Flights from San Jose (SJC) to Chicago (CHI)

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We compare hundreds of flights from San Jose to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
San Jose (SJC) to Chicago (ORD)
 Depart 09 Jan 17
 Return 13 Jan 17

Flying with United Airlines

Price subject to availability

 
 
San Jose (SJC) to Chicago (CHI)
 Depart 27 Jan 17
 Return 29 Jan 17

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  1 more OneTravel.com flights available on this route
$752   Dep 23 Dec 16 - Rtn 26 Dec 16
San Jose to Chicago
SJC to ORD OneTravel.com
San Jose (SJC) to Chicago (ORD)
 Depart 03 Feb 17
 Return 11 Feb 17

Price subject to availability

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  • Price
  • Dep date
  15 more Smartfares.com flights available on this route
$1,111   Dep 26 Dec 16 - Rtn 31 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,155   Dep 24 Dec 16 - Rtn 30 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,163   Dep 25 Dec 16 - Rtn 30 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,163   Dep 26 Dec 16 - Rtn 30 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,181   Dep 30 Dec 16 - Rtn 03 Jan 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,195   Dep 20 Dec 16 - Rtn 26 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,204   Dep 25 Dec 16 - Rtn 29 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,204   Dep 26 Dec 16 - Rtn 29 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,211   Dep 19 Feb 17 - Rtn 22 Feb 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,272   Dep 21 Dec 16 - Rtn 25 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
$1,297   Dep 28 Dec 16 - Rtn 02 Jan 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,307   Dep 26 Dec 16 - Rtn 01 Jan 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,334   Dep 28 Dec 16 - Rtn 01 Jan 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,381   Dep 30 Dec 16 - Rtn 02 Jan 17
San Jose to Chicago
SJC to ORD Smartfares.com
$1,389   Dep 21 Dec 16 - Rtn 26 Dec 16
San Jose to Chicago
SJC to ORD Smartfares.com
San Jose (SJC) to Chicago (CHI)
 Depart 06 Jan 17
 Return 13 Jan 17

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  13 more CheapAir.com flights available on this route
$300   Dep 07 Jan 17 - Rtn 14 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$300   Dep 11 Jan 17 - Rtn 18 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$308   Dep 09 Jan 17 - Rtn 16 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$321   Dep 31 Dec 16 - Rtn 07 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$330   Dep 04 Jan 17 - Rtn 11 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$334   Dep 30 Dec 16 - Rtn 06 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$389   Dep 02 Jan 17 - Rtn 09 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$450   Dep 28 Dec 16 - Rtn 04 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$473   Dep 19 Dec 16 - Rtn 26 Dec 16
San Jose to Chicago
SJC to CHI CheapAir.com
$508   Dep 24 Dec 16 - Rtn 31 Dec 16
San Jose to Chicago
SJC to CHI CheapAir.com
$593   Dep 26 Dec 16 - Rtn 02 Jan 17
San Jose to Chicago
SJC to CHI CheapAir.com
$652   Dep 21 Dec 16 - Rtn 28 Dec 16
San Jose to Chicago
SJC to CHI CheapAir.com
$720   Dep 23 Dec 16 - Rtn 30 Dec 16
San Jose to Chicago
SJC to CHI CheapAir.com
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      Travel information for San Jose to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forSan Jose to Chicago4
      Flights available forSan Jose to Chicago53
      Cheapest ticket price forSan Jose to Chicago$292
      Average flight price forSan Jose to Chicago$1023
      Flight duration forSan Jose to Chicago4 hrs 5 mins
      San Jose to Chicagoonly 1836 miles

       How much do things cost in Chicago and San Jose?

      • San Jose is 7% cheaper than Chicago
      San Jose Chicago
      Bottle of local beer (0.5 liter)$1.83$1.33
      Local draught beer (0.5 liter)$4.00$5.00
      3 course meal for 2$52.50$65.00
      Cheap meal$12.00$15.00
      source

        Facts and figures about flying from San Jose to Chicago

      • There’s not much chance of diversions on flights between San Jose and Chicago
      • If you’re flying between San Jose and Chicago you will most likely travel with a Boeing 737-800 (winglets)
      • For flights between San Jose and Chicago, the typical cancellation rate is 1.8 percent
      • When flying from San Jose to Chicago, Phoenix Sky Harbor International is the most common place passengers connect in
      • A delay of 1 hr 12 mins is common when flying between San Jose and Chicago
      • Flights between San Jose and Chicago typically provide 280 seats for passengers on a daily basis
      • American Airlines Inc. operates 55 flights a week from San Jose to Chicago