Cheap Flight Tickets from Chicago (ORD) to San Jose (SJO), Starting at $647

Good to Know: Cheapest and Fastest ORD - SJO Flights

Useful information for finding best airline tickets from Chicago O'Hare International to Juan Santamaria International on your next trip.

Cheapest Round Trip Flight

$647

AC Air Canada • 2 stops • 27h 32m

Dec 08 – Apr 13

The cheapest round trip flight from Chicago to San Jose (ORD-SJO-ORD) is currently $647

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Cheapest One way Flight

$732

UA United Airlines • 2 stops • 22h 23m

Sep 26

The cheapest one way flight from Chicago to San Jose (ORD-SJO) is currently $732

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Fastest Flight

18h 20m

The fastest nonstop flight from Chicago to San Jose (ORD-SJO) takes 18h 20m

Latest Flight Deals from Chicago (ORD) to San Jose (SJO)

Compare and book low fare round-trip air tickets from Chicago to San Jose. Ideal for travelers with confirmed return itineraries.

Dec 08 - Apr 13, Economy
AC
Chicago → San Jose
27h 32m
7:20 AM - 12:40 AM • 2 stops
AC
Chicago → San Jose
15h 24m
7:45 AM - 7:55 PM • 1 stop
$647
Air Canada
Dec 08 - Apr 13, Economy
AC
Chicago → San Jose
27h 32m
8:45 AM - 10:30 PM • 1 stop
Y4
Chicago → San Jose
15h 24m
1:16 PM - 5:52 AM • 2 stops
$727
Air Canada
Dec 08 - Apr 13, Economy
Y4
Chicago → San Jose
27h 32m
1:24 AM - 10:09 PM • 2 stops
AC
Chicago → San Jose
15h 24m
7:45 AM - 7:55 PM • 1 stop
$768
Volaris Airline
Dec 08 - Apr 13, Economy
AV
Chicago → San Jose
27h 32m
7:00 AM - 3:05 PM • 1 stop
AV
Chicago → San Jose
15h 24m
9:25 AM - 9:20 PM • 1 stop
$1013
Avianca
Dec 08 - Apr 13, Economy
AC
Chicago → San Jose
27h 32m
7:02 AM - 12:40 AM • 2 stops
CM
Chicago → San Jose
15h 24m
2:20 PM - 12:44 AM • 1 stop
$1207
Air Canada
Dec 08 - Apr 13, Economy
AV
Chicago → San Jose
27h 32m
7:00 AM - 3:05 PM • 1 stop
AV
Chicago → San Jose
15h 24m
5:05 AM - 4:57 PM • 2 stops
$1270
Avianca

Fly from Chicago to San Jose with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to San Jose? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to San Jose Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to SJO?
The most popular airline flying from Chicago to San Jose are
Can I fly from ORD to SJO non-stop?
NO
Which airlines fly nonstop between Chicago and San Jose?
The non-stop flights between Chicago and San Jose are .
What’s the earliest departure time from ORD to SJO Airport?
The earliest flight leaves ORD at 1:24 am and lands in SJO - Juan Santamaria International
What are the airports in San Jose?
SJO
Can I make changes to my Chicago to San Jose flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to SJO?
Read the fare rules of the Chicago to San Jose air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San Jose?
operate flights between Chicago and San Jose
How long does a flight from Chicago to San Jose take?
It takes approximately 5 hour to fly non-stop from ORD to SJO, which is 2213.63 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to San Jose (SJO) ?
In the past couple of days, the cheapest tickets to SJO from ORD were found on UA : USD 1881
Do I need a passport to fly between ORD and SJO?
Yes
What’s the latest departure time from ORD to SJO ?
The last flight leaves ORD at 7:47 pm

Chicago (ORD) to San Jose (SJO): Airport Information

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Juan Santamaria International , San Jose, CR
Distance 2214 miles

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