Flights from Chicago (CHI) to Puerto Rico (Puerto Rico)

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We compare hundreds of flights from Chicago to Puerto Rico from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (ORD) to San Juan (SJU)
 Depart 03 Aug 16
 Return 18 Aug 16

Flying with American Airlines

Price subject to availability

 
 
Chicago (ORD) to San Juan (SJU)
 Depart 18 Aug 16
 Return 25 Aug 16

Price subject to availability

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Chicago (CHI) to Aguadilla (BQN)
 Depart 01 Jul 16
 Return 03 Jul 16

Price subject to availability

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  • Price
  • Dep date
  4 more OneTravel.com flights available on this route
$479   Dep 14 Jun 16 - Rtn 14 Jul 16
Chicago to Mayaguez
CHI to MAZ OneTravel.com
$541   Dep 02 Aug 16 - Rtn 17 Aug 16
Chicago to Ponce
CHI to PSE OneTravel.com
$603   Dep 01 Jun 16 - Rtn 08 Jun 16
Chicago to Ponce
ORD to PSE OneTravel.com
$659   Dep 30 Jun 16 - Rtn 31 Jul 16
Chicago to Aguadilla
ORD to BQN OneTravel.com
Chicago (CHI) to San Juan (SJU)
 Depart 08 Jun 16
 Return 15 Jun 16

Price subject to availability

   View more dates
 
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