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 17 Oct 16
 Return 21 Oct 16

Flying with JetBlue Airways

Price subject to availability

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  1 more OneTravel.com flights available on this route
$403   Dep 18 Jul 16 - Rtn 02 Aug 16
Chicago to San Juan
ORD to SJU OneTravel.com
Chicago (CHI) to San Juan (SJU)
 Depart 27 Jul 16
 Return 03 Aug 16

Price subject to availability

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Chicago (ORD) to San Juan (SJU)
 Depart 07 Sep 16
 Return 14 Sep 16

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 04 Sep 16
 Return 09 Sep 16

Flying with JetBlue Airways

Price subject to availability

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  1 more CheapOair.com flights available on this route
$418   Dep 05 Jul 16 - Rtn 12 Jul 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 Juan376
      Cheapest flight forChicago to San Juan$295
      Average flight price forChicago to San Juan$808
      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
      Imported beer (0.33 liter)$6.00$4.00
      Small bottle of water (0.33 liter)$1.70$1.13
      Pack of Marlboro cigarettes$11.00$7.25
      Cheap meal$15.00$10.00
      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