$150+ 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 9/11. 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
31 ott — 7 nov1
1 adult
1 adult, Economy

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 1 ottobre 2025.

Cheapest airline

British Airways
On average, British Airways currently has the cheapest one-way flight from New Windsor Stewart (avg. price of $945).

Find flights from Stewart

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 1 ottobre 2025.

gio 8/111:48SWF - MCO
Nonstop3h 19mBreeze Airways
dom 11/108:10MCO - SWF
Nonstop2h 58mBreeze Airways
Deal found 30/9$186
dom 25/111:48SWF - MCO
Nonstop3h 19mBreeze Airways
dom 1/208:10MCO - SWF
Nonstop2h 58mBreeze Airways
Deal found 30/9$239
gio 30/1011:43SWF - MCO
Nonstop3h 14mBreeze Airways
gio 6/1108:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 29/9$262
gio 13/1111:43SWF - MCO
Nonstop3h 14mMultiple Airlines
gio 20/1119:50MCO - SWF
1 stop14h 32mMultiple Airlines
Deal found 29/9$310
gio 13/1111:43SWF - MCO
Nonstop3h 14mBreeze Airways
gio 20/1108:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 29/9$319
dom 19/1011:43SWF - MCO
Nonstop3h 14mBreeze Airways
dom 26/1008:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 28/9$360
gio 4/1211:43SWF - MCO
Nonstop3h 14mBreeze Airways
lun 8/1207:30MCO - SWF
1 stop4h 14mBreeze Airways
Deal found 1/10$475
ven 14/1112:24SWF - MCO
1 stop4h 35mBreeze Airways
ven 21/1107:30MCO - SWF
1 stop4h 14mBreeze Airways
Deal found 30/9$515
ven 19/1212:24SWF - MCO
1 stop4h 35mBreeze Airways
mar 23/1208:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 28/9$524
lun 29/1212:24SWF - MCO
1 stop4h 35mBreeze Airways
gio 1/108:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 29/9$621
ven 14/1119:05SWF - PIT
1 stop19h 13mAllegiant Air
ven 21/1107:00PIT - SWF
1 stop11h 38mAllegiant Air
Deal found 29/9$678

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 1 ottobre 2025. 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

gio 8/1

11:48-15:07

Nonstop3h 19m

Orlando

dom 11/1

08:10-11:08

Nonstop2h 58m

$186

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

dom 25/1

11:48-15:07

Nonstop3h 19m

Orlando

dom 1/2

08:10-11:08

Nonstop2h 58m

$239

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

gio 30/10

11:43-14:57

Nonstop3h 14m

Orlando

gio 6/11

08:10-11:03

Nonstop2h 53m

$262

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

gio 13/11

11:43-14:57

Nonstop3h 14m

Orlando

gio 20/11

19:50-10:22

1 stop14h 32m

$310

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

gio 13/11

11:43-14:57

Nonstop3h 14m

Orlando

gio 20/11

08:10-11:03

Nonstop2h 53m

$319

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

dom 19/10

11:43-14:57

Nonstop3h 14m

Orlando

dom 26/10

08:10-11:03

Nonstop2h 53m

$360

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

gio 4/12

11:43-14:57

Nonstop3h 14m

Orlando

lun 8/12

07:30-11:44

1 stop4h 14m

$475

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

ven 14/11

12:24-16:59

1 stop4h 35m

Orlando

ven 21/11

07:30-11:44

1 stop4h 14m

$515

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

ven 19/12

12:24-16:59

1 stop4h 35m

Orlando

mar 23/12

08:10-11:03

Nonstop2h 53m

$524

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

lun 29/12

12:24-16:59

1 stop4h 35m

Orlando

gio 1/1

08:10-11:03

Nonstop2h 53m

$621

Flights are sorted by cheapest return flights first.

Deals found on 30/9

Showing 1-10 of 24 results
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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.

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

Currently, January is the cheapest month in which you can book a flight from New Windsor (average of $101). Flying from New Windsor in July 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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Direct flights from New York

Book a direct flight from one of these other cities located in New York.

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 1 ottobre 2025.
  • What are the most popular destinations to fly to from New Windsor?

    For the current month, the most popular flights from New Windsor are Myrtle Beach, Reykjavik Keflavik Intl Airport, Orlando Airport. Reykjavik Keflavik Intl Airport, Reykjavik, Fort Lauderdale 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 January. The most expensive month for flights is July. 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 $251 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.

See more FAQs

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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