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 (ORD)
 Depart 26 Oct 16
 Return 29 Oct 16

Flying with Spirit Airlines

Price subject to availability

 
 
Oakland (OAK) to Chicago (ORD)
 Depart 01 Nov 16
 Return 08 Nov 16

Price subject to availability

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  • Price
  • Dep date
  15 more Smartfares.com flights available on this route
$207   Dep 08 Oct 16 - Rtn 12 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$207   Dep 10 Oct 16 - Rtn 12 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$227   Dep 06 Oct 16 - Rtn 11 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$232   Dep 29 Oct 16 - Rtn 30 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$257   Dep 28 Oct 16 - Rtn 30 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$262   Dep 20 Oct 16 - Rtn 23 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$287   Dep 21 Oct 16 - Rtn 23 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$302   Dep 06 Oct 16 - Rtn 09 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$325   Dep 29 Oct 16 - Rtn 13 Nov 16
Oakland to Chicago
OAK to ORD Smartfares.com
$330   Dep 06 Oct 16 - Rtn 10 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$332   Dep 13 Oct 16 - Rtn 16 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$429   Dep 07 Oct 16 - Rtn 10 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
$444   Dep 11 Nov 16 - Rtn 18 Nov 16
Oakland to Chicago
OAK to ORD Smartfares.com
$467   Dep 23 Nov 16 - Rtn 28 Nov 16
Oakland to Chicago
OAK to ORD Smartfares.com
$695   Dep 21 Oct 16 - Rtn 24 Oct 16
Oakland to Chicago
OAK to ORD Smartfares.com
Oakland (OAK) to Chicago (CHI)
 Depart 12 Oct 16
 Return 19 Oct 16

Price subject to availability

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  • Price
  • Dep date
  13 more CheapAir.com flights available on this route
$186   Dep 15 Oct 16 - Rtn 22 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$186   Dep 19 Oct 16 - Rtn 26 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$186   Dep 22 Oct 16 - Rtn 29 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$186   Dep 26 Oct 16 - Rtn 02 Nov 16
Oakland to Chicago
OAK to CHI CheapAir.com
$186   Dep 29 Oct 16 - Rtn 05 Nov 16
Oakland to Chicago
OAK to CHI CheapAir.com
$186   Dep 02 Nov 16 - Rtn 09 Nov 16
Oakland to Chicago
OAK to CHI CheapAir.com
$226   Dep 17 Oct 16 - Rtn 24 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$226   Dep 24 Oct 16 - Rtn 31 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$226   Dep 31 Oct 16 - Rtn 07 Nov 16
Oakland to Chicago
OAK to CHI CheapAir.com
$236   Dep 21 Oct 16 - Rtn 28 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$236   Dep 28 Oct 16 - Rtn 04 Nov 16
Oakland to Chicago
OAK to CHI CheapAir.com
$286   Dep 14 Oct 16 - Rtn 21 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
$306   Dep 10 Oct 16 - Rtn 17 Oct 16
Oakland to Chicago
OAK to CHI CheapAir.com
Oakland (OAK) to Chicago (CHI)
 Depart 20 Oct 16
 Return 26 Oct 16

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$221   Dep 22 Oct 16 - Rtn 25 Oct 16
Oakland to Chicago
OAK to ORD CheapOair.com
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      Travel information for Oakland to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forOakland to Chicago4
      Deals on offer forOakland to Chicago138
      Lowest ticket price forOakland to Chicago$186
      Average flight price forOakland to Chicago$477
      Flight time forOakland to Chicago4 hrs
      Oakland to Chicagoonly 1844 miles

       How much do things cost in Chicago and Oakland?

      • Oakland is 3% more expensive than Chicago
      Oakland Chicago
      1 mile taxi journey$4.30$1.80
      One-way ticket (local transport)$2.10$2.25
      Gasoline$3.80$3.34
      Cappuccino$3.54$3.82
      source

        Facts and figures about flying from Oakland to Chicago

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