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Stewart

$113+ Cheap flights from Fort Myers to New Windsor (RSW - 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SWF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Fort Myers to Stewart

Cheapest flights from Fort Myers to Stewart
Explore the most affordable flight options available from Fort Myers to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amRSW - SWF
1 stop5h 44mMultiple Airlines
Mon 11/2410:57 amSWF - RSW
2 stops31h 23mMultiple Airlines
Deal found 10/27$305
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amRSW - SWF
1 stop5h 44mMultiple Airlines
Mon 11/2410:57 amSWF - RSW
2 stops31h 23mMultiple Airlines
Deal found 10/27$333
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amRSW - SWF
1 stop5h 44mMultiple Airlines
Sun 11/236:23 pmSWF - RSW
2 stops14h 10mMultiple Airlines
Deal found 10/27$412
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amRSW - SWF
1 stop5h 44mMultiple Airlines
Sun 11/236:23 pmSWF - RSW
2 stops14h 10mMultiple Airlines
Deal found 10/27$440
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Mon 10/276:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Fri 10/3112:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 10/25$451
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Wed 10/2910:50 amRSW - SWF
2 stops25h 55mMultiple Airlines
Fri 10/3112:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Deal found 10/26$586
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Thu 11/611:30 amRSW - SWF
3 stops23h 11mMultiple Airlines
Mon 11/1012:01 pmSWF - RSW
3 stops26h 17mMultiple Airlines
Deal found 10/26$598
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Mon 12/16:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Fri 12/512:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 10/26$739
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:00 amRSW - SWF
1 stop5h 44mMultiple Airlines
Sun 11/306:04 pmSWF - RSW
2 stops14h 29mMultiple Airlines
Deal found 10/27$768
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 10/316:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Mon 11/312:24 pmSWF - RSW
2 stops27h 36mBreeze Airways
Deal found 10/26$846

Cheap flight deals from Fort Myers to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$305
(Kiwi.com)

One-way from

$113
(Priceline)

Popular in

April

Cheapest in

September

Average price

$207
Provider with most accurate pricing for Fort Myers SW Florida Intl-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-New Windsor Stewart flights.
Search Deals
From Fort Myers SW Florida Intl to New Windsor Stewart
Search Deals
One-way flight from Fort Myers SW Florida Intl to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers 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 28, 2025.
Use the filters below to find and compare flights from Fort Myers to New Windsor that are best for you.

Fly from

Fort Myers

Fly to

Stewart

Route

Depart

Return

Price

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 11/17

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Mon 11/24

10:57 am-6:20 pm

2 stops31h 23m

$305

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 11/14

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Mon 11/24

10:57 am-6:20 pm

2 stops31h 23m

$333

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 11/17

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 11/23

6:23 pm-8:33 am

2 stops14h 10m

$412

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 11/14

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 11/23

6:23 pm-8:33 am

2 stops14h 10m

$440

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 12/1

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Fri 12/5

12:24 pm-8:48 am

1 stop20h 24m

$739

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 11/28

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 11/30

6:04 pm-8:33 am

2 stops14h 29m

$768

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sun 12/21

8:56 am-11:44 am

2 stops26h 48m

New Windsor Stewart

Fri 12/26

12:24 pm-8:48 am

1 stop20h 24m

$948

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sat 12/20

9:53 am-10:19 am

2 stops24h 26m

New Windsor Stewart

Fri 12/26

12:24 pm-8:48 am

1 stop20h 24m

$1,009

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 11/24

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Mon 12/1

12:24 pm-5:45 pm

2 stops29h 21m

$1,198

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 11/7

6:00 am-11:44 am

1 stop5h 44m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
2

Compare providers for flights from Fort Myers to 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 Fort Myers to Stewart in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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: When it comes to deals on Fort Myers-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fort Myers-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Fort Myers-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-New Windsor flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Fort Myers-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Fort Myers to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Fort Myers 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 Fort Myers to New Windsor

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

Currently, September is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $64). Flying from Fort Myers to New Windsor in May is currently the most expensive (average of $89). 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 RSW to SWF?

Find hourly flight availability from Fort Myers 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 28, 2025.

When flying from Fort Myers to New Windsor, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 27% versus a flight in the afternoon.

Related info for your journey

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

  • How popular is this Fort Myers to New Windsor flight route?

    The Fort Myers SW Florida Intl to New Windsor Stewart flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Fort Myers to New Windsor?

    A quick flight from Fort Myers to New Windsor can take about 5h 44m. Breeze Airways provides one of the quickest options available for as low as $739. There are 1121 mi between Fort Myers and New Windsor.

  • Can I find deals for flights from Fort Myers to Stewart that include hotel bookings?

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

  • How can I find direct flights from Fort Myers to Stewart?

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

  • Can I find deals for business class flights from Fort Myers to Stewart?

    Yes. Cheapflights offers flight deals from Fort Myers 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 Fort Myers to New Windsor?

    Currently, September is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $64). Flying from Fort Myers to New Windsor in May is currently the most expensive (average of $89). 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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