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Stewart

$43+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SFO
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
1 adult, Economy
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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 travelers. Please note that the information is based on the most recent updates available. Data last updated March 16, 2026.

Cheapest airline

American Airlines
On average, American Airlines currently has the cheapest one-way flight from New Windsor Stewart (avg. price of $176).
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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 March 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Sun 5/107:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/13$93
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/911:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Thu 4/167:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/12$94
This Cheapflightsfares deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/3110:28 am
SWF
-
FLL
Nonstop3h 09m
Allegiant Air
Sun 6/76:30 am
FLL
-
SWF
Nonstop3h 08m
Allegiant Air
Deal found 3/13$97
This Booking.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Sun 5/107:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/13$98
This Mytrip deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Thu 5/286:30 am
FLL
-
SWF
Nonstop3h 08m
Allegiant Air
Deal found 3/11$99
This Cheapflightsfares deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Sun 5/37:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/13$101
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1011:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Sun 5/177:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/15$104
This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:28 am
SWF
-
FLL
Nonstop3h 09m
Allegiant Air
Sun 5/246:30 am
FLL
-
SWF
Nonstop3h 08m
Allegiant Air
Deal found 3/13$105
This Flightnetwork deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Sun 5/37:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Deal found 3/12$106
This CheapOair deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Sat 9/59:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Deal found 3/15$107
This Breeze Airways deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Sat 5/309:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Deal found 3/12$113
This CheapOair deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Sat 5/99:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Deal found 3/14$122

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 March 16, 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

Sun 4/12

11:45 am-2:52 pm

Nonstop3h 07m

Fort Lauderdale

Thu 5/7

7:40 am-10:55 am

Nonstop3h 15m

$97

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Sun 4/19

11:45 am-2:52 pm

Nonstop3h 07m

Fort Lauderdale

Sun 4/26

7:40 am-10:55 am

Nonstop3h 15m

$105

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 4/16

11:45 am-2:52 pm

Nonstop3h 07m

Fort Lauderdale

Thu 4/23

7:40 am-10:55 am

Nonstop3h 15m

$110
Quickest round-trip

New WindsorRaleigh

SWF - RDU

SWFRDU

New Windsor Stewart

Wed 5/27

12:05 pm-1:45 pm

Nonstop1h 40m

Raleigh-Durham

Sat 5/30

9:45 am-11:25 am

Nonstop1h 40m

$113

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Thu 6/4

8:04 pm-10:58 pm

Nonstop2h 54m

Tampa St. Petersburg

Thu 6/11

4:22 pm-7:14 pm

Nonstop2h 52m

$132

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sat 5/9

12:05 pm-11:59 pm

1 stop11h 54m

Orlando

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

$136

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Sun 4/12

11:45 am-2:52 pm

Nonstop3h 07m

Fort Lauderdale

Sun 4/19

7:40 am-10:55 am

Nonstop3h 15m

$150

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Wed 8/19

12:05 pm-4:26 pm

1 stop4h 21m

Tampa

Sat 8/22

7:00 am-11:25 am

1 stop4h 25m

$152

New WindsorRaleigh

SWF - RDU

SWFRDU

New Windsor Stewart

Sat 5/16

12:05 pm-1:45 pm

Nonstop1h 40m

Raleigh-Durham

Wed 5/20

9:45 am-11:25 am

Nonstop1h 40m

$158

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 4/23

11:45 am-2:52 pm

Nonstop3h 07m

Fort Lauderdale

Sun 4/26

7:40 am-10:55 am

Nonstop3h 15m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

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 March
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice 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.

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

Currently, December is the cheapest month in which you can book a flight from New Windsor (average of $113). Flying from New Windsor in May will prove the most costly (average of $198). 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 March 16, 2026.

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

    This month, the top selected destinations from New Windsor are Fort Lauderdale, Orlando, Orlando Sanford Intl Airport. Throughout the year, Myrtle Beach, Fort Lauderdale, 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 Punta Gorda (prices may vary depending on the airline and departure time). On average, users have booked flights for $217 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 Spirit Airlines have the cheapest prices from New Windsor. Frontier flights from New Windsor to Orlando ($40), Allegiant Air flights from New Windsor to Fort Lauderdale ($49), and Spirit Airlines flights from New Windsor to Fort Lauderdale ($55).

  • 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 Orlando Airport starting at $451
    Fly from New Windsor Stewart to Charleston starting at $614

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

    December is currently the cheapest month to fly from New Windsor. At this moment in time May is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • 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 $97 round trip
    Fly from New Windsor to Charleston from $105 round trip
    Fly from New Windsor to Raleigh from $107 round trip
    Fly from New Windsor to Myrtle Beach from $117 round trip
    Fly from New Windsor to Tampa from $131 round trip

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