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 13 May 16
 Return 18 May 16

Flying with JetBlue Airways

Price subject to availability

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  1 more CheapOair.com flights available on this route
$396   Dep 04 Jul 16 - Rtn 14 Jul 16
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (ORD) to San Juan (SJU)
 Depart 16 May 16
 Return 24 May 16

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 01 Jun 16
 Return 08 Jun 16

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 11 May 16
 Return 13 May 16

Flying with JetBlue Airways

Price subject to availability

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  • Dep date
  1 more OneTravel.com flights available on this route
$242   Dep 09 May 16 - Rtn 16 May 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 Juan287
      Cheapest flight forChicago to San Juan$226
      Average flight price forChicago to San Juan$686
      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
      Taxi - fixed fee$3.25$1.95
      1 mile taxi journey$1.80$1.90
      Coke/Pepsi (0.33 liter)$1.78$1.19
      Small bottle of water (0.33 liter)$1.70$1.13
      source

        Facts and figures about flying from Chicago to San Juan

      • The largest plane flying between Chicago and San Juan is the Boeing 757 Mixed
      • 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
      • Diversions are not expected on flights between Chicago and San Juan
      • Each week American Airlines Inc. operates 32 flights from Chicago to San Juan
      • 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