£172 Cheap Flights from San José (SJO) to Chicago (ORD)

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Cheap Flights from San José (SJO) to Chicago (ORD)

Prices were available within the past 7 days and start at £172 for one-way flights and £180 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Wed, 17 Jul - Wed, 24 Jul
SJO
San José
ORD
Chicago
£180 Return, found 2 days ago
£180
Return
found 2 days ago
Select Spirit Airlines flight, departing Wed, 17 Jul from San José to Chicago, returning Wed, 24 Jul, priced at £180 found 2 days ago
Spirit Airlines
Tue, 16 Jul - Wed, 24 Jul
SJO
San José
ORD
Chicago
£191 Return, found 2 days ago
£191
Return
found 2 days ago
Select Spirit Airlines flight, departing Tue, 16 Jul from San José to Chicago, returning Wed, 24 Jul, priced at £191 found 2 days ago
Spirit Airlines
Wed, 17 Jul - Tue, 23 Jul
SJO
San José
ORD
Chicago
£198 Return, found 2 days ago
£198
Return
found 2 days ago
Select Spirit Airlines flight, departing Wed, 17 Jul from San José to Chicago, returning Tue, 23 Jul, priced at £198 found 2 days ago
Spirit Airlines
Tue, 16 Jul - Sat, 20 Jul
SJO
San José
ORD
Chicago
£218 Return, found 2 days ago
£218
Return
found 2 days ago
Select Spirit Airlines flight, departing Tue, 16 Jul from San José to Chicago, returning Sat, 20 Jul, priced at £218 found 2 days ago
Spirit Airlines
Sat, 20 Jul - Wed, 24 Jul
SJO
San José
ORD
Chicago
£224 Return, found 2 days ago
£224
Return
found 2 days ago
Select Spirit Airlines flight, departing Sat, 20 Jul from San José to Chicago, returning Wed, 24 Jul, priced at £224 found 2 days ago
Spirit Airlines
Tue, 16 Jul - Mon, 22 Jul
SJO
San José
ORD
Chicago
£237 Return, found 2 days ago
£237
Return
found 2 days ago
Select Spirit Airlines flight, departing Tue, 16 Jul from San José to Chicago, returning Mon, 22 Jul, priced at £237 found 2 days ago
Spirit Airlines
Tue, 16 Jul - Thu, 25 Jul
SJO
San José
ORD
Chicago
£239 Return, found 2 days ago
£239
Return
found 2 days ago
Select Spirit Airlines flight, departing Tue, 16 Jul from San José to Chicago, returning Thu, 25 Jul, priced at £239 found 2 days ago
Spirit Airlines
Sat, 20 Jul - Tue, 23 Jul
SJO
San José
ORD
Chicago
£242 Return, found 2 days ago
£242
Return
found 2 days ago
Select Spirit Airlines flight, departing Sat, 20 Jul from San José to Chicago, returning Tue, 23 Jul, priced at £242 found 2 days ago
Spirit Airlines
Sat, 13 Jul - Tue, 23 Jul
SJO
San José
ORD
Chicago
£256 Return, found 2 days ago
£256
Return
found 2 days ago
Select Spirit Airlines flight, departing Sat, 13 Jul from San José to Chicago, returning Tue, 23 Jul, priced at £256 found 2 days ago
Spirit Airlines
Thu, 18 Jul - Tue, 23 Jul
SJO
San José
ORD
Chicago
£257 Return, found 2 days ago
£257
Return
found 2 days ago
Select Spirit Airlines flight, departing Thu, 18 Jul from San José to Chicago, returning Tue, 23 Jul, priced at £257 found 2 days ago
Flight from San José to Chicago route information
Origin airport
Juan Santamaría Intl.
Destination airport
O'Hare Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Copa, Delta, JetBlue Airways, United, avianca
Return price
£180
Distance
3553 km
Average flight time
7 hours 41 mins

Compare flights from San José to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from San José to Chicago. Operating between them 1 flights per day, 20 airlines cover the route. And Avianca fly direct, getting you to O'Hare Intl. in just 9hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Juan Santamaría Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Juan Santamaría Intl. (SJO) to O'Hare Intl. (ORD) 

The easiest way to view the best deals on flights from San José to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Juan Santamaría Intl. to O'Hare Intl. start at just £180 and range up to £257.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near San José and Chicago
  • booking your flight during July, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your San José to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Juan Santamaría Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from Juan Santamaria Intl. Airport to O'Hare Airport?
Start packing your suitcase, because round-trip journeys from Juan Santamaria Intl. Airport (SJO) to O’Hare Intl. Airport (ORD) start from £180. That’s based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Juan Santamaria Intl. Airport (SJO) to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Juan Santamaria Intl. Airport (SJO) to O’Hare Intl. Airport (ORD) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from SJO to O'Hare Intl. Airport (ORD)?
The flight distance between SJO (SJO) and ORD (ORD) is 3,600 kilometres. Work your way through your travel song playlist or bury your nose in a book and the journey will zip on by.
Which airlines fly direct from SJO to ORD?
If you want to travel straight from Juan Santamaria Intl. Airport to O’Hare Airport, you’ll need to book a flight with one or more stops. Unfortunately, there are no airlines that fly directly on this route.
Are Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Juan Santamaria Intl. Airport (SJO) to ORD can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you’d rather start your trip planning early on, Expedia compares flight deals up to a year in advance. Just remember that not all airlines list their prices that far in advance. Our suggestion? Check back often as updates are made regularly.
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