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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 77% on flights from Wilmington to New Windsor compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $231. For sooner than that we have options available in the next 3 days from $314.

What is the cheapest month to fly from Wilmington to New Windsor?

January is one of the best times of the year to fly to New Windsor from Wilmington. Prices for January average $243 per person but you can even find prices for as low as $159. The most expensive prices can be found in the month of December. Opting for a January flight can save you 21% on your journey compared to booking in December

What is the cheapest time of day to fly from ILM to SWF?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wilmington to New Windsor as you normally would.

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

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

How can I find direct flights from Wilmington to Stewart?

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

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

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

$207+ Flights from Wilmington to New Windsor

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Cheap flight deals from Wilmington to Stewart

Round-trip from	$564 (Booking.com)
One-way from	$207 (Mytrip)
Popular in	December
Cheapest in	January
Average price	$244

From Wilmington New Hanover County to New Windsor Stewart

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One-way flight from Wilmington New Hanover County to New Windsor Stewart

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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Find flight deals from Wilmington to Stewart

Cheapest flights from Wilmington to Stewart
Explore the most affordable flight options available from Wilmington to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Thu 12/44:44 pmILM - SWF

2 stops19h 00mBreeze Airways

Sun 12/711:33 amSWF - ILM

1 stop20h 57mBreeze Airways

Deal found 6/12

$564

Best flights from Wilmington to Stewart
Discover carefully curated flight deals from Wilmington to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Thu 12/44:44 pmILM - SWF

2 stops19h 00mBreeze Airways

Sun 12/711:33 amSWF - ILM

1 stop20h 57mBreeze Airways

Deal found 6/12

$564

One-way flights from Wilmington to Stewart
Search for one-way flight options from Wilmington to Stewart. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Thu 7/3110:46 amILM - SWF

2 stops32h 20mMultiple Airlines

Deal found 6/11

$207

Thu 7/3110:46 amILM - SWF

1 stop8h 26mBreeze Airways

Deal found 6/11

$255

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wilmington to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WilmingtonNew Windsor

ILM - SWF

ILMSWF

Wilmington New Hanover County

Thu 12/4

4:44 pm-11:44 am

2 stops19h 00m

New Windsor Stewart

Sun 12/7

11:33 am-8:30 am

1 stop20h 57m

$564

WilmingtonNew Windsor

ILM - SWF

ILMSWF

Wilmington New Hanover County

Thu 7/31

10:46 am-7:06 pm

2 stops32h 20m

$207

WilmingtonNew Windsor

ILM - SWF

ILMSWF

Wilmington New Hanover County

Thu 7/31

10:46 am-7:12 pm

1 stop8h 26m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Wilmington to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Wilmington 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 Wilmington to New Windsor

What is the cheapest month to book a flight from Wilmington to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Wilmington to New Windsor (average of $109). Flying from Wilmington to New Windsor in August is currently the most expensive (average of $219). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Stewart

Breeze Airways

8.1

Very good

178 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Breeze Airways

8.1

Very good

178 reviews

Breeze Airways

8.1

Very good

178 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Can I find deals for flights from Wilmington to Stewart that include hotel bookings?
Yes. In addition to deals on Wilmington to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Wilmington to Stewart?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wilmington to Stewart.
Can I find deals for business class flights from Wilmington to Stewart?
Yes. Cheapflights offers flight deals from Wilmington to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Wilmington to New Windsor?
Currently, October is the cheapest month in which you can book a flight from Wilmington to New Windsor (average of $109). Flying from Wilmington to New Windsor in August is currently the most expensive (average of $219). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Kingston

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Complete your trip

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$207+ Cheap flights from Wilmington to New Windsor (ILM - SWF)

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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Wilmington to Stewart with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Wilmington to Stewart

Round-trip from

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Popular in

Cheapest in

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Find flight deals from Wilmington to Stewart

Cheapest flights from Wilmington to StewartExplore the most affordable flight options available from Wilmington to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Wilmington to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wilmington to New Windsor that are best for you.

Best time to book a flight from Wilmington to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Wilmington with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Wilmington to New Windsor

What is the cheapest month to book a flight from Wilmington to New Windsor?

Reviews of airlines servicing Stewart

Related info for your journey

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

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

How can I find direct flights from Wilmington to Stewart?

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

What is the cheapest month to book a flight from Wilmington to New Windsor?

Traveling to a place near Wilmington?

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Alternative routes for Wilmington to Stewart

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Cheapest flights from Wilmington to Stewart
Explore the most affordable flight options available from Wilmington to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.