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Stewart

$48+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SWF
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
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 julio 29, 2025.

Round-trip from

$86
(eDestinos)

One-way from

$48
(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 julio 29, 2025.

This eDestinos deal was found by Cheapflights users on 7/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/128:30 amFLL - SWF
Nonstop3h 07mAllegiant Air
lun. 12/1512:27 pmSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 7/27$86
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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.
vie. 10/243:53 pmMYR - SWF
Nonstop1h 56mAllegiant Air
lun. 10/276:39 pmSWF - MYR
Nonstop1h 56mAllegiant Air
Deal found 7/28$110
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/57:30 amMCO - SWF
1 stop4h 14mBreeze Airways
dom. 9/711:33 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 7/29$118
This Mytrip deal was found by Cheapflights users on 7/27. 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.
vie. 12/127:30 amFLL - SWF
1 stop11h 10mMultiple Airlines
lun. 12/1512:27 pmSWF - FLL
Nonstop3h 13mMultiple Airlines
Deal found 7/27$152
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:38 pmMYR - SWF
1 stop15h 03mMultiple Airlines
lun. 10/276:39 pmSWF - MYR
Nonstop1h 56mMultiple Airlines
Deal found 7/28$188
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/256:00 amTPA - SWF
1 stop10h 46mMultiple Airlines
lun. 9/11:55 pmSWF - TPA
1 stop9h 02mMultiple Airlines
Deal found 7/28$194
This Mytrip deal was found by Cheapflights users on 7/27. 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.
dom. 8/246:29 pmPIT - SWF
1 stop15h 43mMultiple Airlines
dom. 8/3112:13 pmSWF - PIT
1 stop7h 49mMultiple Airlines
Deal found 7/27$242
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/319:00 amPIT - SWF
1 stop9h 00mAllegiant Air
lun. 9/112:17 pmSWF - PIT
1 stop10h 53mAllegiant Air
Deal found 7/29$301
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/287:56 pmRDU - SWF
1 stop17h 09mMultiple Airlines
lun. 9/11:55 pmSWF - RDU
2 stops19h 52mMultiple Airlines
Deal found 7/28$352
This Booking.com deal was found by Cheapflights users on 7/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/301:00 pmTPA - SWF
1 stop22h 44mBreeze Airways
lun. 11/312:24 pmSWF - TPA
1 stop10h 28mBreeze Airways
Deal found 7/28$472
This Booking.com deal was found by Cheapflights users on 7/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/252:47 pmRDU - SWF
1 stop21h 09mBreeze Airways
mar. 9/212:36 pmSWF - RDU
1 stop20h 21mBreeze Airways
Deal found 7/28$492
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/218:52 pmPWM - SWF
2 stops19h 54mMultiple Airlines
dom. 8/246:50 pmSWF - PWM
2 stops22h 35mMultiple Airlines
Deal found 7/29$511

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 julio 29, 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

vie. 12/12

8:30 am-11:37 am

Nonstop3h 07m

New Windsor Stewart

lun. 12/15

12:27 pm-3:40 pm

Nonstop3h 13m

$86

Myrtle BeachNew Windsor

MYR - SWF

MYRSWF

Myrtle Beach Intl

jue. 10/23

2:59 pm-4:55 pm

Nonstop1h 56m

New Windsor Stewart

lun. 10/27

6:39 pm-8:35 pm

Nonstop1h 56m

$110

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

vie. 9/5

7:30 am-11:44 am

1 stop4h 14m

New Windsor Stewart

dom. 9/7

11:33 am-2:47 pm

Nonstop3h 14m

$118

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

vie. 1/23

9:02 am-6:43 pm

1 stop9h 41m

New Windsor Stewart

vie. 1/30

11:09 am-2:52 pm

Nonstop3h 43m

$143

Myrtle BeachNew Windsor

MYR - SWF

MYRSWF

Myrtle Beach Intl

jue. 10/23

7:38 pm-10:41 am

1 stop15h 03m

New Windsor Stewart

lun. 10/27

6:39 pm-8:35 pm

Nonstop1h 56m

$188

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

lun. 8/25

6:00 am-4:46 pm

1 stop10h 46m

New Windsor Stewart

lun. 9/1

1:55 pm-10:57 pm

1 stop9h 02m

$194

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

dom. 8/24

6:29 pm-10:12 am

1 stop15h 43m

New Windsor Stewart

dom. 8/31

12:13 pm-8:02 pm

1 stop7h 49m

$242

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

dom. 8/31

9:00 am-6:00 pm

1 stop9h 00m

New Windsor Stewart

lun. 9/1

12:17 pm-11:10 pm

1 stop10h 53m

$301

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

jue. 8/28

7:56 pm-1:05 pm

1 stop17h 09m

New Windsor Stewart

lun. 9/1

1:55 pm-9:47 am

2 stops19h 52m

$352

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

jue. 9/4

1:06 pm-11:44 am

1 stop22h 38m

New Windsor Stewart

lun. 9/8

12:24 pm-10:52 pm

1 stop10h 28m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 37 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, October is the cheapest month in which you can book a flight from North America to New Windsor (average of $109). Flying from North America to New Windsor in August is currently the most expensive (average of $206). 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 julio 29, 2025.

When flying from North America to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 julio 29, 2025.
Read reviews from past customers who have flown Breeze Airways 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
8.0
Very good
190 reviews

Overall

8.0

Food

6.7

Entertainment

6.6

Boarding

8.3

Crew

8.7

Comfort

8.1

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
8.0
Very good
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Overall

8.0

Food

6.7

Entertainment

6.6

Boarding

8.3

Crew

8.7

Comfort

8.1

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
702 reviews
Breeze Airways
8.0
Very good
190 reviews

Overall

8.0

Food

6.7

Entertainment

6.6

Boarding

8.3

Crew

8.7

Comfort

8.1

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.

  • 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, October is the cheapest month in which you can book a flight from North America to New Windsor (average of $109). Flying from North America to New Windsor in August is currently the most expensive (average of $206). 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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Top 3 airlines flying from North America to Stewart

Discover the top 3 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 julio 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$123FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$74Average$124FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$207FlexibilityNo cancel feeOn-timeN/A

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