Cheap flights from San Jose to Chicago

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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 $265 / RT details

Book your flight now with FlyFar and save!

Cheap Chicago airfares from $265/RT are provided by FlyFar. Outbound flight is leaving on 05/29/2015, 03:10 pm from San Jose (SJC) airport and arrives at Chicago Midway (MDW) at 11:10 pm. The flight time is 8 hours and 0 minutes. The Returning flight departes on 06/02/2015, 02:35 pm (other return dates are also available). Date posted: 10 Jan 2015

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

  • $265Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)05/29/201503:10 pm
    Chicago, IL (MDW)San Jose, CA (SJC)06/02/201502:35 pm
    flyfar.ca check price
  • $276Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)06/05/201503:10 pm
    Chicago, IL (MDW)San Jose, CA (SJC)06/08/201502:35 pm
    flyfar.ca check price
  • $276Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)05/29/201503:10 pm
    Chicago, IL (MDW)San Jose, CA (SJC)06/01/201502:35 pm
    flyfar.ca check price
  • $277Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/29/201507:16 pm
    Chicago, IL (ORD)San Jose, CA (SJC)06/02/201508:05 pm
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  • $281Us Airways flight Us Airways 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/14/201502:25 pm
    Chicago, IL (ORD)San Jose, CA (SJC)05/17/201505:00 am
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  • $115Us Airways flight Us Airways 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/13/201502:25 pm
    flighthub.com check price
  • $115American Airlines flight American Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)04/13/201502:25 pm
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  • $124United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/05/201508:00 am
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  • $125American Airlines flight American Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/19/201502:25 pm
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  • $125Us Airways flight Us Airways 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)05/19/201502:25 pm
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