$127+ 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 1/3. 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
16 Mar — 23 Mar1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Stewart

Discover essential information about flights departing from Stewart, including flight schedules, destinations, airlines operating at the Stewart airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 14 February 2026.

Cheapest airline

British Airways
On average, British Airways currently has the cheapest one-way flight from New Windsor Stewart (avg. price of $878).
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Find flights from Stewart

Enter your travel dates to find the best prices.

Cheapest flights from Stewart
Explore the most affordable flight options available from Stewart. Find the lowest fares based on data from user searches, with prices last updated on 14 February 2026.

Sun 24/509:38
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Sun 31/506:00
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 12/2$252
Thu 5/311:48
SWF
-
MCO
Nonstop3h 19m
Breeze Airways
Thu 12/308:10
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 13/2$259
Tue 30/611:48
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Tue 7/708:10
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 10/2$266
Fri 6/312:11
SWF
-
MCO
1 stop4h 38m
Breeze Airways
Sun 15/308:10
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 11/2$304
Wed 12/812:05
SWF
-
MCO
1 stop4h 57m
Breeze Airways
Sat 15/807:00
MCO
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 12/2$311
Sun 8/311:48
SWF
-
MCO
Nonstop3h 19m
Breeze Airways
Sun 15/308:10
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 11/2$329
Thu 23/411:48
SWF
-
MCO
Nonstop3h 19m
Breeze Airways
Mon 27/407:15
MCO
-
SWF
1 stop4h 16m
Breeze Airways
Deal found 10/2$349
Thu 16/411:48
SWF
-
MCO
Nonstop3h 19m
Breeze Airways
Mon 27/407:15
MCO
-
SWF
1 stop4h 16m
Breeze Airways
Deal found 13/2$387
Fri 27/309:47
SWF
-
SFB
Nonstop2h 45m
Allegiant Air
Fri 3/406:25
SFB
-
SWF
Nonstop2h 45m
Allegiant Air
Deal found 10/2$532
Mon 30/309:47
SWF
-
SFB
Nonstop2h 45m
Allegiant Air
Mon 6/408:05
SFB
-
SWF
Nonstop2h 45m
Allegiant Air
Deal found 13/2$646

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 14 February 2026. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

New Orleans

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 5/3

11:48-15:07

Nonstop3h 19m

Orlando

Thu 12/3

08:10-11:08

Nonstop2h 58m

$259

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 14/5

09:38-12:44

Nonstop3h 06m

Orlando

Sun 17/5

06:00-08:58

Nonstop2h 58m

$259

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Tue 30/6

11:48-14:54

Nonstop3h 06m

Orlando

Tue 7/7

08:10-11:08

Nonstop2h 58m

$287

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Wed 12/8

12:05-17:02

1 stop4h 57m

Orlando

Sat 15/8

07:00-11:25

1 stop4h 25m

$311

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 6/3

12:11-16:49

1 stop4h 38m

Orlando

Sun 15/3

08:10-11:08

Nonstop2h 58m

$318

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 8/3

11:48-15:07

Nonstop3h 19m

Orlando

Sun 15/3

08:10-11:08

Nonstop2h 58m

$329

New WindsorOrlando

SWF - SFB

SWFSFB

New Windsor Stewart

Fri 27/3

09:47-12:32

Nonstop2h 45m

Orlando Sanford Intl

Fri 3/4

06:25-09:10

Nonstop2h 45m

$532

New WindsorOrlando

SWF - SFB

SWFSFB

New Windsor Stewart

Mon 30/3

09:47-12:32

Nonstop2h 45m

Orlando Sanford Intl

Mon 6/4

08:05-10:50

Nonstop2h 45m

$646

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/3

11:48-15:07

Nonstop3h 19m

$127

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 6/8

09:38-12:44

Nonstop3h 06m

$133

Flights are sorted by cheapest return flights first.

Deals found on 13/2

Showing 1-10 of 13 results
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2

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.

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

Currently, February is the cheapest month in which you can book a flight from New Windsor (average of $98). Flying from New Windsor in December will prove the most costly (average of $160). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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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 14 February 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 Orlando, Fort Lauderdale, Tampa. Fort Lauderdale, Myrtle Beach, Reykjavik are the most popular locations from New Windsor year round.

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

    Currently, the cheapest month for flights from New Windsor is February. The most expensive month for flights is December. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

  • 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 $235 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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