• Flights
  • Packages
  • Hotels
  • Cars
Round-trip
Coach

Refine your search by airline, by city or airport or direct flights


Book with Confidence: 40M+ Travelers, 20+ years of Expertise
Price Match Promise
Find great flight deals to destinations worldwide
24/7 Customer Support
Speak to our travel experts: anytime, anywhere
ClubMiles Rewards
Earn points and air miles to maximize your rewards
Easy Cancellations
Convenient options online and 24/7 Customer Support

When’s a good time to book a flight from Orlando to San Juan?

What’s the cheapest day of the week to fly from Orlando to San Juan?

What is the cheapest month to fly from Orlando to San Juan?

‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from Orlando to San Juan
  • Plan Ahead - One of the keys to securing cheap flights from Orlando to San Juan is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Orlando to San Juan drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If San Juan has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from Orlando to San Juan?

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from Orlando to San Juan. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

What Our Customers Say About Our Service?

Submit A Review
  • Dec 10, 2025 Dipender Panwar I want to recognize the outstanding service provided by Jochim. His professionalism, attention to detail, and genuine customer care have consistently stood out. Interactions with him are always clear, patient, and solution focused. Team members like Jochim make a real difference and reflect positively on the organization.

    Read More

  • Aug 31, 2025 Ray Hobson Very reliableThis was my first time using this site and I was very please with how everything was handled. Right after I booked my flight I got a call from one of the associates letting me know i didn't pick out my seats, and choose my seat for my trip there and back from my destination. I was kept up to date in my flight information and they made sure I got my boarding pass. My trip was very stress free. I will be using them again. Thank you!

    Read More

  • Aug 28, 2025 MariaEsperanza Estilo Nicko Went Above and BeyondI had to change the return flight of two out of four passengers in our group. Because only half of the group need to travel differently, it took several calls to Iberia Airlines directly and because of the time difference, Nicko coordinated and helped me over a couple of days. Throughout the experience, he explained what he was doing and why he needs to put me on hold and why he needs to call me back the following day, He was very knowledgeable, professional and empathetic to my predicament. Nicko owned the issues and the process and was very transparent with cost and every details of the transactions. I am very grateful and because of him, I will always trust CheapOAir with my travel needs. -Maria E.E.

    Read More

Cheap Flights from Orlando to San Juan

Looking for flights from Orlando (ORL) to San Juan (SJU)? Find affordable air travel deals on CheapOair and save big on air tickets online. The oldest and the biggest city of Puerto Rico, San Juan serves both history and nature lovers well with its beautiful beaches and historical sites. Presenting an interesting mix of the old and the new, the city has cobblestoned streets, charming pubs and a rocking nightlife. Visit the El Castillo San Felipe del Morro, El Castillo de San Crist�bal and Castillo de San Jer�nimo. To reach San Juan from Orlando you can choose from top airlines such as Spirit Airlines, US Airways, and Silver Airways for a safe and comfortable journey. The average time taken by a flight to cover the distance of 1,194 miles between the two cities is about two hours forty-five minutes.
Download Our App

Get CheapOair deals on the GO!

Download
Check Your Flight Status

Get there on time, every time!

Check Status