American: Chicago – San Juan, Puerto Rico. $275. Roundtrip, including all Taxes

A good sale to San Juan from Chicago. This fare is only available on a connecting itinerary, the non-stop is 2 times the price.

San Juan, Puerto Rico Photo: apium, used under Creative Commons License (By 2.0)

Sample Date:

  • May 5th – 12th. Valid for travel until May 21st. Use ITA Software Matrix Airfare Search and flexible month search to see availability. Must purchase 1 day in advance of departure.


  • ORD – DFW (Dallas) – SJU (San Juan) – MIA (Miami) – ORD


  • 5,205 miles or 5.3 cents per mile



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