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 Sep 15
 Return 21 Sep 15

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$294   Dep 01 Oct 15 - Rtn 16 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$294   Dep 04 Oct 15 - Rtn 06 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$294   Dep 17 Oct 15 - Rtn 23 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$294   Dep 25 Oct 15 - Rtn 02 Nov 15
Chicago to San Juan
CHI to SJU CheapOair.com
$294   Dep 26 Oct 15 - Rtn 05 Nov 15
Chicago to San Juan
CHI to SJU CheapOair.com
$294   Dep 04 Nov 15 - Rtn 06 Nov 15
Chicago to San Juan
CHI to SJU CheapOair.com
$298   Dep 14 Oct 15 - Rtn 21 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$298   Dep 17 Oct 15 - Rtn 24 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$298   Dep 28 Oct 15 - Rtn 01 Nov 15
Chicago to San Juan
CHI to SJU CheapOair.com
$301   Dep 03 Oct 15 - Rtn 10 Oct 15
Chicago to San Juan
CHI to SJU CheapOair.com
$301   Dep 22 Jan 16 - Rtn 30 Jan 16
Chicago to San Juan
CHI to SJU CheapOair.com
$302   Dep 01 Sep 15 - Rtn 03 Sep 15
Chicago to San Juan
CHI to SJU CheapOair.com
$303   Dep 23 Aug 15 - Rtn 25 Aug 15
Chicago to San Juan
ORD to SJU CheapOair.com
$309   Dep 09 Apr 16 - Rtn 19 Apr 16
Chicago to San Juan
ORD to SJU CheapOair.com
$311   Dep 25 Aug 15 - Rtn 26 Aug 15
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (CHI) to San Juan (SJU)
 Depart 10 Sep 15
 Return 12 Sep 15

Price subject to availability

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  • Price
  • Dep date
  1 more OneTravel.com flights available on this route
$294   Dep 13 Sep 15 - Rtn 15 Sep 15
Chicago to San Juan
CHI to SJU OneTravel.com
Chicago (CHI) to San Juan (SJU)
 Depart 24 Aug 15
 Return 02 Sep 15

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 26 Aug 15
 Return 02 Sep 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 Juan4
      Deals on offer forChicago to San Juan235
      Cheapest flight forChicago to San Juan$274
      Average flight price forChicago to San Juan$302
      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 10% more expensive than San Juan
      Chicago San Juan
      Imported beer (0.33 liter)$6.00$3.50
      Local draught beer (0.5 liter)$4.00$2.00
      One-way ticket (local transport)$2.50$1.50
      Imported beer (0.33 liter bottle)$1.98$3.33
      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
      • A delay of 36 mins is common when flying from Chicago to San Juan
      • 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
      • Flights from Chicago to San Juan most frequently use Miami International as a connection
      • The most popular aircraft flying between Chicago and San Juan is a Boeing 737-800 (winglets)
      • Traveling between Chicago and San Juan typically provides 225 seats for passengers on a daily basis