$154 Cheap flights from Juan Santamaría Intl. to O'Hare Intl. (SJO to ORD)

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Find The Best Dates To Fly from Juan Santamaría Intl. to O'Hare Intl.

Compare Flight Prices from San José to Chicago

Affordable Airfare Tickets from SJO to ORD Airport

The cheapest flights to O'Hare Intl. found within the past 7 days were $251 round trip and $154 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Jun 5 - Wed, Jun 11
SJO
San José
ORD
Chicago
$251 Roundtrip, found 2 days ago
$251
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 5 from San José to Chicago, returning Wed, Jun 11, priced at $251 found 2 days ago
Fri, May 30 - Sat, Jun 7
SJO
San José
ORD
Chicago
$278 Roundtrip, found 5 days ago
$278
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, May 30 from San José to Chicago, returning Sat, Jun 7, priced at $278 found 5 days ago
Thu, May 29 - Sat, Jun 7
SJO
San José
ORD
Chicago
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 29 from San José to Chicago, returning Sat, Jun 7, priced at $285 found 5 days ago
Fri, Jun 6 - Wed, Jun 11
SJO
San José
ORD
Chicago
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Jun 6 from San José to Chicago, returning Wed, Jun 11, priced at $288 found 2 days ago
Thu, Jun 5 - Wed, Jun 11
SJO
San José
ORD
Chicago
$293 Roundtrip, found 2 days ago
$293
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 5 from San José to Chicago, returning Wed, Jun 11, priced at $293 found 2 days ago
Sat, Jun 7 - Sat, Jun 21
SJO
San José
ORD
Chicago
$296 Roundtrip, found 2 days ago
$296
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jun 7 from San José to Chicago, returning Sat, Jun 21, priced at $296 found 2 days ago
Thu, May 29 - Sat, Jun 7
SJO
San José
ORD
Chicago
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 29 from San José to Chicago, returning Sat, Jun 7, priced at $299 found 5 days ago
Sat, May 24 - Mon, Jun 2
SJO
San José
ORD
Chicago
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 24 from San José to Chicago, returning Mon, Jun 2, priced at $305 found 3 days ago
Sat, May 24 - Mon, Jun 2
SJO
San José
ORD
Chicago
$313 Roundtrip, found 3 days ago
$313
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 24 from San José to Chicago, returning Mon, Jun 2, priced at $313 found 3 days ago
Sat, Aug 23 - Fri, Aug 29
SJO
San José
ORD
Chicago
$386 Roundtrip, found 1 day ago
$386
Roundtrip
found 1 day ago
Select avianca flight, departing Sat, Aug 23 from San José to Chicago, returning Fri, Aug 29, priced at $386 found 1 day ago

Frequently asked questions

Can I catch a flight from SJO to ORD right now?
For any present O’Hare Airport quarantine requirements and travel advice, go to our Covid-19 Travel Advisor. Check before you arrange your flight, so you don’t get caught up.
Are there direct flights from SJO to O'Hare Airport?
If you’re not so fond of stopovers, it’s smart to secure your flight from Juan Santamaria Intl. Airport (SJO) to O’Hare Airport well in advance of your departure. United Airlines is the only carrier that offers nonstop flights on this route.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O’Hare Airport, please visit our Customer Service Portal.
How long is the flight from Juan Santamaria Intl. Airport (SJO) to O'Hare Airport?
It takes an average of 9 hours and 47 minutes to travel from San Jose to Chicago. For this long-haul flight, you’ll benefit from being as best prepared as possible. Consider bringing a travel pillow for improved sleep, packing a few healthy snacks and wearing comfortable clothes.
What is the flight distance from Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD)?
There’s a flight distance of 2,200 mi separating SJO and ORD. This is classified as a medium-haul flight. There’ll be plenty of time to take advantage of the in-flight entertainment and squeeze in a little sleep if you want to look fresh on landing.
What airlines fly from Juan Santamaria Intl. Airport to O'Hare Airport?
Want to fly directly from Juan Santamaria Intl. Airport (SJO) to O’Hare Intl. Airport (ORD)? It’s your lucky day. United Airlines offers as many as 4 flights per month and is a popular option with many worldly wanderers.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from San José to Chicago

 

Traveling From
Juan Santamaría Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
 hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$251

Route Info

Flight path for flights from Juan Santamaria International Airport to O'Hare International Airport


Origin:
SJO - Juan Santamaria International Airport
Destination:
ORD - O'Hare International Airport
Distance:
2,596.00 miles


Airlines & Aircraft Used on SJO to ORD Flight Routes


Airline Carrier
Aircraft
Air Canada
Airbus A320-100/200
American Airlines
De Havilland Canada DHC-8-400 Dash 8Q
AVIANCA
Airbus A320-100/200

Discover our best flights from San José SJO to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from San José SJO to Chicago ORD at the right price  

Airfares to Chicago ORD from San José SJO currently cost between $251 and $386. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from San José SJO to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from San José SJO to Chicago ORD on Travelocity starting at $154. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from San José SJO quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from SJO to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from San José SJO to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from SJO. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from San José SJO to Chicago ORD today 

If you’re flexible about when you travel, June is usually the cheapest month to fly from San José SJO to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from San José SJO 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from SJO have this option.  

 

Travel with confidence when you book flights to Chicago ORD from San José SJO with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.