SWF - RSW

$137 Find Cheap Flights from New Windsor to Fort Myers

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Fort Myers departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Fort Myers

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Fort Myers, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Fort Myers, as well as popular online travel agencies
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Booking Insights
Flight Deals

Cheap Flights from New Windsor to Fort Myers (SWF-RSW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor to Fort Myers that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Windsor to Fort Myers

Fri, Sep 26 - Mon, Sep 29
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$320Breeze Airways
Find Deal
Fri, Sep 26 - Mon, Sep 29
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$331Breeze Airways
Find Deal
Fri, Oct 3 - Mon, Oct 6
 Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
 Logo
5:12 pm - 10:26 amRSW-SWF
17h 14m2 stops
Fri, Oct 31 - Mon, Nov 3
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$465Breeze Airways
Find Deal
Fri, Nov 7 - Mon, Nov 10
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$509Breeze Airways
Find Deal
Fri, Oct 17 - Mon, Oct 20
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$514Breeze Airways
Find Deal
Fri, Sep 26 - Mon, Sep 29
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$525Breeze Airways
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$540Breeze Airways
Find Deal
Fri, Oct 17 - Mon, Oct 20
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$543Breeze Airways
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
12:24 pm - 8:48 amSWF-RSW
20h 24m1 stop
Breeze Airways Logo
6:00 am - 11:44 amRSW-SWF
5h 44m1 stop
$554Breeze Airways
Find Deal

Everything you should know

When to travel
January
Cheapest • 37% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$320
Overall average: $217
Breeze Airways
Fri 9/26Mon 9/29
SWF - RSW • 1 stop
Cheapest one-way
$137
Breeze Airways
Fri 10/24
SWF - RSW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Fort Myers!
Booking Insights

KAYAK's insights & trends for New Windsor to Fort Myers flights

Get data-powered insights and trends into flights from New Windsor to Fort Myers to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Stewart Intl. to Fort Myers?

The average price of all round-trip flights from New Windsor to Fort Myers clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Stewart Intl. to Fort Myers, look for departures on Thursdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Fort Myers, Wednesday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from New Windsor to Fort Myers?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Windsor to Fort Myers, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Windsor to Fort Myers is January, where tickets cost $121 (return) on average. On the other hand, the most expensive months are July and December, where the average cost of round-trip tickets is $249 and $238 respectively.

Good to know

Low seasonMay
Cheapest flight$137
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Stewart Intl. to Fort Myers

When to book flights from New Windsor to Fort Myers

Are your dates flexible? Find out the best times to travel from New Windsor to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Stewart Intl. to Fort Myers

  • What is the cheapest flight from New Windsor to Fort Myers?

    In the last 3 days, the lowest price for a flight from New Windsor to Fort Myers was $137 for a one-way ticket and $320 for a round-trip.

  • Do I need a passport to fly between Stewart Intl. and Fort Myers?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Stewart Intl. to Fort Myers?

    Delta, American Airlines, and JetBlue offer inflight Wi-Fi service on the Stewart Intl. to Fort Myers flight route.

  • Which aircraft models fly most regularly from Stewart Intl. to Fort Myers?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Stewart Intl. to Fort Myers flight route.

  • Which is the best airline for flights from New Windsor to Fort Myers, Breeze Airways or JetBlue?

    The two airlines most popular with KAYAK users for flights from New Windsor to Fort Myers are Breeze Airways and JetBlue. With an average price for the route of $181 and an overall rating of 8.0, Breeze Airways is the most popular choice. JetBlue is also a great choice for the route, with an average price of $212 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Stewart Intl. to Fort Myers?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Fort Myers.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Fort Myers?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Stewart Intl. to Fort Myers?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Fort Myers with an airline and back to Stewart Intl. with another airline. Booking your flights between Stewart Intl. and RSW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Fort Myers?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Fort Myers from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New Windsor to Fort Myers

  • Looking for a cheap flight? 25% of our users found flights on this route for $292 or less round-trip.

Reviews of the top airlines flying from New Windsor to Fort Myers

 
See real verified KAYAK customer reviews for airlines flying from New Windsor to Fort Myers. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New Windsor to Fort Myers? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Breeze AirwaysOverall score based on 205 reviews
8.1Comfort
6.5Entertainment
6.7Food
8.7Crew
8.2Boarding
Airline reviews

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

2.0 MediocreRobert, Sep 2025MYR - TPA
Read more Breeze Airways reviews

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

The return flight was soooooo much colder than the departure flight to Connecticut! I appreciated the layover because I didn't have to change planes. The staff and the service were the best! Everyone was so professional and accommodating. Having internet was great, but for the movies the flight offers through the app could be updated. THANKS EVERYONE! I fly BREEZE every opportunity I can get.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Communication since no reason or explanation was given for 3 hrs delay

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Overall was excellent. Will definitely us JetBlue in the future.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Everything you need to know for your flight from New Windsor to Fort Myers

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