Cheap flights from Orlando Airport to Simpson Bay from $73

In general, June is the cheapest month to fly from Orlando Airport to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $394. If you aren’t able to travel to Simpson Bay during the month of June, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $470.

Fly from Orlando to Simpson Bay Princess Juliana for the best Orlando - Simpson Bay Princess Juliana flight prices

You are more likely to see cheaper flights to Simpson Bay from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $541 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Orlando Airport for as low as $382 on momondo.

There is only 1 cabin class available to choose from on Orlando to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Orlando Airport to Simpson Bay.

As of February 2026, prices for Orlando Airport to Simpson Bay flights are approximately 32% more expensive when compared to flights at the same time last year.

Delta and Spirit Airlines are the most popular carriers operating from Orlando to Simpson Bay Princess Juliana

American Airlines, Frontier and Spirit Airlines are the top three most popular airlines that fly to Simpson Bay from Orlando Airport according to our data. American Airlines is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

Historically, on average around 27% of flights between Orlando and Simpson Bay have experienced a delay on any given week. The average delay length over the past 12 months has been 119 minutes.

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

Saturday 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 17% of their flights experiencing any sort of delay.

Miami (MIA) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Fort Lauderdale (FLL) offer the lowest average round-trip price of $460.

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 5h 54m.

Miami (MIA) has the shortest average layover time for this route: 1h 57m.