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Cheap flights from Chicago O'Hare Intl Airport to San José from £98

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 15/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
14 Dec — 21 Dec1
1 adult
1 adult, Economy, 0 bags

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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 14 November 2025.

Thu 20/1114:07ORD - SJO
1 stop17h 26mCopa Airlines
Sun 23/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 13/11£292
Fri 28/1114:07ORD - SJO
1 stop17h 26mCopa Airlines
Sat 6/1204:08SJO - ORD
1 stop8h 44mCopa Airlines
Deal found 12/11£303
Sat 29/1114:07ORD - SJO
1 stop7h 49mCopa Airlines
Fri 5/1204:08SJO - ORD
1 stop8h 44mCopa Airlines
Deal found 13/11£345
Sat 13/1207:39ORD - SJO
Nonstop5h 17mUnited Airlines
Sun 21/1214:05SJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 13/11£350
Fri 21/1114:07ORD - SJO
1 stop18h 12mCopa Airlines
Mon 24/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 12/11£351
Fri 14/1114:07ORD - SJO
1 stop17h 26mCopa Airlines
Sun 16/1110:08SJO - ORD
1 stop13h 57mCopa Airlines
Deal found 13/11£353
Sun 16/1106:00ORD - SJO
1 stop14h 39mUnited Airlines
Sat 22/1114:05SJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 12/11£354
Sat 13/1207:39ORD - SJO
Nonstop5h 17mUnited Airlines
Thu 18/1212:35SJO - ORD
1 stop8h 51mUnited Airlines
Deal found 12/11£358
Wed 3/1205:30ORD - SJO
1 stop16h 50mDelta
Mon 8/1207:00SJO - ORD
1 stop9h 45mDelta
Deal found 13/11£362
Fri 21/1114:07ORD - SJO
1 stop17h 26mCopa Airlines
Fri 6/204:09SJO - ORD
1 stop8h 22mCopa Airlines
Deal found 12/11£362
Fri 14/1114:07ORD - SJO
1 stop17h 26mCopa Airlines
Thu 20/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 13/11£364
Sat 6/1217:07ORD - SJO
2 stops29h 13mDelta
Sat 13/1207:00SJO - ORD
2 stops13h 35mDelta
Deal found 13/11£365

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 14 November 2025.

Round-trip from

£245

One-way from

£98

Popular in

December

Cheapest in

October

Average price

£380
27/1-1/2
  • 27/1-1/2
  • 2 total stops
  • 54h 40m total
  • Chicago to San José
Search Deals
15/12
  • 15/12
  • 2 total stops
  • 18h 06m total
  • Chicago to San José
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (£28 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
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 14 November 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

Thu 15/1

09:14-15:30

1 stop30h 16m

San José Juan Santamaria Intl

Mon 19/1

07:45-08:09

1 stop24h 24m

£254

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/3

14:22-08:20

1 stop17h 58m

San José Juan Santamaria Intl

Wed 11/3

17:51-13:31

1 stop18h 40m

£292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/2

07:34-18:56

1 stop11h 22m

San José Juan Santamaria Intl

Tue 10/2

14:54-00:04

1 stop9h 10m

£292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/3

14:22-08:20

1 stop17h 58m

San José Juan Santamaria Intl

Sun 8/3

10:08-01:04

1 stop13h 56m

£292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 14/2

14:22-07:06

1 stop16h 44m

San José Juan Santamaria Intl

Fri 27/2

11:01-00:04

1 stop13h 03m

£292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 28/11

14:07-07:33

1 stop17h 26m

San José Juan Santamaria Intl

Sat 6/12

04:08-12:52

1 stop8h 44m

£303

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 22/1

23:51-07:06

1 stop7h 15m

San José Juan Santamaria Intl

Fri 27/2

04:09-12:31

1 stop8h 22m

£303

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 7/3

14:22-07:05

1 stop16h 43m

San José Juan Santamaria Intl

Sun 15/3

04:09-13:31

1 stop8h 22m

£303

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 28/2

14:22-08:20

1 stop17h 58m

San José Juan Santamaria Intl

Sat 7/3

04:09-13:31

1 stop8h 22m

£303

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 13/2

14:22-08:21

1 stop17h 59m

San José Juan Santamaria Intl

Mon 16/2

04:09-12:31

1 stop8h 22m

£331

Flights are sorted by cheapest return flights first.

Deals found on 13/11

Showing 1-10 of 21 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 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 7 November 2025.

The best time to book flights from Chicago O'Hare Intl Airport to San José is 5 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 £188). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £274). 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 14 November 2025.

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.

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 is 1 daily inbound flight 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 9h 14m. 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 £188). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of £274). 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
Manuel Antonio

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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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