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 $185 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $185/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/17/2020, 07:40 am from San Jose (SJC) airport and arrives at Chicago O`hare (ORD) at 06:35 pm. The flight time is 10 hours and 55 minutes. The Returning flight departes on 11/24/2020, 01:20 pm (other return dates are also available). Date posted: 22 Sep 2020

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

  • $185Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/17/202007:40 am
    Chicago, IL (ORD)San Jose, CA (SJC)11/24/202001:20 pm
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  • $245Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)12/29/202002:35 pm
    Chicago, IL (ORD)San Jose, CA (SJC)01/06/202104:15 pm
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  • $245Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/11/202007:40 am
    Chicago, IL (ORD)San Jose, CA (SJC)11/17/202001:55 pm
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  • $262Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)10/30/202008:30 pm
    Chicago, IL (ORD)San Jose, CA (SJC)11/05/202008:59 pm
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  • $268Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)10/30/202007:40 am
    Chicago, IL (ORD)San Jose, CA (SJC)11/05/202009:30 am
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  • $93Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/03/202007:40 am
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  • $93Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/04/202007:40 am
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  • $185Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/08/202012:00 pm
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  • $204Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/08/202009:15 pm
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  • $207Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/01/202004:05 pm
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