Flights from Oakland (OAK) to Chicago (CHI)

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We compare hundreds of flights from Oakland to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Oakland (OAK) to Chicago (CHI)
 Depart 24 Aug 15
 Return 26 Aug 15

Price subject to availability

 
 
Oakland (OAK) to Chicago (ORD)
 Depart 07 Oct 15
 Return 14 Oct 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  6 more momondo.com flights available on this route
$196   Dep 14 Oct 15 - Rtn 21 Oct 15
Oakland to Chicago
OAK to ORD momondo.com
$196   Dep 21 Oct 15 - Rtn 28 Oct 15
Oakland to Chicago
OAK to ORD momondo.com
$196   Dep 28 Oct 15 - Rtn 04 Nov 15
Oakland to Chicago
OAK to ORD momondo.com
$196   Dep 04 Nov 15 - Rtn 11 Nov 15
Oakland to Chicago
OAK to ORD momondo.com
$206   Dep 23 Sep 15 - Rtn 30 Sep 15
Oakland to Chicago
OAK to ORD momondo.com
$256   Dep 30 Sep 15 - Rtn 07 Oct 15
Oakland to Chicago
OAK to ORD momondo.com
Oakland (OAK) to Chicago (CHI)
 Depart 26 Aug 15
 Return 02 Sep 15

Price subject to availability

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Oakland (OAK) to Chicago (CHI)
 Depart 13 Aug 15
 Return 26 Aug 15

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
Oakland (OAK) to Chicago (CHI)
 Depart 04 Nov 15
 Return 11 Nov 15

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  13 more CheapOair.com flights available on this route
$224   Dep 10 Sep 15 - Rtn 15 Sep 15
Oakland to Chicago
OAK to CHI CheapOair.com
$224   Dep 11 Sep 15 - Rtn 16 Sep 15
Oakland to Chicago
OAK to CHI CheapOair.com
$224   Dep 13 Oct 15 - Rtn 14 Oct 15
Oakland to Chicago
OAK to ORD CheapOair.com
$224   Dep 13 Oct 15 - Rtn 17 Oct 15
Oakland to Chicago
OAK to ORD CheapOair.com
$224   Dep 31 Oct 15 - Rtn 03 Nov 15
Oakland to Chicago
OAK to ORD CheapOair.com
$224   Dep 03 Nov 15 - Rtn 04 Nov 15
Oakland to Chicago
OAK to ORD CheapOair.com
$234   Dep 13 Nov 15 - Rtn 16 Nov 15
Oakland to Chicago
OAK to CHI CheapOair.com
$311   Dep 19 Mar 16 - Rtn 23 Mar 16
Oakland to Chicago
OAK to ORD CheapOair.com
$311   Dep 22 Mar 16 - Rtn 26 Mar 16
Oakland to Chicago
OAK to ORD CheapOair.com
$324   Dep 03 Sep 15 - Rtn 05 Sep 15
Oakland to Chicago
OAK to CHI CheapOair.com
$429   Dep 07 Aug 15 - Rtn 10 Aug 15
Oakland to Chicago
OAK to CHI CheapOair.com
$524   Dep 07 Aug 15 - Rtn 09 Aug 15
Oakland to Chicago
OAK to CHI CheapOair.com
$589   Dep 06 Aug 15 - Rtn 09 Aug 15
Oakland to Chicago
OAK to CHI CheapOair.com
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      Travel information for Oakland to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forOakland to Chicago6
      Deals on offer forOakland to Chicago132
      Lowest ticket price forOakland to Chicago$176
      Average flight price forOakland to Chicago$261
      Flight time forOakland to Chicago4 hrs
      Oakland to Chicagoonly 1844 miles

       How much do things cost in Chicago and Oakland?

      • Oakland is 6% more expensive than Chicago
      Oakland Chicago
      Gasoline$3.75$3.89
      1 mile taxi journey$2.50$1.81
      Taxi - fixed fee$2.75$3.25
      3 course meal for 2$50.00$60.00
      source

        Facts and figures about flying from Oakland to Chicago

      • On average, flights from Oakland to Chicago are cancelled 1.8% of the time
      • Flights between Oakland and Chicago are diverted an average of 1% of the time
      • Flights between Oakland and Chicago typically provide 245 seats for passengers on a daily basis
      • From Oakland to Chicago, Southwest Airlines Co. operates 55 flights a week
      • Between Oakland and Chicago, flights are unlikely to be delayed
      • The Boeing 737-700 is the most popular aircraft used for flights between Oakland and Chicago