am

1 stop7h 55m

San José Juan Santamaria Intl

Wed 8/13

1:55 pm-10:59 pm

1 stop8h 04m

$362

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 7/10

5:25 pm-7:40 am

2 stops15h 15m

San José Juan Santamaria Intl

Mon 7/14

7:45 pm-4:05 pm

1 stop19h 20m

$385

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 7/8

10:46 am-11:11 am

2 stops25h 25m

$116

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 8/30

6:00 am-12:24 pm

1 stop7h 24m

$133

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 6/30

1:43 pm-11:15 pm

3 stops34h 32m

$142

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 10/25

5:15 am-1:00 pm

2 stops8h 45m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 15 results
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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 June 9, 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 June 12, 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 June 8, 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 June 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Copa Airlines and Aeromexico 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
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Copa Airlines
7.5
Good
1,451 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Aeromexico
7.5
Good
1,706 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 $298. Additional round-trip tickets that might be worth considering are offered by Copa Airlines and Frontier, with the lowest prices starting at $310 and $348, respectively. These flights start at 50% 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 $116. Users have also found prices from $133 and $168 on Frontier and American 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 $310 on average our data indicates $795 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 $24.

  • 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 $11 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$274Average$438FlexibilityNo cancel feeOn-time65%
AviancaCheapest$323Average$462FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$376Average$607FlexibilityNo cancel feeOn-time70%
DeltaCheapest$438Average$653FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$446Average$679FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$493Average$755FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$639FlexibilityNo cancel feeOn-time63%

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