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Fort Myers

$88+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RSW
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
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 July 11, 2026.

This Breeze Airways deal was found by Cheapflights users on 7/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:17 pm
SWF
-
RSW
1 stop5h 16m
Breeze Airways
Mon 8/247:10 am
RSW
-
SWF
1 stop4h 27m
Breeze Airways
Deal found 7/7$195
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 9/2112:16 pm
SWF
-
RSW
1 stop5h 29m
Breeze Airways
Sat 9/267:00 am
RSW
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 7/9$196
This Priceline deal was found by Cheapflights users on 7/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:39 pm
SWF
-
RSW
1 stop9h 34m
Breeze Airways
Wed 9/237:00 am
RSW
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 7/6$202
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 9/512:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Wed 9/97:00 am
RSW
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 7/9$206
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Fri 8/2812:17 pm
SWF
-
RSW
1 stop5h 16m
Breeze Airways
Wed 9/27:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 7/8$213
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/212:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Wed 9/97:00 am
RSW
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 7/10$214
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 12/912:39 pm
SWF
-
RSW
1 stop4h 51m
Breeze Airways
Fri 1/86:30 am
RSW
-
SWF
1 stop4h 27m
Breeze Airways
Deal found 7/6$215
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/2112:17 pm
SWF
-
RSW
1 stop5h 16m
Breeze Airways
Wed 8/267:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 7/7$224
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/2512:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Mon 8/107:10 am
RSW
-
SWF
1 stop4h 27m
Breeze Airways
Deal found 7/10$226
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 12/912:39 pm
SWF
-
RSW
1 stop4h 51m
Breeze Airways
Mon 1/116:30 am
RSW
-
SWF
1 stop4h 27m
Breeze Airways
Deal found 7/6$228
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Wed 7/2912:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Mon 8/107:10 am
RSW
-
SWF
1 stop4h 27m
Breeze Airways
Deal found 7/9$230

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 July 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Breeze Airways)

One-way from

$88
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$300
Provider with most accurate pricing for New Windsor Stewart-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Fort Myers SW Florida Intl flights.
Search Deals
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. 27% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 15% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 11, 2026.
Use the filters below to find and compare flights from New Windsor to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 8/21

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Mon 8/24

7:10 am-11:37 am

1 stop4h 27m

$195

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Wed 8/12

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Wed 8/26

7:00 am-11:25 am

1 stop4h 25m

$264

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 7/25

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Sat 8/1

7:00 am-11:25 am

1 stop4h 25m

$277
Quickest round-trip

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 8/24

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Wed 8/26

7:00 am-11:25 am

1 stop4h 25m

$287

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 8/24

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Fri 8/28

7:10 am-11:37 am

1 stop4h 27m

$317

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 7/17

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Sat 8/1

7:00 am-11:25 am

1 stop4h 25m

$385

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 7/20

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Sat 7/25

7:00 am-11:25 am

1 stop4h 25m

$402

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 7/17

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Fri 7/24

7:10 am-11:37 am

1 stop4h 27m

$440

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 8/29

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Sat 9/5

7:00 am-11:25 am

1 stop4h 25m

$588

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 8/17

12:17 pm-5:33 pm

1 stop5h 16m

Fort Myers SW Florida Intl

Mon 8/24

7:10 am-11:37 am

1 stop4h 27m

$633

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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 July.
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 New Windsor-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Fort Myers flight deals on Cheapflights vs. FlightHub >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 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 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.

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 July 11, 2026.
Read through reviews of airlines operating flights from New Windsor to Fort Myers, such as Allegiant Air and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.3
Good
686 reviews

Comfort

6.9

Entertainment

5.4

Boarding

7.6

Crew

8.1

Food

5.8

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Jeff,Jun 2026

DEN - TYS

Everything about the flight timing was perfect. The plane was clean and comfortable. The only aggravation is no access to phone charging or complementary food/drink on a cross-country trip. There were no entertainment options, so I'm not sure how I'm supposed to evaluate that on a survey. It's a discount carrier, I get it, but other options are flying the same route with better depart/arrival times that offer these options.
Allegiant Air
7.3
Good
686 reviews
Allegiant Air
7.3
Good
686 reviews

Comfort

6.9

Entertainment

5.4

Boarding

7.6

Crew

8.1

Food

5.8

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Jeff,Jun 2026

DEN - TYS

Everything about the flight timing was perfect. The plane was clean and comfortable. The only aggravation is no access to phone charging or complementary food/drink on a cross-country trip. There were no entertainment options, so I'm not sure how I'm supposed to evaluate that on a survey. It's a discount carrier, I get it, but other options are flying the same route with better depart/arrival times that offer these options.
JetBlue
7.1
Good
3,016 reviews
Allegiant Air
7.3
Good
686 reviews

Comfort

6.9

Entertainment

5.4

Boarding

7.6

Crew

8.1

Food

5.8

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Jeff,Jun 2026

DEN - TYS

Everything about the flight timing was perfect. The plane was clean and comfortable. The only aggravation is no access to phone charging or complementary food/drink on a cross-country trip. There were no entertainment options, so I'm not sure how I'm supposed to evaluate that on a survey. It's a discount carrier, I get it, but other options are flying the same route with better depart/arrival times that offer these options.

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 16m. 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. Check Cheapflights for deals on JetBlue for as low as $108. These flights start at 73% lower than the current average price 3 months from now.

  • 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.

See more FAQs

Traveling to a place near Fort Myers?

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

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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 July 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$76Average$287FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$108Average$237FlexibilityNo cancel feeOn-time62%

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