Find flights
Deals
Insights
When to book
FAQs & Tips

SWF - SXM

Find cheap flights from Stewart Intl. to Simpson Bay from $199

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Simpson Bay departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/19
Sun 5/26

Search hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Simpson Bay, as well as popular online travel agencies
In the last 7 days travelers have searched 44,212,662 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Flights from New Windsor to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from New Windsor to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from New Windsor to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New Windsor to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New Windsor to Simpson Bay is September, where tickets cost $463 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is $943 and $812 respectively.

How far in advance should I book a flight from New Windsor to Simpson Bay?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from New Windsor to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from New Windsor to Simpson Bay, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 35 days before departure.

Good to know

Cheapest flight

$199
Flight from New Windsor to Simpson Bay

When to book flights from New Windsor to Simpson Bay

Are your dates flexible? Find out the best times to travel from New Windsor to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Stewart Intl. to Simpson Bay

  • What is the cheapest flight from New Windsor to Simpson Bay?

    In the last 3 days, the lowest price for a flight from New Windsor to Simpson Bay was $199 for a one-way ticket.

  • Do I need a passport to fly between New Windsor and Simpson Bay?

    Yes, you'll most likely have to show a valid passport before boarding the plane in New Windsor and on arrival in Simpson Bay.

  • Which aircraft models fly most regularly from Stewart Intl. to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Stewart Intl. to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Stewart Intl. to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Stewart Intl. with another airline. Booking your flights between Stewart Intl. and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Stewart Intl. to Simpson Bay

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New Windsor to Simpson Bay found on KAYAK in the last 72 hours.
5/9Thu
2 stops
27h 19mSWF-SXM
$199
5/24Fri
1 stop
18h 34mSWF-SXM
$203
5/24Fri
2 stops
26h 18mSWF-SXM
$215
5/9Thu
3 stops
27h 19mSWF-SXM
$216
5/24Fri
2 stops
26h 18mSWF-SXM
$225
5/2Thu
2 stops
19h 33mSWF-SXM
$237
4/26Fri
3 stops
25h 01mSWF-SXM
$291
4/25Thu
2 stops
19h 15mSWF-SXM
$298
5/23Thu
2 stops
27h 19mSWF-SXM
$299
5/24Fri
3 stops
24h 58mSWF-SXM
$364

Search by stops

Search by price

New Windsor - Simpson Bay Flights

Departure:

Stewart Intl. (SWF)United States

Destination:

Simpson Bay (SXM)St. Maarten

Cabin classes: