Find flights
Deals
When to book
FAQs

Cheap flights from Chicago O'Hare Intl Airport to San José from £111

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
30 Oct — 6 Nov1
1 adult
1 adult, Economy

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 30 September 2025.

Round-trip from

£242

One-way from

£111

Popular in

December

Cheapest in

October

Average price

£335
United Airlines
  • United Airlines
  • 2/2-9/2
  • Nonstop
  • 10h 47m total
  • Chicago to San José
Search Deals
Delta
  • Delta
  • 15/1
  • 2 total stops
  • 15h 15m total
  • Chicago to San José
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£38 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 30 September 2025.

Sat 29/1107:39ORD - SJO
Nonstop5h 17mUnited Airlines
Sat 6/1214:05SJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 29/9£242
Sat 1/1115:07ORD - SJO
1 stop18h 12mCopa Airlines
Mon 3/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 29/9£244
Wed 29/1007:10ORD - SJO
1 stop13h 29mUnited Airlines
Sat 1/1113:05SJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 28/9£246
Sat 1/1107:39ORD - SJO
Nonstop5h 17mUnited Airlines
Thu 6/1112:35SJO - ORD
1 stop11h 40mUnited Airlines
Deal found 29/9£249
Thu 13/1106:00ORD - SJO
1 stop7h 15mUnited Airlines
Sun 16/1114:20SJO - ORD
1 stop9h 55mUnited Airlines
Deal found 29/9£253
Sat 1/1115:07ORD - SJO
1 stop18h 12mCopa Airlines
Wed 5/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 29/9£255
Tue 18/1110:46ORD - SJO
2 stops11h 21mDelta
Sun 23/1114:31SJO - ORD
1 stop9h 31mDelta
Deal found 29/9£256
Thu 13/1114:07ORD - SJO
1 stop18h 12mCopa Airlines
Thu 20/1114:53SJO - ORD
1 stop9h 12mCopa Airlines
Deal found 29/9£258
Thu 6/1114:07ORD - SJO
1 stop18h 12mCopa Airlines
Mon 10/1104:08SJO - ORD
1 stop8h 38mCopa Airlines
Deal found 29/9£265
Thu 9/1015:07ORD - SJO
1 stop17h 23mCopa Airlines
Sun 19/1018:10SJO - ORD
1 stop18h 31mCopa Airlines
Deal found 29/9£272
Fri 5/1207:35ORD - SJO
1 stop13h 04mUnited Airlines
Sat 20/1214:05SJO - ORD
Nonstop5h 30mUnited Airlines
Deal found 30/9£272

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 30 September 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

Sat 29/11

07:39-12:56

Nonstop5h 17m

San José Juan Santamaria Intl

Sat 6/12

14:05-19:35

Nonstop5h 30m

£242

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 10/2

14:22-07:06

1 stop16h 44m

San José Juan Santamaria Intl

Mon 16/2

04:09-12:31

1 stop8h 22m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 11/2

14:22-07:06

1 stop16h 44m

San José Juan Santamaria Intl

Mon 16/2

04:09-12:31

1 stop8h 22m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 30/10

15:07-07:30

1 stop17h 23m

San José Juan Santamaria Intl

Mon 3/11

04:08-12:46

1 stop8h 38m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 14/1

14:13-08:21

1 stop18h 08m

San José Juan Santamaria Intl

Tue 20/1

04:09-12:46

1 stop8h 37m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 18/11

14:07-07:33

1 stop17h 26m

San José Juan Santamaria Intl

Sun 23/11

04:08-12:46

1 stop8h 38m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 19/2

14:22-08:21

1 stop17h 59m

San José Juan Santamaria Intl

Sun 22/2

04:09-12:31

1 stop8h 22m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 3/11

14:07-08:19

1 stop18h 12m

San José Juan Santamaria Intl

Sun 9/11

04:08-12:46

1 stop8h 38m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 24/1

14:13-08:21

1 stop18h 08m

San José Juan Santamaria Intl

Sun 1/2

17:51-12:31

1 stop18h 40m

£244

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 15/1

07:00-22:15

2 stops15h 15m

£111

Flights are sorted by cheapest return flights first.

Deals found on 28/9

Showing 1-10 of 17 results
1
2

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, San José Province?

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 26 September 2025.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San José, San José Province, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José, San José Province?

Currently, October 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 £769). Flying from Chicago O'Hare Intl Airport to San José, San José Province in December is currently the most expensive (average of £1,101). 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.

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, San José Province?

    A quick flight from Chicago O'Hare Intl Airport to San José, San José Province can take about 5h 17m. United Airlines provides one of the quickest options available for as low as £242. Airlines will cover a distance of 2220 mi. This flight may include one or multiple stops.

  • 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, San José Province?

    Currently, October 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 £769). Flying from Chicago O'Hare Intl Airport to San José, San José Province in December is currently the most expensive (average of £1,101). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.