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Stewart

$38+ Cheap flights from North America to New Windsor (SWF)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SWF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from North America to Stewart

Cheapest flights from North America to Stewart
Explore the most affordable flight options available from North America to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:00 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 1/3011:09 amSWF - FLL
Nonstop3h 43mAllegiant Air
Deal found 12/15$96
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:40 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 1/511:37 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/15$135
This Cheapflightsfares deal was found by Cheapflights users on 12/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:00 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 1/211:57 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/14$151
This Gotogate deal was found by Cheapflights users on 12/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:40 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 1/211:57 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/15$186
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Sun 12/288:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Sun 2/112:13 pmSWF - MCO
Nonstop3h 19mBreeze Airways
Deal found 12/17$188
This Gotogate deal was found by Cheapflights users on 12/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:28 pmFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 1/511:37 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/15$203
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/188:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Thu 1/2212:13 pmSWF - MCO
Nonstop3h 19mBreeze Airways
Deal found 12/17$222
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Fri 1/212:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 12/17$231
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Fri 1/212:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 12/17$240
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Mon 1/512:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 12/16$246
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Thu 12/258:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Thu 1/111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 12/17$250
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Thu 1/111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 12/17$255

Find flight deals from North America to Stewart

Keep the following information in mind while searching for North America to Stewart flight deals. Data was last updated December 18, 2025.

Round-trip from

$91
(Kiwi.com)

One-way from

$38
(CheapOair)
From North America to New Windsor Stewart
Search Deals
One-way flight from North America to New Windsor Stewart
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from North America to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from North America to New Windsor that are best for you.

Fly from

North America

Fly to

Stewart

Route

Depart

Return

Price

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/9

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/12

11:09 am-2:52 pm

Nonstop3h 43m

$91

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 1/12

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/26

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 2/6

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 2/9

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/23

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/26

11:09 am-2:52 pm

Nonstop3h 43m

$100

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/16

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/19

11:09 am-2:52 pm

Nonstop3h 43m

$100

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 2/2

12:11 pm-4:49 pm

1 stop4h 38m

$101

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/30

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Fri 2/6

11:09 am-2:52 pm

Nonstop3h 43m

$103

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/16

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Fri 1/23

11:09 am-2:52 pm

Nonstop3h 43m

$104

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 1/29

8:35 am-11:33 am

Nonstop2h 58m

New Windsor Stewart

Mon 2/2

12:11 pm-4:49 pm

1 stop4h 38m

$109

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 5/9

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 5/13

12:05 pm-1:45 pm

Nonstop1h 40m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 60 results
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Best time to book a flight from North America to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from North America 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.

Cheapflights Insights

Everything you need to know about your flight from North America to New Windsor

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

Currently, March is the cheapest month in which you can book a flight from North America to New Windsor (average of $41). Flying from North America to New Windsor in July is currently the most expensive (average of $73). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from NA to SWF?

Find hourly flight availability from North America to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

When flying from North America to New Windsor, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 34% versus a flight in the evening.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Breeze Airways, JetBlue, and Allegiant Air from North America to New Windsor. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Boarding

8.4

Entertainment

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Boarding

8.4

Entertainment

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,897 reviews
Breeze Airways
8.2
Very good
248 reviews

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Boarding

8.4

Entertainment

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Allegiant Air
7.2
Good
700 reviews
Breeze Airways
8.2
Very good
248 reviews

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Boarding

8.4

Entertainment

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.8
Fair
3,081 reviews
Breeze Airways
8.2
Very good
248 reviews

Crew

8.8

Food

6.7

Overall

8.2

Comfort

8.2

Boarding

8.4

Entertainment

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from North America to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from North America?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from North America to New Windsor.

  • How long is the flight from North America to New Windsor?

    Allegiant Air and Breeze Airways can get you from North America to New Windsor in just under 3h 04m. Your travel time can differ by up to 1h 12m. There are 1120 mi between North America and New Windsor. This flight may include one or multiple stops.

  • What are the most popular routes from North America to New Windsor?

    The most popular flight routes from North America to New Windsor are Orlando - New Windsor Stewart, Raleigh-Durham - New Windsor Stewart and Dallas/Fort Worth - New Windsor Stewart.

  • Can I find deals for flights from North America to Stewart that include hotel bookings?

    Yes. In addition to deals on North America to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from North America to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from North America to Stewart.

  • Can I find deals for business class flights from North America to Stewart?

    Yes. Cheapflights offers flight deals from North America to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, March is the cheapest month in which you can book a flight from North America to New Windsor (average of $41). Flying from North America to New Windsor in July is currently the most expensive (average of $73). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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Alternative routes for North America to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from North America to Stewart

Discover the top airline that operate flights from North America to Stewart. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$102Average$132FlexibilityNo cancel feeOn-time62%

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