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 08 Dec 16
 Return 20 Dec 16

Flying with JetBlue Airways

Price subject to availability

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  1 more CheapOair.com flights available on this route
$309   Dep 19 Sep 16 - Rtn 29 Sep 16
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (CHI) to San Juan (SJU)
 Depart 14 Sep 16
 Return 21 Sep 16

Price subject to availability

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Chicago (ORD) to San Juan (SJU)
 Depart 16 Sep 16
 Return 19 Sep 16

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 13 Sep 16
 Return 20 Sep 16

Flying with United Airlines

Price subject to availability

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  1 more OneTravel.com flights available on this route
$309   Dep 20 Sep 16 - Rtn 05 Oct 16
Chicago to San Juan
ORD to SJU OneTravel.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 Juan89
      Cheapest flight forChicago to San Juan$111
      Average flight price forChicago to San Juan$591
      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
      Small bottle of water (0.33 liter)$1.70$1.13
      Cappuccino$3.82$2.82
      1 bedroom apartment downtown$1554.10$776.67
      Large bottle of water$1.77$1.59
      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 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
      • Traveling between Chicago and San Juan typically provides 225 seats for passengers on a daily basis
      • Flights from Chicago to San Juan most frequently use Miami International as a connection
      • 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