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Stewart

$38+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SFO
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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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 July 27, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 9/3

7:30 pm-10:52 pm

Nonstop3h 22m

Fort Lauderdale

Sun 9/6

3:30 pm-6:40 pm

Nonstop3h 10m

$104

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 11/5

11:00 am-2:22 pm

Nonstop3h 22m

Fort Lauderdale

Sun 11/8

8:00 am-11:10 am

Nonstop3h 10m

$137

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 8/27

7:31 pm-10:43 pm

Nonstop3h 12m

Fort Lauderdale

Sun 8/30

3:31 pm-6:41 pm

Nonstop3h 10m

$164

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sat 10/3

12:39 pm-11:42 pm

1 stop11h 03m

Orlando

Sun 10/18

7:20 am-10:16 am

Nonstop2h 56m

$174

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 9/28

12:16 pm-4:55 pm

1 stop4h 39m

Orlando

Sun 10/4

7:20 am-10:16 am

Nonstop2h 56m

$181

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sat 10/24

12:39 pm-11:42 pm

1 stop11h 03m

Orlando

Sun 11/1

7:20 am-10:16 am

Nonstop2h 56m

$183

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 10/15

10:56 am-2:15 pm

Nonstop3h 19m

Orlando

Sun 10/18

7:20 am-10:16 am

Nonstop2h 56m

$183

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 9/12

12:39 pm-10:13 pm

1 stop9h 34m

Fort Myers SW Florida Intl

Wed 9/16

7:00 am-11:39 am

1 stop4h 39m

$189

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Wed 9/23

12:39 pm-11:42 pm

1 stop11h 03m

Orlando

Mon 10/5

7:20 am-11:36 am

1 stop4h 16m

$198

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sat 8/29

12:05 pm-11:44 pm

1 stop11h 39m

Orlando

Sat 9/5

7:00 am-11:25 am

1 stop4h 25m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart in July
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from New Windsor, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from New Windsor made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from New Windsor. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from New Windsor. This info is gathered from Cheapflights searches over the past month.

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 round-trip 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 July 27, 2026.

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

    This month, the top selected destinations from New Windsor are Myrtle Beach, Orlando Airport, Fort Lauderdale. Throughout the year, Fort Lauderdale, Myrtle Beach, Orlando are some of the top choices made by users flying from New Windsor.

  • What is the cheapest flight from New Windsor to anywhere?

    Users have flown out of New Windsor for as low as $53 to Orlando Sanford Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $211 to fly from New Windsor.

  • What are the cheapest airlines flying from New Windsor to anywhere?

    Over the past few days, we've found that Frontier, Allegiant Air, and Breeze Airways have the cheapest prices from New Windsor. Frontier flights from New Windsor to Orlando ($43), Allegiant Air flights from New Windsor to Fort Lauderdale ($49), and Breeze Airways flights from New Windsor to Charleston ($108).

  • What is the cheapest premium economy flight from New Windsor?

    Options for some of the cheapest premium economy flights from New Windsor we have found on Cheapflights are as follows:
    Fly from New Windsor Stewart to Charleston starting at $158
    Fly from New Windsor Stewart to Raleigh starting at $223
    Fly from New Windsor Stewart to Orlando Airport starting at $589

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

    Check out the cheapest flights from New Windsor to embark to:
    Fly from New Windsor to Fort Lauderdale from $67 round trip
    Fly from New Windsor to Raleigh from $97 round trip
    Fly from New Windsor to Punta Gorda from $97 round trip
    Fly from New Windsor to Charleston from $107 round trip
    Fly from New Windsor to Tampa from $116 round trip

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