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 22 Apr 15
 Return 29 Apr 15

Price subject to availability

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Chicago (ORD) to San Juan (SJU)
 Depart 19 Oct 15
 Return 22 Oct 15

Flying with JetBlue Airways

Price subject to availability

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  • Price
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  1 more CheapOair.com flights available on this route
$361   Dep 26 May 15 - Rtn 29 May 15
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (CHI) to San Juan (SJU)
 Depart 19 Apr 15
 Return 22 Apr 15

Flying with United Airlines

Price subject to availability

   View more dates
 
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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 Juan3
      Deals on offer forChicago to San Juan198
      Cheapest flight forChicago to San Juan$336
      Average flight price forChicago to San Juan$360
      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
      3 bedroom apartment downtown$3114.29$1316.67
      Cappuccino$3.79$2.60
      Imported beer (0.33 liter)$6.00$3.50
      Taxi - fixed fee$3.25$1.88
      source

        Facts and figures about flying from Chicago to San Juan

      • There is a very low cancellation rate for Chicago to San Juan flights
      • The largest plane flying between Chicago and San Juan is the Boeing 757 Mixed
      • Diversions are not expected on flights between Chicago and 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)
      • 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
      • Each week American Airlines Inc. operates 32 flights from Chicago to San Juan