$159+ Cheap flights from New Windsor

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 12/7. 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.
SWF — MSY
17 May — 24 May1
1 adult
1 adult, Economy, 0 bags

Find flights from Stewart within your budget

 
Find flights departing from Stewart that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 17 April 2026. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 31/5

09:38-12:44

Nonstop3h 06m

Orlando

Sun 7/6

06:00-08:58

Nonstop2h 58m

$187

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 22/6

12:17-16:51

1 stop4h 34m

Orlando

Thu 25/6

06:00-08:58

Nonstop2h 58m

$259

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 13/9

09:36-12:55

Nonstop3h 19m

Orlando

Sat 19/9

07:00-11:39

1 stop4h 39m

$265

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 24/8

12:17-16:51

1 stop4h 34m

Orlando

Fri 28/8

07:17-11:37

1 stop4h 20m

$310

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 3/8

12:17-16:51

1 stop4h 34m

Orlando

Sat 8/8

07:00-11:25

1 stop4h 25m

$325

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 14/9

12:26-17:05

1 stop4h 39m

Orlando

Fri 18/9

07:30-11:46

1 stop4h 16m

$332

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 7/8

12:17-16:51

1 stop4h 34m

Orlando

Sat 15/8

07:00-11:25

1 stop4h 25m

$407

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 8/10

09:36-12:55

Nonstop3h 19m

Orlando

Sun 18/10

06:00-08:56

Nonstop2h 56m

$429

New WindsorNew Orleans

SWF - MSY

SWFMSY

New Windsor Stewart

Fri 29/5

12:17-18:44

1 stop7h 27m

New Orleans Louis Armstrong

Sun 31/5

16:31-11:37

2 stops18h 06m

$1,235
Cheapest one-way
Fastest single journey

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 12/7

09:38-12:44

Nonstop3h 06m

$159

Flights are sorted by cheapest return flights first.

Deals found on 13/4

Showing 1-10 of 24 resultsSorted by cheapest first
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Best time to book a flight from Stewart

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

Travel insights for flights from Stewart

Get recent, data-driven insights about flights from Stewart including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

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Related info for your journey

Access useful and relevant information related to your journey from Stewart. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 17 April 2026.

  • What are the most popular destinations to fly to from New Windsor?

    For the current month, the most popular flights from New Windsor are Fort Lauderdale, Myrtle Beach, Orlando. Myrtle Beach, Fort Lauderdale, Orlando are the most popular locations from New Windsor year round.

  • Where are the cheapest places to fly to from New Windsor?

    View the cheapest flight destinations from New Windsor:
    Fly from New Windsor to New Orleans from $231 round trip

  • How does Cheapflights help users find flights from Stewart?

    Deals for flights from Stewart are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

  • Why should you use Cheapflights to find cheap flight tickets from Stewart?

    Cheapflights helps you find that perfect flight from Stewart by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

  • Can Cheapflights find flights from Stewart with no change fees?

    Yes, we can. To see specific flights from Stewart with no change fees, users can toggle flexible booking options after using the search form above to find flights.

  • Can Cheapflights notify me if prices for flights from Stewart become cheaper?

    Yes, Cheapflights offers price alerts on flights from Stewart so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Stewart?

Deals for flights from Stewart are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Cheapflights helps you find that perfect flight from Stewart by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Stewart with no change fees?

Yes, we can. To see specific flights from Stewart with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

Yes, Cheapflights offers price alerts on flights from Stewart so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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