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Cheap flights from Madison to New York from $296

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to New York departing on 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Multiple Airlines Logo
MSN-SWF
785 mimulti-stop
Multiple Airlines Logo
SWF-MSN
785 mimulti-stop
Multiple Airlines
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momondo Fare Finder

 
Customize your flight search to find flights from Madison to New Windsor 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, momondo users made 832,500 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from Madison to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonNew Windsor

MSN - SWF

MSNSWF

Madison Truax Field

Wed 9/17

6:08 pm-11:03 am

1 stop15h 55m

$296

MadisonNew Windsor

MSN - SWF

MSNSWF

Madison Truax Field

Wed 9/24

6:08 pm-11:03 am

1 stop15h 55m

$297

MadisonNew Windsor

MSN - SWF

MSNSWF

Madison Truax Field

Wed 9/10

6:08 pm-11:03 am

1 stop15h 55m

$317

MadisonNew Windsor

MSN - SWF

MSNSWF

Madison Truax Field

Wed 10/15

6:08 pm-11:03 am

1 stop15h 55m

$332

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Madison to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Madison Truax Field to New Windsor Stewart?

Breeze Airways is the most popular carrier operating from Madison Truax Field to New Windsor Stewart

What airlines fly to New Windsor?

Delta, United Airlines and Allegiant Air are the top three most popular airlines that fly to New Windsor from Madison according to our data. Delta is the first choice among our users, with 36% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 7 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

When to book flights from Madison to New Windsor

Are you open to changing your travel dates? Check out the ideal times to fly from Madison to New Windsor according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Madison to New Windsor (MSN to SWF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to New Windsor

Direct flights

None
There are no direct flights from Madison to New Windsor. There are no popular flight routes from Madison to New Windsor.
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  • How far is Madison Truax Field to New Windsor Stewart by plane?

    New Windsor Stewart is 792.2 mi away from Madison Truax Field.

  • When did momondo last update prices for flights from Madison Truax Field Airport to New Windsor Stewart Airport?

    Prices for flights from Madison Truax Field Airport to New Windsor Stewart Airport were last updated today.

  • How old do you have to be to fly from Madison Truax Field Airport to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Madison Truax Field Airport to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents required for your trip to New Windsor Stewart Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Windsor Stewart Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Madison to New Windsor?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madison to New Windsor for you.

Can I find flights from Madison to New Windsor with flexible booking policies on momondo?

Flights from Madison to New Windsor with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Madison to New Windsor?

momondo provides multiple filters to help you find the best flight to New Windsor from Madison. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Madison to New Windsor right now. Can momondo alert me if prices change?

If you are simply researching potential flights to New Windsor, momondo offers a useful price alert feature which will track prices for flights to New Windsor from Madison and alert you when they change.

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