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Stewart

$69+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$543
(Booking.com)

One-way from

$69
(CheapOair)

Popular in

April

Cheapest in

September

Average price

$163
From Fort Myers SW Florida Intl to New Windsor Stewart
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One-way flight from Fort Myers SW Florida Intl to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Booking.com deal was found by Cheapflights users on 9/10. 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.
Mon 9/296:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Fri 10/312:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 9/10$543
This Booking.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/106:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Fri 10/1712:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 9/10$562
This KAYAK deal was found by Cheapflights users on 9/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Sun 9/2811:43 amSWF - RSW
2 stops30h 17mBreeze Airways
Deal found 9/11$625
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Sun 10/2611:43 amSWF - RSW
2 stops30h 17mBreeze Airways
Deal found 9/10$634
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Sun 11/1611:43 amSWF - RSW
2 stops33h 56mBreeze Airways
Deal found 9/10$653
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Sun 10/1211:43 amSWF - RSW
2 stops30h 17mBreeze Airways
Deal found 9/10$697
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:00 amRSW - SWF
3 stops29h 44mBreeze Airways
Fri 10/312:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 9/11$737
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/196:00 amRSW - SWF
3 stops29h 44mBreeze Airways
Fri 10/2412:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Deal found 9/11$742
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:42 pmRSW - SWF
3 stops23h 02mBreeze Airways
Mon 12/812:24 pmSWF - RSW
3 stops29h 22mBreeze Airways
Deal found 9/10$754
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:42 pmRSW - SWF
3 stops23h 02mBreeze Airways
Sun 12/711:43 amSWF - RSW
2 stops30h 37mBreeze Airways
Deal found 9/10$757

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 September 11, 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 9/29

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Fri 10/3

12:24 pm-8:48 am

1 stop20h 24m

$543

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 10/10

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Fri 10/17

12:24 pm-8:48 am

1 stop20h 24m

$562

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 9/26

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 9/28

11:43 am-6:00 pm

2 stops30h 17m

$625

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 10/24

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 10/26

11:43 am-6:00 pm

2 stops30h 17m

$634

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 11/16

11:43 am-9:39 pm

2 stops33h 56m

$653

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sun 9/28

6:00 am-11:44 am

3 stops29h 44m

New Windsor Stewart

Fri 10/3

12:24 pm-8:48 am

1 stop20h 24m

$737

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Thu 12/4

12:42 pm-11:44 am

3 stops23h 02m

New Windsor Stewart

Mon 12/8

12:24 pm-5:46 pm

3 stops29h 22m

$754

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 10/10

6:00 am-11:44 am

1 stop5h 44m

New Windsor Stewart

Sun 10/12

11:43 am-6:00 pm

2 stops30h 17m

$755

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Thu 12/4

12:42 pm-11:44 am

3 stops23h 02m

New Windsor Stewart

Sun 12/7

11:43 am-6:20 pm

2 stops30h 37m

$757

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 11/3

6:00 am-11:44 am

1 stop5h 44m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 19 results
1
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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, October is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $109). Flying from Fort Myers to New Windsor in December is currently the most expensive (average of $202). 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 September 11, 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 at noon, which can drop the price by up to 21% 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 $543. 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, October is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $109). Flying from Fort Myers to New Windsor in December is currently the most expensive (average of $202). 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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