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Fort Myers

$86+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RSW
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
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 March 10, 2026.

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.
Fri 6/512:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Wed 6/107:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/8$188
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sat 5/912:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Sat 5/167:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/7$193
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.
Wed 8/2612:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Sat 8/297:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/6$214
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Sat 6/67:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/8$218
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 5/612:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Wed 5/137:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/9$222
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 5/2312:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Wed 5/277:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/5$224
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.
Fri 5/1512:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Sat 5/237:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/8$228
This Travelocity deal was found by Cheapflights users on 3/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Wed 7/87:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/5$231
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 5/812:15 pm
SWF
-
RSW
1 stop5h 18m
Breeze Airways
Wed 5/137:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/9$233
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.
Sat 5/2312:05 pm
SWF
-
RSW
1 stop9h 52m
Breeze Airways
Sat 5/307:00 am
RSW
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 3/8$236

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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$188
(Kiwi.com)

One-way from

$86
(Expedia)

Popular in

February

Cheapest in

January

Average price

$213
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. 8% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($17 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 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 March 10, 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
Quickest round-trip

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 5/23

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Sat 5/30

7:00 am-11:25 am

1 stop4h 25m

$238

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 5/30

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Sat 6/6

7:00 am-11:25 am

1 stop4h 25m

$591

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 6/5

12:15 pm-5:33 pm

1 stop5h 18m

Fort Myers SW Florida Intl

Sat 6/6

7:00 am-8:58 am

2 stops25h 58m

$698

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Sat 5/9

12:05 pm-9:57 pm

1 stop9h 52m

Fort Myers SW Florida Intl

Thu 5/14

7:45 am-11:35 am

2 stops27h 50m

$772

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 5/4

12:11 pm-5:00 pm

3 stops28h 49m

Fort Myers SW Florida Intl

Sat 5/9

7:00 am-11:25 am

1 stop4h 25m

$812

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Mon 6/8

12:15 pm-9:58 pm

3 stops33h 43m

Fort Myers SW Florida Intl

Fri 6/12

7:10 am-11:25 am

3 stops28h 15m

$954

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 5/15

12:15 pm-7:39 am

1 stop19h 24m

Fort Myers SW Florida Intl

Sun 5/17

7:00 am-11:35 am

3 stops28h 35m

$987

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 4/17

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Sun 4/19

10:15 am-11:31 am

2 stops25h 16m

$1,063

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 4/10

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Sat 4/11

7:56 pm-11:31 am

3 stops39h 35m

$1,072

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 3/13

12:11 pm-8:48 am

1 stop20h 37m

Fort Myers SW Florida Intl

Wed 3/18

6:00 am-11:08 am

2 stops29h 08m

$1,077

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 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.

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, May is the cheapest month in which you can book a flight from New Windsor to Fort Myers (average of $66). Flying from New Windsor to Fort Myers in December is currently the most expensive (average of $113). 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.

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 March 10, 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
714 reviews

Overall

7.3

Crew

8.1

Comfort

6.9

Food

5.9

Boarding

7.6

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
Allegiant Air
7.3
Good
714 reviews
Allegiant Air
7.3
Good
714 reviews

Overall

7.3

Crew

8.1

Comfort

6.9

Food

5.9

Boarding

7.6

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
JetBlue
7.2
Good
2,900 reviews
Allegiant Air
7.3
Good
714 reviews

Overall

7.3

Crew

8.1

Comfort

6.9

Food

5.9

Boarding

7.6

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.

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 9h 52m. 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 $137. These flights start at 64% 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 $188.

  • 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, May is the cheapest month in which you can book a flight from New Windsor to Fort Myers (average of $66). Flying from New Windsor to Fort Myers in December is currently the most expensive (average of $113). 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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$76Average$219FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$137Average$258FlexibilityNo cancel feeOn-time62%

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