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 (CHI) to San Juan (SJU)
 Depart 24 Oct 16
 Return 28 Oct 16

Flying with American Airlines

Price subject to availability

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  1 more OneTravel.com flights available on this route
$241   Dep 23 Oct 16 - Rtn 12 Nov 16
Chicago to San Juan
ORD to SJU OneTravel.com
Chicago (ORD) to San Juan (SJU)
 Depart 19 Oct 16
 Return 26 Oct 16

Price subject to availability

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  15 more Smartfares.com flights available on this route
$238   Dep 21 Oct 16 - Rtn 01 Nov 16
Chicago to San Juan
ORD to SJU Smartfares.com
$238   Dep 24 Oct 16 - Rtn 28 Oct 16
Chicago to San Juan
ORD to SJU Smartfares.com
$298   Dep 21 Oct 16 - Rtn 24 Oct 16
Chicago to San Juan
ORD to SJU Smartfares.com
$298   Dep 08 Nov 16 - Rtn 15 Nov 16
Chicago to San Juan
ORD to SJU Smartfares.com
$298   Dep 05 Dec 16 - Rtn 11 Dec 16
Chicago to San Juan
ORD to SJU Smartfares.com
$312   Dep 27 Oct 16 - Rtn 30 Oct 16
Chicago to San Juan
ORD to SJU Smartfares.com
$343   Dep 20 Oct 16 - Rtn 24 Oct 16
Chicago to San Juan
ORD to SJU Smartfares.com
$343   Dep 17 Jan 17 - Rtn 30 Jan 17
Chicago to San Juan
ORD to SJU Smartfares.com
$343   Dep 17 Jan 17 - Rtn 31 Jan 17
Chicago to San Juan
ORD to SJU Smartfares.com
$351   Dep 06 Oct 16 - Rtn 09 Oct 16
Chicago to San Juan
ORD to SJU Smartfares.com
$365   Dep 04 Mar 17 - Rtn 09 Mar 17
Chicago to San Juan
ORD to SJU Smartfares.com
$378   Dep 21 Jan 17 - Rtn 29 Jan 17
Chicago to San Juan
ORD to SJU Smartfares.com
$391   Dep 17 Nov 16 - Rtn 21 Nov 16
Chicago to San Juan
ORD to SJU Smartfares.com
$424   Dep 10 Nov 16 - Rtn 13 Nov 16
Chicago to San Juan
ORD to SJU Smartfares.com
$433   Dep 23 Nov 16 - Rtn 30 Nov 16
Chicago to San Juan
ORD to SJU Smartfares.com
Chicago (CHI) to San Juan (SJU)
 Depart 12 Oct 16
 Return 19 Oct 16

Price subject to availability

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  12 more CheapAir.com flights available on this route
$237   Dep 14 Oct 16 - Rtn 21 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 15 Oct 16 - Rtn 22 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 19 Oct 16 - Rtn 26 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 21 Oct 16 - Rtn 28 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 24 Oct 16 - Rtn 31 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 26 Oct 16 - Rtn 02 Nov 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 28 Oct 16 - Rtn 04 Nov 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 29 Oct 16 - Rtn 05 Nov 16
Chicago to San Juan
CHI to SJU CheapAir.com
$237   Dep 02 Nov 16 - Rtn 09 Nov 16
Chicago to San Juan
CHI to SJU CheapAir.com
$242   Dep 22 Oct 16 - Rtn 29 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$287   Dep 17 Oct 16 - Rtn 24 Oct 16
Chicago to San Juan
CHI to SJU CheapAir.com
$297   Dep 31 Oct 16 - Rtn 07 Nov 16
Chicago to San Juan
CHI to SJU CheapAir.com
Chicago (CHI) to San Juan (SJU)
 Depart 26 Oct 16
 Return 02 Nov 16

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$238   Dep 28 Oct 16 - Rtn 01 Nov 16
Chicago to San Juan
ORD 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 Juan932
      Cheapest flight forChicago to San Juan$237
      Average flight price forChicago to San Juan$999
      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 19% more expensive than San Juan
      Chicago San Juan
      Cheap meal$15.00$10.00
      Coke/Pepsi (0.33 liter)$1.78$1.19
      Local draught beer (0.5 liter)$5.00$2.00
      Bottle of wine$12.00$13.00
      source

        Facts and figures about flying from Chicago to San Juan

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