$181+ Cheap flights from New Windsor

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/8. 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
20 Aug — 27 Aug1
1 adult

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 15 August 2025.

Cheapest airline

British Airways
On average, British Airways currently has the cheapest one-way flight from New Windsor Stewart (avg. price of $842).
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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 15 August 2025.

Sun 31/819:52SWF - MCO
Nonstop3h 04mBreeze Airways
Sun 28/908:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 14/8$181
Mon 8/912:24SWF - MCO
1 stop4h 35mBreeze Airways
Thu 11/908:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 14/8$207
Sun 31/819:52SWF - MCO
Nonstop3h 04mBreeze Airways
Thu 18/908:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 14/8$219
Mon 29/912:24SWF - MCO
1 stop4h 35mBreeze Airways
Thu 2/1008:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 14/8$227
Thu 18/911:43SWF - MCO
Nonstop3h 14mBreeze Airways
Thu 25/908:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 13/8$235
Sun 25/111:48SWF - MCO
Nonstop3h 19mBreeze Airways
Sun 1/208:10MCO - SWF
Nonstop2h 58mBreeze Airways
Deal found 14/8$265
Sun 16/1111:43SWF - MCO
Nonstop3h 14mBreeze Airways
Thu 20/1108:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 14/8$319
Sun 16/1111:43SWF - MCO
Nonstop3h 14mBreeze Airways
Sun 23/1108:10MCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/8$357
Thu 20/1111:43SWF - MCO
Nonstop3h 14mBreeze Airways
Mon 24/1107:30MCO - SWF
1 stop4h 14mBreeze Airways
Deal found 14/8$365
Mon 20/1012:24SWF - MCO
1 stop4h 35mBreeze Airways
Fri 24/1007:30MCO - SWF
1 stop4h 14mBreeze Airways
Deal found 14/8$376
Thu 28/819:52SWF - MCO
Nonstop3h 04mBreeze Airways
Sat 30/815:53MCO - SWF
Nonstop2h 56mBreeze Airways
Deal found 14/8$411
Thu 28/819:15SWF - BCN
1 stop20h 25mPLAY
Sun 31/822:40BCN - SWF
1 stop25h 25mPLAY
Deal found 15/8$2,102

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 15 August 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

Sun 31/8

19:52-22:56

Nonstop3h 04m

Orlando

Sun 28/9

08:10-11:03

Nonstop2h 53m

$181

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 8/9

12:24-16:59

1 stop4h 35m

Orlando

Thu 11/9

08:10-11:03

Nonstop2h 53m

$207

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 31/8

19:52-22:56

Nonstop3h 04m

Orlando

Thu 18/9

08:10-11:03

Nonstop2h 53m

$219

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 29/9

12:24-16:59

1 stop4h 35m

Orlando

Thu 2/10

08:10-11:03

Nonstop2h 53m

$227

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 18/9

11:43-14:57

Nonstop3h 14m

Orlando

Thu 25/9

08:10-11:03

Nonstop2h 53m

$235

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 25/1

11:48-15:07

Nonstop3h 19m

Orlando

Sun 1/2

08:10-11:08

Nonstop2h 58m

$265

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 16/11

11:43-14:57

Nonstop3h 14m

Orlando

Thu 20/11

08:10-11:03

Nonstop2h 53m

$319

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 16/11

11:43-14:57

Nonstop3h 14m

Orlando

Sun 23/11

08:10-11:03

Nonstop2h 53m

$357

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 20/11

11:43-14:57

Nonstop3h 14m

Orlando

Mon 24/11

07:30-11:44

1 stop4h 14m

$365

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 20/10

12:24-16:59

1 stop4h 35m

Orlando

Fri 24/10

07:30-11:44

1 stop4h 14m

$376

Flights are sorted by cheapest return flights first.

Deals found on 12/8

Showing 1-10 of 23 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, September is the cheapest month in which you can book a flight from New Windsor (average of $72). Flying from New Windsor in July will prove the most costly (average of $163). 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 15 August 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, Reykjavik Keflavik Intl Airport. Reykjavik Keflavik Intl Airport, Reykjavik, Myrtle Beach 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 September. 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 $255 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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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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