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Stewart

$82+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SWF
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
1 adult, Economy
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Cheap 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 March 11, 2026.

This Expedia deal was found by Cheapflights users on 3/8. 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.
Wed 5/277:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/3012:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/8$180
This Expedia deal was found by Cheapflights users on 3/8. 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.
Wed 8/267:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Fri 8/2812:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Deal found 3/8$194
This Expedia deal was found by Cheapflights users on 3/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Wed 6/312:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/10$197
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 6/177:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Sat 6/2012:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/8$215
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Wed 8/512:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/10$222
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Mon 8/312:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Deal found 3/10$235
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Mon 5/2512:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Deal found 3/10$249
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sat 6/207:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Mon 6/2212:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Deal found 3/6$262
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 5/67:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/912:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/8$271
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:30 am
RSW
-
SWF
2 stops25h 25m
Multiple Airlines
Fri 5/812:15 pm
SWF
-
RSW
1 stop5h 18m
Multiple Airlines
Deal found 3/10$288
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Wed 5/1312:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Deal found 3/10$292

Find 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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Expedia)

One-way from

$82
(Booking.com)

Popular in

April

Cheapest in

January

Average price

$252
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. 10% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 11, 2026.
Use the filters below to find and compare flights from Fort Myers to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Wed 5/27

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 6/3

12:05 pm-9:57 pm

1 stop9h 52m

$217

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Wed 5/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sat 5/9

12:05 pm-9:57 pm

1 stop9h 52m

$271
Quickest round-trip

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Mon 5/18

12:15 pm-5:33 pm

1 stop5h 18m

$305

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Wed 5/13

9:30 am-10:55 am

2 stops25h 25m

New Windsor Stewart

Mon 5/18

12:15 pm-5:33 pm

1 stop5h 18m

$393

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Mon 6/1

6:00 am-6:56 pm

2 stops12h 56m

New Windsor Stewart

Mon 6/8

12:15 pm-5:33 pm

1 stop5h 18m

$437

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sat 5/23

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 6/3

12:05 pm-9:57 pm

1 stop9h 52m

$556

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 5/29

7:10 am-11:25 am

3 stops28h 15m

New Windsor Stewart

Wed 6/3

12:05 pm-9:57 pm

1 stop9h 52m

$687

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sat 5/16

7:00 am-8:58 am

2 stops25h 58m

New Windsor Stewart

Mon 5/25

12:15 pm-5:33 pm

1 stop5h 18m

$788
Cheapest one-way

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Fri 3/27

3:43 pm-9:39 am

2 stops41h 56m

$177

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sat 5/2

9:30 am-10:55 am

2 stops25h 25m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 20 resultsSorted by cheapest first
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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-New Windsor flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, January is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $54). Flying from Fort Myers to New Windsor in March is currently the most expensive (average of $100). 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.

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 4h 25m. Breeze Airways provides one of the quickest options available for as low as $217. 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, January is the cheapest month in which you can book a flight from Fort Myers to New Windsor (average of $54). Flying from Fort Myers to New Windsor in March is currently the most expensive (average of $100). 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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