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 $222 / RT details

Book your flight now with FlyFar and save!

Cheap Chicago airfares from $222/RT are provided by FlyFar. Outbound flight is leaving on 09/26/2017, 02:35 pm from San Jose (SJC) airport and arrives at Chicago Midway (MDW) at 08:40 pm. The flight time is 6 hours and 5 minutes. The Returning flight departes on 10/03/2017, 08:00 pm (other return dates are also available). Date posted: 19 Sep 2017

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

  • $222Major Airline flight Major Airline 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/26/201702:35 pm
    Chicago, IL (MDW)San Jose, CA (SJC)10/03/201708:00 pm
    flyfar.ca check price
  • $228Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/26/201702:35 pm
    Chicago, IL (MDW)San Jose, CA (SJC)10/03/201708:00 pm
    flightnetwork.com check price
  • $230Major Airline flight Major Airline 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)10/20/201703:05 pm
    Chicago, IL (MDW)San Jose, CA (SJC)10/23/201708:00 pm
    flyfar.ca check price
  • $234United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)09/26/201706:40 am
    Chicago, IL (ORD)San Jose, CA (SJC)10/04/201707:15 pm
    flighthub.com check price
  • $236Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)10/20/201703:05 pm
    Chicago, IL (MDW)San Jose, CA (SJC)10/23/201708:00 pm
    flightnetwork.com check price
  • $110United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)10/25/201701:55 pm
    flighthub.com check price
  • $129United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/14/201701:55 pm
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  • $135United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/10/201701:55 pm
    flighthub.com check price
  • $138Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)09/30/201711:40 am
    flighthub.com check price
  • $139Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)11/10/201709:10 pm
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