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Cheap flights from Chicago O'Hare Intl Airport to San José from £103

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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
15 Sep — 22 Sep1
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 16 August 2026.

Sat 5/915:20 -
1 stop20h 38m
Wed 9/910:03 -
1 stop13h 59m
Deal found 13/8£318
Sat 12/915:20 -
1 stop17h 59m
Sat 19/908:30 -
1 stop15h 32m
Deal found 14/8£318
Fri 9/1015:20 -
1 stop20h 38m
Mon 12/1004:08 -
1 stop8h 51m
Deal found 13/8£320
Tue 29/905:30 -
1 stop7h 51m
Tue 6/1007:55 -
1 stop12h 47m
Deal found 14/8£325
Wed 30/905:30 -
1 stop7h 51m
Sun 4/1013:25 -
1 stop9h 02m
Deal found 14/8£328
Thu 5/1112:40 -
1 stop7h 59m
Fri 13/1113:55 -
1 stop10h 06m
Deal found 14/8£332
Sat 10/1015:20 -
1 stop16h 50m
Thu 15/1017:55 -
1 stop19h 04m
Deal found 14/8£332
Sat 31/1005:27 -
1 stop7h 33m
Tue 10/1114:30 -
1 stop9h 29m
Deal found 15/8£336
Sat 31/1005:27 -
1 stop7h 33m
Wed 11/1114:30 -
2 stops20h 15m
Deal found 15/8£340
Fri 18/908:01 -
1 stop24h 25m
Fri 25/905:45 -
1 stop18h 17m
Deal found 14/8£346
Mon 9/1108:04 -
1 stop14h 11m
Fri 13/1107:00 -
2 stops13h 25m
Deal found 12/8£347

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 16 August 2026.

Round-trip from

£318

One-way from

£103

Popular in

December

Cheapest in

October

Average price

£431
Copa Airlines
  • Copa Airlines
  • 23/1-31/1
  • 2 total stops
  • 33h 45m total
  • Chicago to San José
Search Deals
Viva
  • Viva
  • 4/11
  • 1 total stop
  • 24h 50m total
  • Chicago to San José
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (£6 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£6 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 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 16 August 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
Fastest return journey

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Sun 17/1

07:02-12:15

Nonstop5h 13m

San José Juan Santamaria Intl

Thu 28/1

13:25-18:57

Nonstop5h 32m

£325

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Fri 22/1

10:42-20:39

1 stop9h 57m

San José Juan Santamaria Intl

Tue 26/1

14:25-22:36

1 stop8h 11m

£336

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Wed 3/2

06:00-13:22

1 stop7h 22m

San José Juan Santamaria Intl

Tue 9/2

01:15-11:27

1 stop10h 12m

£337

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Tue 22/9

08:01-08:19

1 stop25h 18m

San José Juan Santamaria Intl

Tue 29/9

10:03-01:02

1 stop13h 59m

£340

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Fri 1/1

07:02-12:15

Nonstop5h 13m

San José Juan Santamaria Intl

Mon 11/1

08:45-21:11

1 stop12h 26m

£383

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Tue 15/9

08:01-08:19

1 stop25h 18m

San José Juan Santamaria Intl

Tue 22/9

12:05-13:59

1 stop24h 54m

£390

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Fri 4/9

15:20-07:10

1 stop16h 50m

San José Juan Santamaria Intl

Wed 9/9

10:03-01:02

1 stop13h 59m

£390

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Mon 18/1

09:25-18:16

1 stop8h 51m

San José Juan Santamaria Intl

Sun 24/1

01:15-10:07

1 stop8h 52m

£397

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Mon 9/11

07:00-22:15

2 stops15h 15m

San José Juan Santamaria Intl

Sun 22/11

07:00-19:02

1 stop12h 02m

£416

ChicagoSan José

ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl

ORDSJO

Chicago O'Hare Intl

Tue 29/12

22:00-22:00

1 stop24h 00m

San José Juan Santamaria Intl

Wed 13/1

01:15-09:25

1 stop8h 10m

£417

Flights are sorted by cheapest return flights first.

Deals found on 13/8

Showing 1-10 of 23 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 £271). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £489). 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 16 August 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?

Airfare is below average for this route at the moment.

Chicago O'Hare Intl Airport to San José flights typically cost between £356 and £527 in September.
The cheapest return price found within the last 5 days was £318 on Copa Airlines (5 Sept–9 Sept).

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 United Airlines and Copa Airlines fly from Chicago O'Hare Intl Airport to San José in about 10h 31m. The time it takes to get you to your destination can typically vary by up to 14h 47m. Airlines will cover a distance of 2220 mi. Both multi-stop and direct flights can be found to your destination and back.

  • 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 £271). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £489). 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

Browse thousands of different options on Cheapflights for your next trip

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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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