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$148+ Cheap flights from New Windsor to Fort Myers (SWF - RSW)

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RSW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Stewart to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Fort Myers (RSW). 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

$358
(Kiwi.com)

One-way from

$148
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$217
From New Windsor Stewart to Fort Myers SW Florida Intl
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One-way flight from New Windsor Stewart to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 11% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% 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 Stewart to Fort Myers

Cheapest flights from Stewart to Fort Myers
Explore the most affordable flight options available from Stewart to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Mon 10/65:12 pmRSW - SWF
2 stops17h 14mMultiple Airlines
Deal found 9/10$358
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 11/106:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/11$365
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 10/3112:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 11/36:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/10$465
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/1212:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 9/156:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/9$477
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 9/296:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/11$506
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 10/206:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/11$514
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 10/312:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 10/66:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/10$554
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.
Thu 10/211:43 amSWF - RSW
2 stops30h 17mBreeze Airways
Mon 10/66:00 amRSW - SWF
1 stop5h 44mBreeze Airways
Deal found 9/11$644

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Fort Myers 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 New Windsor to Fort Myers that are best for you.

Fly from

Stewart

Fly to

Fort Myers

Route

Depart

Return

Price

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 9/26

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Mon 9/29

6:00 am-11:44 am

1 stop5h 44m

$506

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/17

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Mon 10/20

6:00 am-11:44 am

1 stop5h 44m

$514

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/3

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Mon 10/6

6:00 am-11:44 am

1 stop5h 44m

$554

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/31

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Sun 11/2

5:00 am-10:44 am

3 stops29h 44m

$674

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/3

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Sun 10/5

6:00 am-11:44 am

3 stops29h 44m

$711

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 11/21

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Mon 12/1

6:00 am-11:44 am

1 stop5h 44m

$721

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 10/20

12:24 pm-5:46 pm

3 stops29h 22m

Fort Myers SW Florida Intl

Fri 10/24

6:00 am-11:44 am

1 stop5h 44m

$730

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 11/21

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Wed 11/26

6:00 am-11:03 am

2 stops29h 03m

$732

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/10

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Mon 10/13

6:00 am-11:44 am

1 stop5h 44m

$738

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 10/3

12:11 pm-9:22 am

3 stops45h 11m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 16 results
1
2

Best time to book a flight from Stewart to Fort Myers

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Fort Myers (average of $205). Flying from New Windsor to Fort Myers in June is currently the most expensive (average of $290). 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 SWF to RSW?

Find hourly flight availability from Stewart to Fort Myers. 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.

Unlike at noon, when flights are generally more expensive, you can save up to 76% on flights from New Windsor to Fort Myers by exploring options for tickets in the afternoon.

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from New Windsor to Fort Myers, such as Breeze Airways and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Boarding

8.2

Comfort

8.1

Overall

8.0

Crew

8.7

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
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Boarding

8.2

Comfort

8.1

Overall

8.0

Crew

8.7

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
2,913 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Boarding

8.2

Comfort

8.1

Overall

8.0

Crew

8.7

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 Stewart to Fort Myers. 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 New Windsor to Fort Myers flight route?

    Within the past month, 1 users have taken a look at flights from New Windsor Stewart to Fort Myers SW Florida Intl.

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

    There are many flights that can get you from New Windsor to Fort Myers in 20h 24m. Fly via Breeze Airways to get the fastest option. The distance between New Windsor and Fort Myers is about 1121 mi.

  • What are the cheapest airlines flying from New Windsor to Fort Myers round-trip?

    Currently priced at $95, Breeze Airways will fly you from New Windsor to Fort Myers and back. In addition to Breeze Airways, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on JetBlue for as low as $137. These flights start at 50% lower than the current average price 3 months from now.

  • What are the cheapest flights from New Windsor to Fort Myers?

    Looking for the cheapest flight from New Windsor to Fort Myers? While on average our users pay $292, our data indicates the cheapest price to be $268. The most popular route (New Windsor Stewart - Fort Myers SW Florida Intl), is priced around $465.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Fort Myers (average of $205). Flying from New Windsor to Fort Myers in June is currently the most expensive (average of $290). 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 Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Top 2 airlines flying from Stewart to Fort Myers

Discover the top 2 airlines that operate flights from Stewart to Fort Myers. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$95Average$181FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$137Average$212FlexibilityNo cancel feeOn-time62%

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