Cheap flights from Orlando to San Juan from $101

If you’re not able to fly to San Juan in February, then October is your next best option. Flight prices from Orlando to San Juan during October average around $209.

The cheapest day to depart from Orlando to San Juan is on a Monday when prices can be found for as low as $307. The most expensive day to fly to San Juan is Sunday, with ticket prices averaging around $324.

The cheapest time of day to fly to San Juan is in the evening when flights can be purchased for as low as $289. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $334 on average. Flights to San Juan from Orlando in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Orlando to San Juan Luis Munoz Marin Intl for the best Orlando - San Juan flight prices

You are more likely to see cheaper flights to San Juan from Orlando when booking weeks ahead of your departure date. In general, you can expect to find flights to San Juan for around $270 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan from Orlando for as low as $260 on momondo.

There are 4 cabin classes available to choose from on Orlando to San Juan flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest is the most popular carrier operating from Orlando to San Juan

Frontier, JetBlue and Southwest are the top three most popular airlines that fly to San Juan from Orlando according to our data. Frontier is the first choice among our users, with 66% of people opting to fly with this airline when traveling to San Juan. Keep in mind that there are 4 different airlines that fly to San Juan on a routine basis, so you have a few additional options to choose from.

Historically, on average around 21% of flights between Orlando and San Juan have experienced a delay on any given week. The average delay length over the past 12 months has been 137 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 18% of their flights experiencing any sort of delay.

As of November 2026, 20 flights take off from Orlando and land in San Juan each day. The most common flight departure time for this route is 2:00PM, with 45% of daily flights taking off at noon.

As of November 2026, 146 flights take off from Orlando and land in San Juan each week. The most common flight departure day for this route is Fri, with 18% of weekly flights taking off on this day.