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

Change search
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 16 May 16
 Return 24 May 16

Price subject to availability

   View more dates
 
Chicago (ORD) to Aguadilla (BQN)
 Depart 01 Dec 16
 Return 13 Dec 16

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  3 more OneTravel.com flights available on this route
$329   Dep 29 Jul 16 - Rtn 09 Aug 16
Chicago to Aguadilla
CHI to BQN OneTravel.com
$380   Dep 18 May 16 - Rtn 25 May 16
Chicago to Mayaguez
CHI to MAZ OneTravel.com
$475   Dep 08 Jun 16 - Rtn 10 Jun 16
Chicago to Ponce
CHI to PSE OneTravel.com
Chicago (ORD) to San Juan (SJU)
 Depart 11 May 16
 Return 12 May 16

Flying with JetBlue Airways

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$250   Dep 11 May 16 - Rtn 13 May 16
Chicago to San Juan
CHI to SJU CheapOair.com
Chicago (CHI) to San Juan (SJU)
 Depart 21 May 16
 Return 28 May 16

Price subject to availability

   View more dates
 
FlightsTo
Search recommended websites
  • Recent Searches
From placeholder To placeholder
Staying in placeholder
Pick up placeholder
(under 12)
Searching... Find deals  
GO  
  • Clear recent searches
  • Enter your travel details and click ‘Find deals’ to see a list of partners with great airfare offers to your destination

    Sorry, we do not have any partners that match your search criteria.

    Your privacy is important to us; that's why we will never share your information with third parties and have a spam free policy. See our privacy policy. You can unsubscribe at any time.

    Thank you for subscribing to the Cheapflights newsletter