Cheap flights from Chicago to San Jose
Travel > Central America > Costa Rica > Chicago to San Jose flights
Check our current prices for flights from Chicago to San Jose. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to San Jose, you will need to run a search below.
Search and Compare cheap Flights

Book your flight now with and save!
Cheap airfares from /OW are provided by . This flight is going on , from () airport and arrives to () at so it makes 0 hours and 0 minutes. This is a oneway flight. Date posted: 31 Dec 1969
Price evolution for flights From Chicago To San Jose

Recent Deals on Flights from Chicago to San Jose:Roundtrip / Oneway
- $179
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Jose, CR (SJO) 06/02/2023 07:37 pm - $203
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Jose, CR (SJO) 06/11/2023 05:00 am - $294
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Jose, CR (SJO) 06/11/2023 05:45 am - $327
Aeromexico
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Jose, CR (SJO) 06/02/2023 01:55 am - $964
Alaska Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Jose, CR (SJO) 06/11/2023 06:15 am - We are sorry but currently there are no roundtrip offers for flights from Chicago to San Jose.
Please visit this page again later or try out our merchant comparison search. Good luck!
Recently found cheap flight deals
San Francisco To Tehran Emirates Airlines airfares from San Francisco in April
$1149 Depart: 04/26/2023
Return: 05/04/2023
provided by Cheapoair.com
Denver To Timisoara Multiple Airlines airfares from Denver in June
$2554 Depart: 06/10/2023
Return: 06/25/2023
provided by Cheapoair.com
Atlanta To Memphis Spirit Airlines airfares from Atlanta in August
$824 Depart: 08/02/2023
Return: 08/08/2023
provided by Cheapoair.com
Minneapolis To Calgary Alaska Airlines airfares from Minneapolis in September
$1123 Depart: 09/13/2023
Return: 09/19/2023
provided by Cheapoair.com
Dallas To Spartanburg FlyNordic airfares from Dallas in September
$507 Depart: 09/22/2022
Return: 09/28/2022
provided by Cheapoair.com
Denver To Algiers Multiple Airlines airfares from Denver in June
$2087 Depart: 06/21/2023
Return: 07/05/2023
provided by Cheapoair.com
Atlanta To Richmond Spirit Airlines airfares from Atlanta in June
$862 Depart: 06/07/2023
Return: 06/20/2023
provided by Cheapoair.com
Detroit To New Orleans Multiple Airlines airfares from Detroit in July
$207 Depart: 07/15/2023
Return: 07/24/2023
provided by Cheapoair.com
Honolulu To Sacramento Alaska Airlines airfares from Honolulu in May
$725 Depart: 05/04/2023
Return: 05/15/2023
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Chicago to San Jose, San Jose hotel rooms and Chicago to San Jose vacation packages from the most popular providers, airline consolidators and travel search engines.
Know what to do when flying to San Jose?
San Jose Travel Guide Enjoy your vacations in San Jose - Overview San Jose, the largest city of Silicon Valley is about a 50 miles south of the South Francisco is linked with cutting-edge technology and innovation. The city of San José has faced quite a hit even [...]San Jose History San José in Costa Rica has a fascinating history. It is currently the capital of Costa Rica but it was not the original capital. It was first a small pueblo that was founded in 1738. Cartago was the original capital of Costa Rica. Many [...]
San Jose Sightseeing If you are going to San Jose, Costa Rica there are a few places that you will have to go to. San Jose is rather small but it does not lack entertainment. These destinations will teach you about local culture, its history and dedication to [...]
San Jose Nightlife In San Jose, Costa Rica, there is an active nightlife. No matter what you like to do, San Jose has something for you. If you prefer to have a relaxed night out on the town, there are various bars that are low key and have a tranquil, [...]