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Anguilla

$360+ Cheap flights from New Windsor (SWF) to Anguilla

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — AXA
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Stewart to Anguilla

One-way flights from Stewart to Anguilla
Search for one-way flight options from Stewart to Anguilla. Find affordable one-way fares based on user searches. Data last updated January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:45 am
SWF
-
AXA
2 stops28h 55m
Multiple Airlines
Deal found 1/26$360

Find flight deals from Stewart to Anguilla

Keep the following information in mind while searching for Stewart to Anguilla flight deals. Data was last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Popular in

August

Cheapest in

July

Average price

$796
Provider with most accurate pricing for New York (NYC)-The Valley Wallblake Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-The Valley Wallblake Intl flights.
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($323 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($93 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from New Windsor to Anguilla that are best for you.

Fly from

Stewart

Fly to

Anguilla

Route

Depart

Return

Price

New WindsorThe Valley

SWF - AXA

SWFAXA

New Windsor Stewart

Thu 4/30

11:45 am-4:40 pm

2 stops28h 55m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Best time to book a flight from Stewart to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from Stewart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Anguilla
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Windsor to Anguilla?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Anguilla. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

  • Can I find deals for flights from Stewart to Anguilla that include hotel bookings?

    Yes. In addition to deals on Stewart to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Anguilla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Anguilla.

  • Can I find deals for business class flights from Stewart to Anguilla?

    Yes. Cheapflights offers flight deals from Stewart to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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