Spend your September sipping on some tropical drinks with your feet in the sands of San Juan. No passport needed! Fall flights on Delta Air Lines between Cleveland and Puerto Rico are available for just $229 roundtrip.

Travel Availability

As an example, I found seats departing Cleveland CLE on Friday, September 6, and returning from San Juan SJU on Saturday, September 14, 2019.

Flights are available daily except on Sundays starting on September 9 through November 7, 2019.  No minimum stay required. Most seat availability can be found in September.


This is a Basic Economy fare, which includes a standard carry-on bag plus one personal item. A checked bag costs $30 each way.

Seat Assignments

Seats will be assigned at random upon check-in for this price. You may pay a fee to choose a specific seat.

Alternate Fares

If you don't like the restrictions of Basic Economy, you can upgrade to Main Cabin for $50 more bringing the total to $279 roundtrip. This will include the selection of remaining standard economy seats and flight changes for a fee.

Related article: Which Caribbean Airports Have the Lowest (and Highest) Ticket Taxes

See our fare details for booking info.

We're seeing plenty of deals to the islands today. So, make sure to have a look at our dedicated Caribbean flight deals page to see what else is on sale.

Need a place to stay in Old San Juan? Here's what's available for the above dates on Hotelwatchdog.

All products and services mentioned on Airfarewatchdog are independently selected by our team of expert travelers. If you buy something through our links, we may earn an affiliate commission.

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