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 (CHI) to San Juan (SJU)
 Depart 02 Mar 16
 Return 08 Mar 16

Flying with JetBlue Airways

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$285   Dep 01 Mar 16 - Rtn 09 Mar 16
Chicago to San Juan
ORD to SJU CheapOair.com
Chicago (ORD) to Aguadilla (BQN)
 Depart 06 Mar 16
 Return 15 Mar 16

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  2 more OneTravel.com flights available on this route
$386   Dep 02 Mar 16 - Rtn 04 Mar 16
Chicago to Ponce
CHI to PSE OneTravel.com
$429   Dep 29 Feb 16 - Rtn 04 Mar 16
Chicago to Ponce
ORD to PSE OneTravel.com
Chicago (ORD) to Aguadilla (BQN)
 Depart 09 May 16
 Return 16 May 16

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  8 more momondo.com flights available on this route
$461   Dep 04 May 16 - Rtn 11 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
$470   Dep 09 May 16 - Rtn 16 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
$535   Dep 14 Apr 16 - Rtn 21 Apr 16
Chicago to Aguadilla
ORD to BQN momondo.com
$539   Dep 19 Apr 16 - Rtn 26 Apr 16
Chicago to Aguadilla
ORD to BQN momondo.com
$577   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
$715   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
$946   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
$1,682   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Aguadilla
ORD to BQN momondo.com
Chicago (ORD) to San Juan (SJU)
 Depart 21 Feb 16
 Return 05 Mar 16

Flying with United Airlines

Price subject to availability

   View more dates
 
Chicago (ORD) to San Juan (SJU)
 Depart 29 Feb 16
 Return 01 Mar 16

Price subject to availability

   View more dates
 
Chicago (CHI) to San Juan (SJU)
 Depart 26 Feb 16
 Return 04 Mar 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