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Cheap flights from Chicago O'Hare Intl Airport to San José from £107

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 27/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
1 May — 8 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from O'Hare Intl to San José

Enter your travel dates to find the best prices.

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 1 April 2026.

Thu 14/513:49
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Thu 21/516:18
SJO
-
ORD
1 stop18h 51m
Multiple Airlines
Deal found 30/3£290
Tue 2/606:21
ORD
-
SJO
1 stop18h 38m
Multiple Airlines
Tue 9/616:15
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Deal found 1/4£295
Sun 28/601:30
ORD
-
SJO
1 stop24h 45m
Viva
Fri 3/702:20
SJO
-
ORD
1 stop21h 20m
Viva
Deal found 30/3£307
Thu 10/913:49
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Sun 20/916:15
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Deal found 30/3£320
Wed 8/702:53
ORD
-
SJO
1 stop22h 06m
Multiple Airlines
Tue 14/716:15
SJO
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 1/4£338
Mon 14/902:53
ORD
-
SJO
1 stop22h 06m
Multiple Airlines
Tue 22/916:15
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Deal found 1/4£340
Tue 26/513:49
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Sun 31/516:18
SJO
-
ORD
1 stop18h 51m
Multiple Airlines
Deal found 30/3£342
Tue 11/813:49
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Tue 25/816:15
SJO
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 29/3£348
Tue 7/713:49
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Tue 21/716:15
SJO
-
ORD
1 stop11h 26m
Multiple Airlines
Deal found 31/3£351
Sat 2/507:36
ORD
-
SJO
Nonstop5h 19m
United Airlines
Sat 16/513:00
SJO
-
ORD
Nonstop5h 35m
United Airlines
Deal found 28/3£352

Find 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 1 April 2026.

Round-trip from

£290

One-way from

£107

Popular in

December

Cheapest in

October

Average price

£386
14/5-21/5
  • 14/5-21/5
  • 2 total stops
  • 30h 01m total
  • Chicago to San José
Search Deals
27/4
  • 27/4
  • 1 total stop
  • 22h 24m total
  • Chicago to San José
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (£25 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise 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 858,174 searches. Data last updated 1 April 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

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 26/5

13:49-23:59

1 stop11h 10m

San José Juan Santamaria Intl

Sun 31/5

16:18-12:09

1 stop18h 51m

£342

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 26/5

15:21-08:21

1 stop18h 00m

San José Juan Santamaria Intl

Sun 31/5

18:19-14:06

1 stop18h 47m

£354

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 16/7

15:21-09:06

1 stop18h 45m

San José Juan Santamaria Intl

Mon 20/7

17:55-13:57

1 stop19h 02m

£354

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/8

15:21-08:19

1 stop17h 58m

San José Juan Santamaria Intl

Wed 12/8

10:03-01:02

1 stop13h 59m

£354

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 26/5

15:21-07:09

1 stop16h 48m

San José Juan Santamaria Intl

Mon 1/6

04:10-14:06

1 stop8h 56m

£354

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 9/5

15:21-09:06

1 stop18h 45m

San José Juan Santamaria Intl

Fri 15/5

08:47-01:15

1 stop15h 28m

£354

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 3/5

15:21-07:09

1 stop16h 48m

San José Juan Santamaria Intl

Sun 10/5

08:47-01:15

1 stop15h 28m

£354
Fastest return journey

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 8/9

05:30-11:56

1 stop7h 26m

San José Juan Santamaria Intl

Tue 29/9

13:25-07:56

2 stops17h 31m

£366

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 27/5

19:00-11:52

2 stops17h 52m

San José Juan Santamaria Intl

Sat 30/5

14:40-10:29

2 stops18h 49m

£366

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 26/6

15:21-07:12

1 stop16h 51m

San José Juan Santamaria Intl

Sat 27/6

17:57-14:06

1 stop19h 09m

£376

Flights are sorted by cheapest return flights first.

Deals found on 29/3

Showing 1-10 of 22 resultsSorted by cheapest first
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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 return 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 return flight from O'Hare Intl to San José. Price data was last updated on 13 March 2026.

The best time to book flights from Chicago O'Hare Intl Airport to San José is 9 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?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of £186). Flying from Chicago O'Hare Intl Airport to San José in April is currently the most expensive (average of £262). 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 1 April 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to San José as you normally would.

How much does it cost for a return flight from Chicago O'Hare Intl Airport to San José?

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 0 different airlines.

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

    Airlines like Copa Airlines fly from Chicago O'Hare Intl Airport to San José in about 16h 51m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 2220 mi.

  • 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 holiday 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of £186). Flying from Chicago O'Hare Intl Airport to San José in April is currently the most expensive (average of £262). 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

Travelling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Jacó

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Complete your trip

Complete your trip to San José by adding a car hire and/or hotel booking to your travel itinerary.
San José Juan Santamaria Intl Airport car hire
Liberia car hire

Fly with Cheapflights

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How does Cheapflights help users find flights from O'Hare Intl to San José?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from O'Hare Intl to San José. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to San José?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to San José from O'Hare Intl.

Can Cheapflights find flights from O'Hare Intl to San José with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from O'Hare Intl to San José, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from O'Hare Intl to San José become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to San José from O'Hare Intl today and book when prices fit your budget.

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