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 (CHI) to Aguadilla (BQN)
 Depart 07 Nov 16
 Return 14 Nov 16

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  5 more OneTravel.com flights available on this route
$352   Dep 10 Oct 16 - Rtn 17 Oct 16
Chicago to Aguadilla
ORD to BQN OneTravel.com
$382   Dep 23 Sep 16 - Rtn 02 Oct 16
Chicago to Mayaguez
ORD to MAZ OneTravel.com
$386   Dep 17 Aug 16 - Rtn 16 Sep 16
Chicago to Mayaguez
CHI to MAZ OneTravel.com
$439   Dep 10 Sep 16 - Rtn 12 Sep 16
Chicago to Ponce
CHI to PSE OneTravel.com
$462   Dep 17 Aug 16 - Rtn 18 Sep 16
Chicago to Ponce
ORD to PSE OneTravel.com
Chicago (ORD) to San Juan (SJU)
 Depart 13 Oct 16
 Return 17 Oct 16

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$274   Dep 15 Oct 16 - Rtn 19 Oct 16
Chicago to San Juan
CHI to SJU CheapOair.com
Chicago (ORD) to San Juan (SJU)
 Depart 16 Aug 16
 Return 08 Sep 16

Price subject to availability

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Chicago (CHI) to San Juan (SJU)
 Depart 17 Aug 16
 Return 24 Aug 16

Price subject to availability

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