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Cheap flights from Chicago O'Hare Intl Airport to San José from £108

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
28 Jul — 4 Aug1
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 28 June 2026.

Wed 19/815:21
ORD
-
SJO
1 stop17h 58m
Copa Airlines
Sun 23/818:17
SJO
-
ORD
1 stop18h 42m
Copa Airlines
Deal found 26/6£371
Mon 6/702:53
ORD
-
SJO
1 stop22h 06m
Multiple Airlines
Tue 21/716:15
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Deal found 26/6£373
Fri 31/701:30
ORD
-
SJO
1 stop24h 45m
Viva
Fri 7/802:20
SJO
-
ORD
1 stop21h 20m
Viva
Deal found 24/6£377
Wed 30/910:32
ORD
-
SJO
1 stop10h 05m
United Airlines
Sun 4/1007:55
SJO
-
ORD
1 stop9h 35m
United Airlines
Deal found 26/6£380
Sat 1/815:21
ORD
-
SJO
1 stop18h 43m
Copa Airlines
Fri 7/804:08
SJO
-
ORD
1 stop8h 51m
Copa Airlines
Deal found 24/6£382
Sun 4/1007:05
ORD
-
SJO
2 stops29h 49m
Delta
Thu 22/1013:23
SJO
-
ORD
2 stops22h 14m
Delta
Deal found 24/6£384
Mon 9/1107:40
ORD
-
SJO
1 stop12h 59m
United Airlines
Sat 14/1113:55
SJO
-
ORD
Nonstop5h 33m
United Airlines
Deal found 26/6£387
Mon 24/807:00
ORD
-
SJO
1 stop6h 57m
JetBlue
Tue 1/914:02
SJO
-
ORD
1 stop8h 42m
JetBlue
Deal found 26/6£392
Thu 20/807:00
ORD
-
SJO
1 stop6h 57m
JetBlue
Wed 26/814:02
SJO
-
ORD
1 stop8h 42m
JetBlue
Deal found 26/6£394
Tue 25/807:00
ORD
-
SJO
1 stop6h 57m
JetBlue
Mon 31/814:02
SJO
-
ORD
1 stop8h 42m
JetBlue
Deal found 26/6£395
Sat 31/1007:30
ORD
-
SJO
Nonstop5h 18m
United Airlines
Sat 12/1214:05
SJO
-
ORD
Nonstop5h 30m
United Airlines
Deal found 27/6£396

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 28 June 2026.

Round-trip from

£371

One-way from

£108

Popular in

December

Cheapest in

October

Average price

£464
Copa Airlines
  • Copa Airlines
  • 19/8-23/8
  • 2 total stops
  • 36h 40m total
  • Chicago to San José
Search Deals
Viva
  • Viva
  • 27/9
  • 1 total stop
  • 20h 53m total
  • Chicago to San José
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (£16 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£8 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 2026
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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 28 June 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

Mon 21/9

15:20-09:04

1 stop18h 44m

San José Juan Santamaria Intl

Sun 27/9

14:48-01:02

1 stop9h 14m

£371

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/11

14:13-07:02

1 stop16h 49m

San José Juan Santamaria Intl

Fri 6/11

08:44-00:11

1 stop15h 27m

£371

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 16/8

08:02-08:19

1 stop25h 17m

San José Juan Santamaria Intl

Wed 19/8

08:45-01:02

1 stop15h 17m

£371

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 19/8

15:21-08:19

1 stop17h 58m

San José Juan Santamaria Intl

Sun 23/8

18:17-13:59

1 stop18h 42m

£371

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/11

14:13-16:49

1 stop26h 36m

San José Juan Santamaria Intl

Wed 11/11

14:45-00:11

1 stop9h 26m

£371

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 14/11

17:50-06:25

1 stop12h 35m

San José Juan Santamaria Intl

Sat 21/11

13:55-19:28

Nonstop5h 33m

£373

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 31/10

07:30-11:48

Nonstop5h 18m

San José Juan Santamaria Intl

Sat 19/12

14:20-00:15

1 stop9h 55m

£377

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 30/9

10:32-19:37

1 stop10h 05m

San José Juan Santamaria Intl

Sun 4/10

07:55-18:30

1 stop9h 35m

£380
Fastest return journey

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 31/10

07:30-11:48

Nonstop5h 18m

San José Juan Santamaria Intl

Sat 12/12

14:05-19:35

Nonstop5h 30m

£396

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 26/7

15:21-07:12

1 stop16h 51m

San José Juan Santamaria Intl

Tue 4/8

13:35-13:59

1 stop23h 24m

£407

Flights are sorted by cheapest return flights first.

Deals found on 27/6

Showing 1-10 of 20 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?

The best time to book flights from Chicago O'Hare Intl Airport to San José is 43 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 £273). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £509). 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 28 June 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 18h 44m. 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 £273). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £509). 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

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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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