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Stewart

$45+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SWF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Round-trip from

$92
(Cheapflightsfares)

One-way from

$45
(Cheapflightsfares)
From North America to New Windsor Stewart
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One-way flight from North America to New Windsor Stewart
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Fri 11/217:15 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 11/2410:57 amSWF - FLL
Nonstop3h 06mAllegiant Air
Deal found 10/30$92
This FlightHub deal was found by Cheapflights users on 10/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:30 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 12/1212:27 pmSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 10/29$95
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 11/147:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Mon 11/1712:01 pmSWF - FLL
Nonstop3h 31mAllegiant Air
Deal found 10/30$96
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 12/128:30 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 12/1512:27 pmSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 10/30$97
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 11/77:30 amFLL - SWF
Nonstop3h 11mAllegiant Air
Mon 11/1012:01 pmSWF - FLL
Nonstop3h 31mAllegiant Air
Deal found 10/29$100
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 12/58:30 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 12/812:27 pmSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 10/29$103
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Mon 11/247:00 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 12/1512:27 pmSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 10/28$107
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/48:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 10/29$118
This Priceline deal was found by Cheapflights users on 10/28. 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.
Thu 12/48:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Mon 12/1512:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 10/28$124
This Expedia deal was found by Cheapflights users on 10/28. 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.
Fri 12/57:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Mon 12/1512:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 10/28$125
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 12/57:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 10/29$126
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/48:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Thu 12/1111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 10/29$128

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 October 30, 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 11/21

7:15 am-10:22 am

Nonstop3h 07m

New Windsor Stewart

Mon 11/24

10:57 am-2:03 pm

Nonstop3h 06m

$92

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 12/8

8:30 am-11:37 am

Nonstop3h 07m

New Windsor Stewart

Fri 12/12

12:27 pm-3:40 pm

Nonstop3h 13m

$95

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 11/14

7:00 am-10:11 am

Nonstop3h 11m

New Windsor Stewart

Mon 11/17

12:01 pm-3:32 pm

Nonstop3h 31m

$96

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

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 12/19

2:59 pm-6:06 pm

Nonstop3h 07m

New Windsor Stewart

Mon 1/5

11:37 am-2:50 pm

Nonstop3h 13m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 12/12

8:30 am-11:37 am

Nonstop3h 07m

New Windsor Stewart

Mon 12/15

12:27 pm-3:40 pm

Nonstop3h 13m

$97

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 12/4

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Mon 12/15

12:24 pm-4:59 pm

1 stop4h 35m

$124

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 1/22

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 1/26

12:11 pm-4:49 pm

1 stop4h 38m

$128

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 12/12

7:30 am-11:44 am

1 stop4h 14m

New Windsor Stewart

Sun 12/14

11:43 am-2:57 pm

Nonstop3h 14m

$130

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/9

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 1/12

12:11 pm-4:49 pm

1 stop4h 38m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 $74). 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 October 30, 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 22% versus a flight in the afternoon.

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 October 30, 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
8.1
Very good
222 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
JetBlue
7.2
Good
2,906 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Allegiant Air
7.2
Good
694 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Frontier
5.8
Fair
3,122 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 2h 53m. Your travel time will be generally consistent. There are 989 mi between North America and New Windsor. All flights are typically nonstop.

  • 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, Fort Lauderdale - New Windsor Stewart and Raleigh-Durham - 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 $74). 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 2 airlines flying from North America to Stewart

Discover the top 2 airlines 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$64Average$100FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$116Average$196FlexibilityNo cancel feeOn-timeN/A

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