Flights from San Diego (SAN) to Chicago (CHI)

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We compare hundreds of flights from San Diego to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
San Diego (SAN) to Chicago (CHI)
 Depart 15 Jul 15
 Return 22 Jul 15

Price subject to availability

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  • Price
  • Dep date
  10 more CheapOair.com flights available on this route
$289   Dep 12 Aug 15 - Rtn 18 Aug 15
San Diego to Chicago
SAN to ORD CheapOair.com
$313   Dep 22 Jul 15 - Rtn 29 Jul 15
San Diego to Chicago
SAN to ORD CheapOair.com
$328   Dep 04 Aug 15 - Rtn 10 Aug 15
San Diego to Chicago
SAN to CHI CheapOair.com
$328   Dep 13 Aug 15 - Rtn 18 Aug 15
San Diego to Chicago
SAN to CHI CheapOair.com
$343   Dep 22 Jun 15 - Rtn 24 Jun 15
San Diego to Chicago
SAN to CHI CheapOair.com
$348   Dep 11 Jul 15 - Rtn 21 Jul 15
San Diego to Chicago
SAN to CHI CheapOair.com
$362   Dep 13 Aug 15 - Rtn 24 Aug 15
San Diego to Chicago
SAN to CHI CheapOair.com
$368   Dep 01 Jul 15 - Rtn 15 Jul 15
San Diego to Chicago
SAN to CHI CheapOair.com
$372   Dep 17 Jun 15 - Rtn 20 Jun 15
San Diego to Chicago
SAN to ORD CheapOair.com
$428   Dep 07 Jun 15 - Rtn 11 Jun 15
San Diego to Chicago
SAN to CHI CheapOair.com
San Diego (SAN) to Chicago (CHI)
 Depart 14 Jul 15
 Return 21 Jul 15

Flying with Spirit Airlines

Price subject to availability

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San Diego (SAN) to Chicago (CHI)
 Depart 22 Jun 15
 Return 24 Jun 15

Price subject to availability

 
 
San Diego (SAN) to Chicago (ORD)
 Depart 12 Aug 15
 Return 19 Aug 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$236   Dep 19 Aug 15 - Rtn 26 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$246   Dep 29 Jul 15 - Rtn 05 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$246   Dep 05 Aug 15 - Rtn 12 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$256   Dep 26 Aug 15 - Rtn 02 Sep 15
San Diego to Chicago
SAN to ORD momondo.com
$399   Dep 26 Aug 15 - Rtn 02 Sep 15
San Diego to Chicago
SAN to ORD momondo.com
$422   Dep 26 Aug 15 - Rtn 02 Sep 15
San Diego to Chicago
SAN to ORD momondo.com
$429   Dep 12 Aug 15 - Rtn 19 Aug 15
San Diego to Chicago
SAN to MDW momondo.com
$429   Dep 19 Aug 15 - Rtn 26 Aug 15
San Diego to Chicago
SAN to MDW momondo.com
$429   Dep 26 Aug 15 - Rtn 02 Sep 15
San Diego to Chicago
SAN to MDW momondo.com
$449   Dep 19 Aug 15 - Rtn 26 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$499   Dep 29 Jul 15 - Rtn 05 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$499   Dep 12 Aug 15 - Rtn 19 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$753   Dep 26 Aug 15 - Rtn 02 Sep 15
San Diego to Chicago
SAN to ORD momondo.com
$773   Dep 19 Aug 15 - Rtn 26 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
$790   Dep 19 Aug 15 - Rtn 26 Aug 15
San Diego to Chicago
SAN to ORD momondo.com
San Diego (SAN) to Chicago (CHI)
 Depart 17 Jun 15
 Return 24 Jun 15

Price subject to availability

   View more dates
 
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      Travel information for San Diego to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forSan Diego to Chicago5
      Deals on offer forSan Diego to Chicago196
      Cheapest flight forSan Diego to Chicago$236
      Average deal price forSan Diego to Chicago$770
      Flight duration forSan Diego to Chicago3 hrs 55 mins
      San Diego to Chicago1726 miles

       How much do things cost in Chicago and San Diego?

      • San Diego is 2% cheaper than Chicago
      San Diego Chicago
      Imported beer (0.33 liter bottle)$2.93$1.80
      Cheap meal$12.00$11.00
      Cappuccino$4.13$3.77
      Gasoline$4.06$4.07
      source

        Facts and figures about flying from San Diego to Chicago

      • Flights from San Diego to Chicago are typically delayed by 47 mins
      • There are on average 1020 seats available each day on flights from San Diego to Chicago
      • Boeing 757 Mixed is the biggest available airplane for flights between San Diego and Chicago
      • From San Diego to Chicago, the most frequently used aircraft is a Boeing 737-800 (winglets)
      • From San Diego to Chicago, American Airlines Inc. operates 111 flights a week
      • The Airbus A319 is the smallest aircraft operating flights between San Diego and Chicago
      • For flights between San Diego and Chicago, the typical cancellation rate is 2.1 percent
      • The most common connection between San Diego and Chicago is Phoenix Sky Harbor International
      • Flights from San Diego to Chicago are not usually diverted