Flights from Chicago (CHI) to San Juan (SJU)

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We compare hundreds of flights from Chicago to San Juan from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (ORD) to San Juan (SJU)
 Depart 09 Sep 15
 Return 14 Sep 15

Flying with JetBlue Airways

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 09 Sep 15
 Return 11 Sep 15

Price subject to availability

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  • Price
  • Dep date
  1 more OneTravel.com flights available on this route
$332   Dep 14 Sep 15 - Rtn 16 Sep 15
Chicago to San Juan
CHI to SJU OneTravel.com
Chicago (CHI) to San Juan (SJU)
 Depart 07 Aug 15
 Return 14 Aug 15

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 26 Oct 15
 Return 28 Oct 15

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$332   Dep 06 Dec 15 - Rtn 08 Dec 15
Chicago to San Juan
CHI to SJU CheapOair.com
$339   Dep 23 Oct 15 - Rtn 31 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$341   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to San Juan
CHI to SJU CheapOair.com
$350   Dep 01 Nov 15 - Rtn 08 Nov 15
Chicago to San Juan
CHI to SJU CheapOair.com
$384   Dep 19 May 16 - Rtn 28 May 16
Chicago to San Juan
ORD to SJU CheapOair.com
$384   Dep 20 May 16 - Rtn 29 May 16
Chicago to San Juan
ORD to SJU CheapOair.com
$387   Dep 18 May 16 - Rtn 28 May 16
Chicago to San Juan
ORD to SJU CheapOair.com
$394   Dep 07 Aug 15 - Rtn 14 Aug 15
Chicago to San Juan
CHI to SJU CheapOair.com
$410   Dep 17 Aug 15 - Rtn 24 Aug 15
Chicago to San Juan
CHI to SJU CheapOair.com
$423   Dep 14 Aug 15 - Rtn 22 Aug 15
Chicago to San Juan
CHI to SJU CheapOair.com
$425   Dep 16 Jul 15 - Rtn 23 Jul 15
Chicago to San Juan
CHI to SJU CheapOair.com
$428   Dep 31 Jul 15 - Rtn 02 Aug 15
Chicago to San Juan
CHI to SJU CheapOair.com
$442   Dep 28 Nov 15 - Rtn 06 Dec 15
Chicago to San Juan
CHI to SJU CheapOair.com
$445   Dep 21 Jul 15 - Rtn 31 Jul 15
Chicago to San Juan
CHI to SJU CheapOair.com
$446   Dep 16 Dec 15 - Rtn 30 Dec 15
Chicago to San Juan
CHI to SJU CheapOair.com
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      Travel information for Chicago to San Juan

      Photo of San Juan   San Juan
      Partners with offers for flights fromChicago to San Juan4
      Deals on offer forChicago to San Juan222
      Cheapest flight forChicago to San Juan$313
      Average flight price forChicago to San Juan$366
      Flight time forChicago to San Juan4 hrs 47 mins
      Chicago to San Juanonly 2053 miles

       How much do things cost in San Juan and Chicago?

      • Chicago is 3% more expensive than San Juan
      Chicago San Juan
      Bottle of wine$11.00$14.50
      Pair of jeans$42.25$40.00
      A dozen eggs$2.41$2.75
      Imported beer (0.33 liter)$6.00$3.50
      source

        Facts and figures about flying from Chicago to San Juan

      • Diversions are not expected on flights between Chicago and San Juan
      • A delay of 36 mins is common when flying from Chicago to San Juan
      • The largest plane flying between Chicago and San Juan is the Boeing 757 Mixed
      • Each week American Airlines Inc. operates 32 flights from Chicago to San Juan
      • Traveling between Chicago and San Juan typically provides 225 seats for passengers on a daily basis
      • The most popular aircraft flying between Chicago and San Juan is a Boeing 737-800 (winglets)
      • There is a very low cancellation rate for Chicago to San Juan flights
      • Flights from Chicago to San Juan most frequently use Miami International as a connection