Cheap flights from Chicago to San Jose

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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.

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From $385 / RT details

Book your flight now with Cheapoair.com and save!

Cheap San Jose airfares from $385/RT are provided by Cheapoair.com. Outbound flight is leaving on 10/23/2019, 05:15 am from Chicago O`hare (ORD) airport and arrives at San Jose Santamaria (SJO) at 11:30 am. The flight time is 6 hours and 15 minutes. The Returning flight departes on 11/05/2019, 02:20 am (other return dates are also available). Date posted: 08 Jun 2019

Price evolution for flights From Chicago To San Jose

Price overview for flights from Chicago to San Jose

Recent Deals on Flights from Chicago to San Jose:Roundtrip / Oneway

  • $385Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)10/23/201905:15 am
    San Jose, CR (SJO)Chicago, IL (ORD)11/05/201902:20 am
    cheapoair.com check price
  • $390Interjet (abc Aerolineas) flight Interjet (abc Aerolineas) 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)10/23/201901:00 pm
    San Jose, CR (SJO)Chicago, IL (ORD)11/05/201901:40 pm
    cheapoair.com check price
  • $391Interjet (abc Aerolineas) flight Interjet (abc Aerolineas) 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)10/23/201901:00 pm
    San Jose, CR (SJO)Chicago, IL (ORD)11/05/201901:40 pm
    flyfar.ca check price
  • $391Interjet (abc Aerolineas) flight Interjet (abc Aerolineas) 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)10/23/201901:00 pm
    San Jose, CR (SJO)Chicago, IL (ORD)11/05/201901:40 pm
    flightnetwork.com check price
  • $409Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)10/23/201910:17 am
    San Jose, CR (SJO)Chicago, IL (ORD)11/05/201903:39 pm
    flyfar.ca check price
  • $138Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)11/13/201904:22 pm
    cheapoair.com check price
  • $151Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)11/13/201905:15 am
    flyfar.ca check price
  • $151Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)11/13/201905:15 am
    flightnetwork.com check price
  • $152Copa Air flight Copa Air 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)11/13/201901:45 pm
    cheapoair.com check price
  • $162Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)11/13/201906:55 am
    flyfar.ca check price
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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 Josť has faced quite a hit even [...]
San Jose History San Josť 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, [...]
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