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Caribbean, old San Juan, Puerto Rico

Nationwide Flights to San Juan, Puerto Rico 🌊🐠

Fly to San Juan from $155 Round Trip on Legacy Airlines & JetBlue—Usually $450+

From $155

Published by
Eduardo Vega·5/16/2024

Pirates, we've found some incredible prices on Legacy Airlines & JetBlue flights to San Juan, Puerto Rico. Usually, you would pay $450+ on these flights, depending on the departure city, but you can book them today from $155 round trip.

🏴‍☠️ Pirate Insight: US citizens do not need a passport to enter Puerto Rico, but we still recommend that everybody gets a passport to keep their travel horizons open.


Great for Couples
Great Food


  • Orlando
  • New York City
  • Boston
  • Los Angeles
  • Austin
  • Chicago
  • Washington
  • Tampa
  • Fort Lauderdale
  • Raleigh
  • San Francisco
  • Cincinnati
  • Charleston
  • Seattle
  • Toronto


  • San Juan


Here are some of the dates and departure airports we found for you, but many more are available.

These fares are based on short layovers or nonstop journeys.

All prices listed are from Legacy Airlines and JetBlue; there is more (and lower) price availability on other airlines like Spirit & Frontier, but often the amount you pay in the end can come out to be more depending on what "extras" you need.

*Note: You might need to scroll down to find the prices with these airlines.

🔻 Departing from Fort Lauderdale

🔻 Departing from New York

🔻 Departing from Tampa

🔻 Departing from Orlando

🔻 Departing from Raleigh

🔻 Departing from Miami

🔻 Departing from Boston

🔻 Departing from Cincinnati

🔻 Departing from Austin

🔻 Departing from Charleston

🔻 Departing from Nashville

🔻 Departing from Los Angeles

🔻 Departing from Toronto

🔻 Departing from San Francisco

🔻 Departing from Chicago

🔻 Departing from Seattle

🔻 Departing from Washington

Example of Cheapest Flight

How to Go Past Those Low-Cost Airline Rates

  1. On the left side of the screen, click where it says "AIRLINES" to expand and see the lowest prices from each airline.

  2. Select the Legacy Airline with the lowest price, or whichever works best for you.

  3. That's all.

Other Options

Also looking for a place to stay? Try our Hotel Booking tool.

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.

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