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Fort Myers

$130+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RSW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Thu 1/812:30 pmRSW - SWF
2 stops21h 49mMultiple Airlines
Deal found 12/10$687
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Fri 1/97:25 pmRSW - SWF
2 stops38h 33mMultiple Airlines
Deal found 12/10$696
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Wed 1/76:15 amRSW - SWF
2 stops29h 18mMultiple Airlines
Deal found 12/9$710
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Wed 12/317:14 pmRSW - SWF
2 stops15h 49mMultiple Airlines
Deal found 12/9$776
This Gotogate deal was found by Cheapflights users on 12/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 12/296:00 amRSW - SWF
2 stops29h 03mBreeze Airways
Deal found 12/10$815
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Sat 1/37:35 pmRSW - SWF
2 stops39h 12mMultiple Airlines
Deal found 12/10$828
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Tue 12/309:23 pmRSW - SWF
2 stops19h 21mMultiple Airlines
Deal found 12/10$836
This Booking.com deal was found by Cheapflights users on 12/10. 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 12/1912:24 pmSWF - RSW
1 stop20h 24mBreeze Airways
Mon 12/226:00 amRSW - SWF
2 stops29h 03mBreeze Airways
Deal found 12/10$894
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/2612:24 pmSWF - RSW
1 stop20h 24mMultiple Airlines
Thu 1/19:25 pmRSW - SWF
2 stops36h 35mMultiple Airlines
Deal found 12/11$937

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$271
(Kiwi.com)

One-way from

$130
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$192
Provider with most accurate pricing for New Windsor Stewart-Fort Myers SW Florida Intl flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-Fort Myers SW Florida Intl flights.
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From New Windsor Stewart to Fort Myers SW Florida Intl
Search Deals
One-way flight from New Windsor Stewart to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($27 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 December 2025
Search Deals

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 December 12, 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 5/8

12:15 pm-5:33 pm

1 stop5h 18m

Fort Myers SW Florida Intl

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

$263

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 2/20

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Wed 2/25

6:00 am-11:02 am

2 stops29h 02m

$271

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 2/20

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Thu 2/26

6:00 am-10:13 am

2 stops28h 13m

$289

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 5/8

12:15 pm-5:33 pm

1 stop5h 18m

Fort Myers SW Florida Intl

Sat 5/9

7:00 am-11:25 am

1 stop4h 25m

$291

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 1/23

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Wed 1/28

12:23 pm-5:59 pm

2 stops29h 36m

$359

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 1/23

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Sun 1/25

10:15 am-11:31 am

2 stops25h 16m

$637

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 2/6

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Sun 2/8

10:15 am-11:31 am

2 stops25h 16m

$647

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 1/16

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Sun 1/18

10:15 am-11:31 am

2 stops25h 16m

$649

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 12/26

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Thu 1/8

12:30 pm-10:19 am

2 stops21h 49m

$687

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 12/26

12:24 pm-8:48 am

1 stop20h 24m

Fort Myers SW Florida Intl

Fri 1/9

7:25 pm-9:58 am

2 stops38h 33m

$696

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 18 results
1
2

Compare providers for flights from Stewart to Fort Myers

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 Stewart to Fort Myers in December.
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 New Windsor-Fort Myers flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Fort Myers flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Fort Myers 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 New Windsor-Fort Myers 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 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 $39). Flying from New Windsor to Fort Myers in June is currently the most expensive (average of $98). 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 December 12, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 75% 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 December 12, 2025.
Read through reviews of airlines operating flights from New Windsor to Fort Myers, such as Breeze Airways, JetBlue, and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
244 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Entertainment

6.6

Overall

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Breeze Airways
8.2
Very good
244 reviews
Breeze Airways
8.2
Very good
244 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Entertainment

6.6

Overall

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
JetBlue
7.2
Good
2,898 reviews
Breeze Airways
8.2
Very good
244 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Entertainment

6.6

Overall

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Allegiant Air
7.2
Good
699 reviews
Breeze Airways
8.2
Very good
244 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Entertainment

6.6

Overall

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.

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 5h 18m. 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 $76, Allegiant Air will fly you from New Windsor to Fort Myers and back. In addition to Allegiant Air, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Breeze Airways and JetBlue - these airlines can fly you to your destination from $88 and $137, respectively. These flights start at 59% 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 $218.

  • 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 $39). Flying from New Windsor to Fort Myers in June is currently the most expensive (average of $98). 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 3 airlines flying from Stewart to Fort Myers

Discover the top 3 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$76Average$202FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$88Average$155FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$137Average$212FlexibilityNo cancel feeOn-time62%

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