£184 Cheap Flights from Chicago (ORD) to San José (SJO)
Popular airlines from Chicago O'Hare International Airport (ORD) to Juan Santamaria Intl. Airport (SJO)
Air CanadaAir Canada
AviancaAvianca
JetBlue AirwaysJetBlue Airways
American AirlinesAmerican Airlines
CopaCopa
UnitedUnited
DeltaDelta
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Cheap Flights from Chicago to San José (ORD-SJO)
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Compare flights from Chicago to San José easily and book with confidence
For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to San José. Operating between them 1 flights per day, 8 airlines cover the route. And United Airlines fly direct, getting you to Juan Santamaría Intl. in just 5hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Juan Santamaría 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 O'Hare Intl. (ORD) to Juan Santamaría Intl. (SJO)
The easiest way to view the best deals on flights from Chicago to San José 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 O'Hare Intl. to Juan Santamaría Intl. start at just £335 and range up to £441.
To find an even better deal, try
- being flexible on your dates – midweek flights can be cheaper
- looking for other airports near Chicago and San José
- booking your flight during January, the cheapest month on this route
- varying your flight times – early morning and late at night are sometimes cheaper
Why you should book your Chicago to San José flight with Expedia!
We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Juan Santamaría 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 ORD to Juan Santamaria Intl. Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight from ORD to SJO was £335. Fares this cheap don't hang around, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to SJO?
When it comes to cancellation fees, each airline has its own terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from ORD to SJO 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 ORD to Juan Santamaria Intl. Airport (SJO) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to Juan Santamaria Intl. Airport (SJO)?
Around 3,600 kilometres separates Chicago and San Jose, so pack something to help you fill in a couple of hours. That action-packed novel you haven't had time to start will be just the ticket.
Which airlines fly direct from O'Hare Airport to Juan Santamaria Intl. Airport (SJO)?
Direct flights aren't available, so you'll have to make at least one stop between O'Hare Intl. Airport (ORD) and Juan Santamaria Intl. Airport. Take advantage of the layover time to stretch your legs and grab a bite to eat.
Are O'Hare Airport to Juan Santamaria Intl. Airport (SJO) flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some of the cheapest airfares from ORD to Juan Santamaria Intl. Airport (SJO) showing up a few weeks prior to the departure date. If you'd rather book ahead of time, Expedia compares and updates the best flight deals regularly — as early as 12 months in advance in some cases. It does depend on the carrier though, as not every airline advertises prices so far in advance.
Travel information
Origin airport | Chicago O'Hare International Airport |
|---|---|
Destination airport | Juan Santamaria Intl. Airport |
Distance | 2,220 miles away |
Airlines serving | Air Canada, Avianca, JetBlue Airways, American Airlines, Copa, United, Delta, Aeromexico, Frontier Airlines |
Popular airline | Air Canada |
Return price | £335 |
Average flight time | 5 hours 18 mins |