![]() ![]() The lowest return tickets to San Juan in high season (excluding holidays), typically average $300 from New York and Miami, $400–500 from Houston/Dallas and $450 from Chicago. San Juan is the Caribbean hub for American Airlines, so it’s no surprise that this airline operates the most flights to the island and usually has the most competitively priced fares, though all the major US carriers offer services, including Continental and Spirit Airlines, and US Airways. Numerous daily nonstop flights connect Puerto Rico with cities all over the US, but the cheapest and most frequent depart from “gateway” cities in the south and east, most commonly Miami and New York (JFK and Newark). For US flights it’s especially important to book well ahead if you want to benefit from lower prices. Fares do tend to rise slightly during the peak holiday season between November and April, and soar during Easter – the biggest holiday of the year for most Puerto Ricans – Christmas and New Year. To a certain extent, the vast number of Puerto Ricans travelling between the island and the US throughout the year, in addition to a steady stream of business traffic, means that airfares remain fairly consistent, though weekend flights always carry a premium. Visitors from outside North America usually have to fly via the US.
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