Cheap flights from New York to Simpson Bay from $81

In general, October is the cheapest month to fly from New York to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $125. If you aren’t able to travel to Simpson Bay during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $143.

Our data shows that Monday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $471. Flights from New York to Simpson Bay on a Thursday will generally be more expensive and average around $617. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from New York to Simpson Bay at noon for as low as $518. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $540.

Fly from New York John F Kennedy Intl to Simpson Bay Princess Juliana for the best New York - Simpson Bay Princess Juliana flight prices

You are more likely to see cheaper flights to Simpson Bay from New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $504 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from New York for as low as $421 on momondo.

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

You could potentially save up to 13% on your flight if you consider stops on a New York to Simpson Bay flight.

As of July 2026, prices for New York to Simpson Bay flights are approximately 4% cheaper when compared to flights at the same time last year.

United Airlines, JetBlue, and Southwest are the most popular carriers operating from New York to Simpson Bay Princess Juliana

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Simpson Bay from New York according to our data. JetBlue is the first choice among our users, with 49% 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.

San Juan (SJU) was the most common stop: 56% of momondo users choosing 1-stop flights on this route connected there.

Flights via Santo Domingo (SDQ) offer the lowest average round-trip price of $321.

Flights connecting via San Juan (SJU) have the shortest average one-way travel time: 6h 17m.

Washington, D.C. (IAD) has the shortest average layover time for this route: 1h 20m.

4 flights are operational daily from New York to Simpson Bay as of July 2026. The most popular departure time for this route is 10:00AM, with 90% of flights per day taking off at noon.

The number of flights available between New York and Simpson Bay is 34 per week as of July 2026. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.