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 09 May 15
 Return 11 May 15

Price subject to availability

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  • Price
  • Dep date
  6 more CheapOair.com flights available on this route
$362   Dep 04 Jun 15 - Rtn 06 Jun 15
Chicago to San Juan
ORD to SJU CheapOair.com
$377   Dep 08 May 15 - Rtn 07 Jul 15
Chicago to San Juan
ORD to SJU CheapOair.com
$377   Dep 16 Jan 16 - Rtn 23 Jan 16
Chicago to San Juan
ORD to SJU CheapOair.com
$378   Dep 03 Mar 16 - Rtn 13 Mar 16
Chicago to San Juan
ORD to SJU CheapOair.com
$380   Dep 01 May 15 - Rtn 08 May 15
Chicago to San Juan
CHI to SJU CheapOair.com
$432   Dep 08 May 15 - Rtn 07 Jun 15
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (CHI) to San Juan (SJU)
 Depart 10 May 15
 Return 13 May 15

Flying with US Airways

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 02 May 15
 Return 09 May 15

Price subject to availability

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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 Juan203
      Cheapest flight forChicago to San Juan$337
      Average flight price forChicago to San Juan$371
      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
      Small bottle of water (0.33 liter)$1.67$1.04
      Taxi - fixed fee$3.25$1.88
      Local draught beer (0.5 liter)$4.00$2.00
      Imported beer (0.33 liter bottle)$1.80$3.38
      source

        Facts and figures about 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
      • 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