Westchester County

Cheap flights from Fort Myers (RSW) to Westchester County

RSW — HPN
Dec 5 — Dec 121
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Fort Myers to Westchester County with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Fort Myers to Westchester County

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

October

Cheapest in

January

Average price

$293
Provider with most accurate pricing for Fort Myers SW Florida Intl-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-New York (NYC) flights.
Highest demand for flights based on searches. 10% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Insights

Everything you need to know about your flight from Fort Myers to Westchester County

How far ahead should I book a flight from Fort Myers to Westchester County?

The best time to book flights from Fort Myers to Westchester County is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Fort Myers to Westchester County?

Currently, January is the cheapest month in which you can book a flight from Fort Myers to Westchester County (average of $307). Flying from Fort Myers to Westchester County in December is currently the most expensive (average of $525). 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 RSW to REU?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 3% on flights from Fort Myers to Westchester County by exploring options for tickets in the morning.

Reviews of airlines servicing Westchester County

Read through reviews of airlines operating flights from Fort Myers to Westchester County, such as JetBlue and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.3

Comfort

7.4

Entertainment

7.2

Overall

7.1

Food

6.6

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Dave,Jun 2026

MCO - ROC

When i book 2 tickets they should keep them together even though I can't choose a seat

Boarding

7.3

Comfort

7.4

Entertainment

7.2

Overall

7.1

Food

6.6

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Dave,Jun 2026

MCO - ROC

When i book 2 tickets they should keep them together even though I can't choose a seat

Boarding

7.3

Comfort

7.4

Entertainment

7.2

Overall

7.1

Food

6.6

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Dave,Jun 2026

MCO - ROC

When i book 2 tickets they should keep them together even though I can't choose a seat

Related info for your journey

  • What airport do you fly from for flights from Fort Myers to Westchester County?

    Fort Myers SW Florida Intl (RSW), located 10.0 mi from the city center, is the airport you fly out of when you book flights from Fort Myers to Westchester County.

  • What are the cheapest airlines to fly from Fort Myers to Westchester County one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $103. However, be on the lookout for offers from American Airlines and JetBlue, as they are both options that can get you from Fort Myers to Westchester County for a low price.

  • What are the cheapest flights from Fort Myers to Westchester County?

    On average you can expect to pay $387 for a flight from Fort Myers to Westchester County. The cheapest flight overall is $168 while the most popular route, (Fort Myers SW Florida Intl - White Plains Westchester County) is currently priced at $308.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Westchester County 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 Fort Myers to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Fort Myers to Westchester County (average of $307). Flying from Fort Myers to Westchester County in December is currently the most expensive (average of $525). 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

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Fort Myers to Westchester County

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$159Average$341FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$197Average$391FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.