Cheap flights from San Jose to Chicago

Travel > North America > United States > San Jose to Chicago flights

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Check our current prices for flights from San Jose to Chicago. 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 San Jose to Chicago, you will need to run a search below.

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From $499 / RT details

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Cheap Chicago airfares from $499/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/22/2023, 09:40 pm from San Jose (SJC) airport and arrives at Chicago O`hare (ORD) at 06:30 am. The flight time is 8 hours and 50 minutes. The Returning flight departes on 03/03/2023, 09:00 am (other return dates are also available). Date posted: 31 Dec 2022

Price evolution for flights From San Jose To Chicago

Price overview for flights from San Jose to Chicago

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

  • $499Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/22/202309:40 pm
    Chicago, IL (ORD)San Jose, CA (SJC)03/03/202309:00 am
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  • $503Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/14/202307:30 am
    Chicago, IL (ORD)San Jose, CA (SJC)03/01/202309:00 am
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  • $216Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/22/202305:00 pm
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  • $237Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/06/202309:25 pm
    cheapoair.com check price
  • $258Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/19/202306:25 am
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  • $287Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)03/06/202306:25 am
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  • $303Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)02/17/202309:40 pm
    cheapoair.com check price
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