What is the cheapest airline to fly from Raleigh to New Windsor round-trip?

Flying on Breeze Airways is currently your cheapest option to New Windsor, with prices starting at $501.

What is the cheapest day to fly from Raleigh to New Windsor?

Travelers seeking maximum savings on their Raleigh to New Windsor flight should consider departing on Friday mornings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

What is the cheapest day to fly round-trip from Raleigh to New Windsor?

Wednesday flights are generally found to be more expensive for flights from Raleigh to New Windsor. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to New Windsor.

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

Travelers have found it’s best to book a flight 53 days in advance to save up to 63% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 53 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Raleigh to New Windsor 1-2 weeks in advance for as low as $148, or $214 for flights within the next 24 hours.

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

The best pricing can be found in the month of January. Prices to New Windsor from Raleigh average $169. You can even find prices in January for less than $169, as users have found deals to New Windsor from as low as $41. The month of December appears to be one of the more expensive times to travel to New Windsor from Raleigh. Flying in the targeted month can save you up to 21%.

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

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

How can I find direct flights from Raleigh to Stewart?

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

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

Yes. Cheapflights offers flight deals from Raleigh 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.

$120+ Flights from Raleigh to New Windsor

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Cheap flight deals from Raleigh to Stewart

Round-trip from	$352 (Mytrip)
One-way from	$120 (Mytrip)
Popular in	December
Cheapest in	January
Average price	$167

From Raleigh-Durham to New Windsor Stewart

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One-way flight from Raleigh-Durham to New Windsor Stewart

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Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Raleigh to Stewart

Cheapest flights from Raleigh to Stewart
Explore the most affordable flight options available from Raleigh to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Thu 8/287:56 pmRDU - SWF

1 stop17h 09mMultiple Airlines

Mon 9/11:55 pmSWF - RDU

2 stops19h 52mMultiple Airlines

Deal found 7/26

$337

Thu 9/43:53 pmRDU - SWF

2 stops19h 51mBreeze Airways

Mon 9/812:24 pmSWF - RDU

2 stops21h 23mBreeze Airways

Deal found 7/27

$511

Best flights from Raleigh to Stewart
Discover carefully curated flight deals from Raleigh to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2025.

Thu 8/287:56 pmRDU - SWF

1 stop17h 09mMultiple Airlines

Mon 9/11:55 pmSWF - RDU

2 stops19h 52mMultiple Airlines

Deal found 7/28

$352

Thu 8/218:59 amRDU - SWF

1 stop10h 13mBreeze Airways

Sun 8/247:52 pmSWF - RDU

1 stop13h 25mBreeze Airways

Deal found 7/28

$501

Last-minute flights from Raleigh to Stewart
Discover last-minute flight deals from Raleigh to Stewart. Data last updated July 28, 2025 and is based on user searches.

Mon 8/49:10 amRDU - SWF

1 stop9h 56mMultiple Airlines

Fri 8/87:56 pmSWF - RDU

2 stops21h 18mMultiple Airlines

Deal found 7/26

$384

Thu 8/78:59 amRDU - SWF

1 stop10h 13mBreeze Airways

Sun 8/107:52 pmSWF - RDU

1 stop13h 25mBreeze Airways

Deal found 7/26

$572

Thu 8/148:59 amRDU - SWF

1 stop10h 13mBreeze Airways

Sun 8/177:52 pmSWF - RDU

1 stop13h 25mBreeze Airways

Deal found 7/26

$524

Thu 8/287:56 pmRDU - SWF

1 stop17h 09mMultiple Airlines

Mon 9/11:55 pmSWF - RDU

2 stops19h 52mMultiple Airlines

Deal found 7/26

$337

One-way flights from Raleigh to Stewart
Search for one-way flight options from Raleigh to Stewart. Find affordable one-way fares based on user searches. Data last updated July 28, 2025.

Sun 10/53:30 pmRDU - SWF

2 stops18h 41mMultiple Airlines

Deal found 7/25

$120

Mon 8/252:47 pmRDU - SWF

1 stop21h 09mBreeze Airways

Deal found 7/26

$249

Fly from

Fly to

Route

Depart

Return

Price

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 8/28

7:56 pm-1:05 pm

1 stop17h 09m

New Windsor Stewart

Mon 9/1

1:55 pm-9:47 am

2 stops19h 52m

$337

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 8/21

8:59 am-7:12 pm

1 stop10h 13m

New Windsor Stewart

Sun 8/24

7:52 pm-9:17 am

1 stop13h 25m

$501

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sun 10/5

3:30 pm-10:11 am

2 stops18h 41m

$120

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Mon 8/25

2:47 pm-11:56 am

1 stop21h 09m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Best time to book a flight from Raleigh to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Raleigh to New Windsor (average of $109). Flying from Raleigh to New Windsor in August is currently the most expensive (average of $206). 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.

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

It’s optimal to fly from Raleigh to New Windsor in the morning. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Stewart

Read through reviews of airlines operating flights from Raleigh to New Windsor, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

190 reviews

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

What is the cheapest airline to fly from Raleigh to New Windsor round-trip?
Flying on Breeze Airways is currently your cheapest option to New Windsor, with prices starting at $501.
Can I find deals for flights from Raleigh to Stewart that include hotel bookings?
Yes. In addition to deals on Raleigh to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Raleigh to Stewart?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Raleigh to Stewart.
Can I find deals for business class flights from Raleigh to Stewart?
Yes. Cheapflights offers flight deals from Raleigh 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 Raleigh to New Windsor?
Currently, October is the cheapest month in which you can book a flight from Raleigh to New Windsor (average of $109). Flying from Raleigh to New Windsor in August is currently the most expensive (average of $206). 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.

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$120+ Cheap flights from Raleigh to New Windsor (RDU - 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Raleigh to Stewart with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Raleigh to Stewart

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Raleigh to Stewart

Cheapest flights from Raleigh to StewartExplore the most affordable flight options available from Raleigh to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Explore the most affordable flight options available from Raleigh to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Raleigh to Stewart

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

Cheapflights Insights

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

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

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

Find hourly flight availability from Raleigh to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.

Reviews of airlines servicing Stewart

Read through reviews of airlines operating flights from Raleigh to New Windsor, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

What is the cheapest airline to fly from Raleigh to New Windsor round-trip?

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

How can I find direct flights from Raleigh to Stewart?

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

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

Traveling to a place near New Windsor?

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Alternative routes for Raleigh to Stewart

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Cheapest flights from Raleigh to Stewart
Explore the most affordable flight options available from Raleigh to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.