Search and compare cheap flights to San Juan (SJU) from Washington DC, Northern Virginia, Maryland, and New York City. FlyToDash AI checks fares from IAD, DCA, BWI, JFK, and EWR instantly.
San Juan, Puerto Rico (SJU) is one of the most popular vacation destinations for travelers across Washington DC, Northern Virginia, Maryland, and New York. With sunny beaches, tropical weather, historic Old San Juan, luxury resorts, and short flight times, San Juan is a perfect year-round getaway — and since Puerto Rico is a U.S. territory, no passport is required for American travelers.
FlyToDash AI automatically compares fares from IAD, DCA, BWI, JFK, LGA, and EWR to help you find the cheapest flights in seconds. Whether you want a nonstop flight, the lowest price, or the shortest travel time, this guide shows you everything you need to know to get the best deal to San Juan.
FlyToDash AI checks prices across all major East Coast airports:
If you're flying from DC or Virginia and want the lowest overall cost, comparing IAD, BWI, and NYC airports often leads to savings of $40–$120 per ticket. FlyToDash AI displays these comparisons automatically so you never miss a cheaper airport option.
San Juan is served by nearly all major U.S. carriers, making it a highly competitive and affordable route.
JetBlue is typically the best choice for nonstop comfort, while Frontier and Spirit are usually the lowest-cost carriers for travelers prioritizing price. United and Delta often strike the best balance between cost and reliability.
Here are the usual round-trip fare ranges travelers can expect throughout the year:
NYC airports often offer the lowest fares, especially for JetBlue nonstop flights. However, BWI is typically the cheapest option within the DC area due to strong competition between Spirit, Frontier, and major carriers.
These months consistently offer the best airfare to Puerto Rico:
Since Puerto Rico has warm weather all year, visiting during these cheaper months still provides a perfect Caribbean beach experience. FlyToDash AI helps you pinpoint the cheapest days within these months — savings can reach $80–$150 per ticket.
San Juan is one of the shortest tropical flights available from the East Coast:
Most travelers prefer nonstop flights from JFK or EWR for convenience, but DC airports offer good one-stop options through Charlotte, Atlanta, Orlando, and Miami.
Popular and efficient connection points include:
Flights through Charlotte, Miami, or Atlanta are usually the fastest for travelers originating in Washington DC or Northern Virginia.
Here are proven strategies to get the best airfare:
Many travelers from DC end up choosing BWI or even JFK to get a much cheaper fare. FlyToDash AI will show you these opportunities in real time so you can decide whether the extra drive is worth saving $100+.
San Juan is one of the easiest and most enjoyable tropical destinations for U.S. travelers. It offers Caribbean beauty without international travel requirements and is perfect for families, couples, solo travelers, and groups.
Whether you’re planning a quick weekend getaway or a longer Caribbean escape, San Juan offers a fun, safe, and convenient vacation with excellent flight availability year-round.
With hundreds of daily flights to Puerto Rico and big price differences between East Coast airports, finding the best deal to San Juan can feel overwhelming. FlyToDash AI simplifies the entire process by:
Start your search today and discover how affordable a trip to San Juan can be — with FlyToDash AI helping you secure the best flight every time.
Planning a trip to San Juan, Puerto Rico? These FAQs explain travel requirements, airport details, flight times, cheapest travel months, and helpful arrival tips.
No. Puerto Rico is a U.S. territory, so U.S. citizens do not need a passport or visa to travel to San Juan. A valid government-issued photo ID is sufficient for domestic flights.
San Juan is served by Luis Muñoz Marín International Airport (SJU), the largest airport in Puerto Rico. It offers extensive nonstop service from major U.S. cities as well as connections to the Caribbean and Latin America.
Flights are typically cheapest during September–early November, which falls within hurricane season. Prices usually rise from December through April, when winter travelers seek warmer weather.
Yes. San Juan has nonstop flights from cities such as New York, Newark, Boston, Orlando, Miami, Atlanta, Chicago, Dallas, and others depending on airline schedules.
Typical flight times are:
San Juan offers beautiful beaches, colorful Old San Juan streets, historic forts, vibrant nightlife, and no passport requirement for U.S. travelers. It combines Caribbean scenery with U.S. travel convenience.
Taxis and ride-hailing services are widely available at the airport. Most beach areas and Old San Juan are about 15–25 minutes away depending on traffic. Rental cars are also popular for exploring the island.
Booking about 1–3 months in advance often provides good fares. For winter travel and spring break, booking earlier is recommended due to high demand.
Hurricane season runs from June through November, with the highest activity typically between August and October. Travelers during this period often find lower prices but should monitor weather forecasts.
Midweek departures are often cheaper, traveling outside winter peak season saves the most, and using flexible date searches or fare alerts can help you secure the best deals.