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$217: Chicago to San Juan, Puerto Rico


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Flights to San Juan, Puerto Rico under $389 were recently featured on Thrifty Traveler Premium last week!

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Cheap sale on American Airlines round-trip flights from Boston to San Juan, Puerto Rico. Available January – June 2022. Fares include free carry-on. Advance seat assignment. Upgrade for a fee. Only one connection required. Book quick, this fare won’t last!

Vaccinated travelers are welcome with no arrival testing required. For non-vaccinated travelers, a negative COVID-19 test result within 72 hours of travel is required.

This fare is American’s “Basic Economy fare” which does not allow seat assignment until check-in. This fare still allows free carry-on bags.

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Fare Availability:

Chicago to San Juan, Puerto Rico (BOS – SJU) – $214 roundtrip

  • Departures: January 18-20, 22, 25-27, 29, February 1-5, 8-10, 12, 15-16, 22-23, March 1-2, 9, 20, April 5, 13, 19-20, 23, 27, May 3-4, 7, 10
  • Returns: January 19-22, 25-29, February 1-5, 8-12, 15-19, 22-25, March 1-3, 8-10, 16, April 6, 12, 20, 23, 26-27, 30, May 4, 10-11, 14, 17, June 7
    • Allow 7 days between departure and return, may take trial and error.

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ORD - sju

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