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 (CHI)
 Depart 14 May 16
 Return 21 May 16

Flying with American Airlines

Price subject to availability

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  1 more OneTravel.com flights available on this route
$273   Dep 01 Jun 16 - Rtn 25 Jun 16
San Jose to Chicago
SJC to ORD OneTravel.com
San Jose (SJC) to Chicago (MDW)
 Depart 23 Jun 16
 Return 27 Jun 16

Price subject to availability

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San Jose (SJC) to Chicago (CHI)
 Depart 18 May 16
 Return 25 May 16

Price subject to availability

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San Jose (SJC) to Chicago (CHI)
 Depart 10 May 16
 Return 11 May 16

Flying with United Airlines

Price subject to availability

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  1 more CheapOair.com flights available on this route
$273   Dep 01 Jun 16 - Rtn 25 Jun 16
San Jose to Chicago
SJC to ORD CheapOair.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 Chicago28
      Cheapest ticket price forSan Jose to Chicago$208
      Average flight price forSan Jose to Chicago$467
      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
      One-way ticket (local transport)$2.00$2.25
      3 course meal for 2$52.50$65.00
      1 bedroom apartment downtown$2382.92$1554.10
      Local draught beer (0.5 liter)$4.00$5.00
      source

        Facts and figures about flying from San Jose to Chicago

      • 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
      • For flights between San Jose and Chicago, the typical cancellation rate is 1.8 percent
      • Flights between San Jose and Chicago typically provide 280 seats for passengers on a daily basis
      • If you’re flying between San Jose and Chicago you will most likely travel with a Boeing 737-800 (winglets)
      • There’s not much chance of diversions on flights between San Jose and Chicago
      • A delay of 1 hr 12 mins is common when flying between San Jose and Chicago