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 (ORD)
 Depart 26 Jan 17
 Return 28 Jan 17

Flying with United Airlines

Price subject to availability

 
 
San Diego (SAN) to Chicago (ORD)
 Depart 03 Jan 17
 Return 14 Mar 17

Price subject to availability

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  • Dep date
  4 more Smartfares.com flights available on this route
$274   Dep 27 Apr 17 - Rtn 02 May 17
San Diego to Chicago
SAN to ORD Smartfares.com
$274   Dep 27 Jan 17 - Rtn 28 Jan 17
San Diego to Chicago
SAN to ORD Smartfares.com
$434   Dep 27 Apr 17 - Rtn 01 Aug 17
San Diego to Chicago
SAN to ORD Smartfares.com
$930   Dep 23 Dec 16 - Rtn 26 Dec 16
San Diego to Chicago
SAN to ORD Smartfares.com
San Diego (SAN) to Chicago (CHI)
 Depart 09 Feb 17
 Return 23 Feb 17

Flying with Spirit Airlines

Price subject to availability

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  • Dep date
  1 more OneTravel.com flights available on this route
$187   Dep 18 Apr 17 - Rtn 25 Apr 17
San Diego to Chicago
SAN to ORD OneTravel.com
San Diego (SAN) to Chicago (CHI)
 Depart 04 Jan 17
 Return 11 Jan 17

Price subject to availability

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  • Dep date
  13 more CheapAir.com flights available on this route
$203   Dep 07 Jan 17 - Rtn 14 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$233   Dep 31 Dec 16 - Rtn 07 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$237   Dep 30 Dec 16 - Rtn 06 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$253   Dep 02 Jan 17 - Rtn 09 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$263   Dep 06 Jan 17 - Rtn 13 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$267   Dep 28 Dec 16 - Rtn 04 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$317   Dep 24 Dec 16 - Rtn 31 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
$358   Dep 17 Dec 16 - Rtn 24 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
$379   Dep 16 Dec 16 - Rtn 23 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
$387   Dep 23 Dec 16 - Rtn 30 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
$397   Dep 26 Dec 16 - Rtn 02 Jan 17
San Diego to Chicago
SAN to CHI CheapAir.com
$576   Dep 21 Dec 16 - Rtn 28 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
$744   Dep 19 Dec 16 - Rtn 26 Dec 16
San Diego to Chicago
SAN to CHI CheapAir.com
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      Travel information for San Diego to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forSan Diego to Chicago4
      Deals on offer forSan Diego to Chicago66
      Cheapest flight forSan Diego to Chicago$126
      Average deal price forSan Diego to Chicago$509
      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 8% cheaper than Chicago
      San Diego Chicago
      One-way ticket (local transport)$2.50$2.25
      1 mile taxi journey$3.00$1.80
      Imported beer (0.33 liter bottle)$3.50$1.87
      Large bottle of water$2.07$1.77
      source

        Facts and figures about flying from San Diego to Chicago

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