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 22 Oct 16
 Return 26 Oct 16

Flying with American Airlines

Price subject to availability

 
 
San Jose (SJC) to Chicago (ORD)
 Depart 25 Oct 16
 Return 28 Oct 16

Flying with United Airlines

Price subject to availability

 
 
San Jose (SJC) to Chicago (ORD)
 Depart 21 Mar 17
 Return 26 Mar 17

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  1 more Smartfares.com flights available on this route
$1,148   Dep 23 Nov 16 - Rtn 28 Nov 16
San Jose to Chicago
SJC to ORD Smartfares.com
San Jose (SJC) to Chicago (CHI)
 Depart 19 Oct 16
 Return 26 Oct 16

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  13 more CheapAir.com flights available on this route
$246   Dep 22 Oct 16 - Rtn 29 Oct 16
San Jose to Chicago
SJC to CHI CheapAir.com
$246   Dep 26 Oct 16 - Rtn 02 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$246   Dep 29 Oct 16 - Rtn 05 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$246   Dep 05 Nov 16 - Rtn 12 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$254   Dep 02 Nov 16 - Rtn 09 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$294   Dep 15 Oct 16 - Rtn 22 Oct 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 17 Oct 16 - Rtn 24 Oct 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 21 Oct 16 - Rtn 28 Oct 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 24 Oct 16 - Rtn 31 Oct 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 28 Oct 16 - Rtn 04 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 31 Oct 16 - Rtn 07 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 04 Nov 16 - Rtn 11 Nov 16
San Jose to Chicago
SJC to CHI CheapAir.com
$326   Dep 07 Nov 16 - Rtn 14 Nov 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 Chicago20
      Cheapest ticket price forSan Jose to Chicago$230
      Average flight price forSan Jose to Chicago$400
      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
      1 hour taxi waiting fee$50.00$20.00
      Imported beer (0.33 liter bottle)$2.58$1.87
      1 mile taxi journey$3.00$1.80
      1 bedroom apartment downtown$2382.92$1554.10
      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)
      • American Airlines Inc. operates 55 flights a week from San Jose to Chicago
      • When flying from San Jose to Chicago, Phoenix Sky Harbor International is the most common place passengers connect in
      • Flights between San Jose and Chicago typically provide 280 seats for passengers on a daily basis
      • A delay of 1 hr 12 mins is common when flying between San Jose and Chicago
      • For flights between San Jose and Chicago, the typical cancellation rate is 1.8 percent