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 $242 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $242/RT are provided by Cheapoair.com. Outbound flight is leaving on 06/02/2021, 12:55 pm from San Jose (SJC) airport and arrives at Chicago O`hare (ORD) at 11:59 pm. The flight time is 11 hours and 4 minutes. The Returning flight departes on 06/08/2021, 07:00 am (other return dates are also available). Date posted: 10 Mar 2021

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

  • $242Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)06/02/202112:55 pm
    Chicago, IL (ORD)San Jose, CA (SJC)06/08/202107:00 am
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  • $262Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/21/202102:25 pm
    Chicago, IL (ORD)San Jose, CA (SJC)04/30/202109:50 am
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  • $279Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/21/202102:25 pm
    Chicago, IL (ORD)San Jose, CA (SJC)04/30/202108:45 am
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  • $309Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)06/08/202102:55 pm
    Chicago, IL (ORD)San Jose, CA (SJC)06/16/202107:00 am
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  • $387Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/13/202107:41 am
    Chicago, IL (ORD)San Jose, CA (SJC)04/28/202105:10 pm
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  • $77Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/01/202102:25 pm
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  • $121Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/11/202102:25 pm
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  • $141Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/17/202108:40 am
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  • $142Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/25/202102:25 pm
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Know what to do when flying to Chicago?

Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]
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