Delta/Continental/United/US Airways: Chicago – San Juan, Puerto Rico. $255 – $258. Roundtrip. All in

The Fall is here and the weather is getting chiller, but you don’t have to take it. Go on a beach holiday! San Juan is on sale from Chicago.

Sample Date:

  • October 14th – 17th. Valid for travel until November 15th and availability almost everyday. Use and flexible month search to see exact availability.


  • ORD – ATL (Atlanta) – SJU (San Juan) – ATL – ORD. We used Delta as the routing example — United, Continental and US Airways will route through their respective hubs.


  • 4,306 miles or 6.0 cents per mile


Bookable on’s Cancellation Policy


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