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Westchester County

$96+ Cheap flights from Fort Myers (RSW) to Westchester County

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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — HPN
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
1 adult, Economy
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Cheap flight deals from Fort Myers to Westchester County

Cheapest flights from Fort Myers to Westchester County
Explore the most affordable flight options available from Fort Myers to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.

This Priceline deal was found by Cheapflights users on 6/8. 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.
Tue 8/188:00 am
RSW
-
HPN
1 stop4h 33m
Breeze Airways
Tue 9/11:29 pm
HPN
-
RSW
1 stop8h 29m
Breeze Airways
Deal found 6/8$208
This Priceline deal was found by Cheapflights users on 6/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:00 am
RSW
-
HPN
1 stop4h 33m
Breeze Airways
Sun 9/68:00 am
HPN
-
RSW
1 stop9h 19m
Breeze Airways
Deal found 6/9$230
This CheapOair deal was found by Cheapflights users on 6/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
RSW
-
HPN
1 stop10h 29m
Breeze Airways
Fri 7/246:09 pm
HPN
-
RSW
1 stop4h 59m
Breeze Airways
Deal found 6/9$234
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sat 9/197:00 am
RSW
-
HPN
1 stop14h 00m
Breeze Airways
Tue 9/227:40 pm
HPN
-
RSW
1 stop26h 33m
Breeze Airways
Deal found 6/11$237
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/217:10 am
RSW
-
HPN
1 stop13h 50m
Breeze Airways
Mon 8/246:09 pm
HPN
-
RSW
1 stop4h 59m
Breeze Airways
Deal found 6/7$246
This Breeze Airways deal was found by Cheapflights users on 6/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 am
RSW
-
HPN
1 stop10h 29m
Breeze Airways
Tue 8/111:29 pm
HPN
-
RSW
1 stop8h 29m
Breeze Airways
Deal found 6/10$247
This Priceline deal was found by Cheapflights users on 6/12. 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.
Thu 8/2710:14 am
RSW
-
HPN
Nonstop2h 56m
Multiple Airlines
Tue 9/11:29 pm
HPN
-
RSW
1 stop8h 29m
Multiple Airlines
Deal found 6/12$249
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Wed 8/197:54 pm
RSW
-
HPN
1 stop15h 33m
Breeze Airways
Sat 8/2212:00 pm
HPN
-
RSW
1 stop9h 57m
Breeze Airways
Deal found 6/8$251
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/207:00 am
RSW
-
HPN
1 stop10h 29m
Breeze Airways
Wed 7/2912:00 pm
HPN
-
RSW
1 stop9h 57m
Breeze Airways
Deal found 6/9$252
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Thu 8/277:00 am
RSW
-
HPN
1 stop14h 00m
Breeze Airways
Tue 9/11:29 pm
HPN
-
RSW
1 stop8h 29m
Breeze Airways
Deal found 6/12$254
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/137:00 am
RSW
-
HPN
1 stop10h 29m
Breeze Airways
Wed 7/2912:00 pm
HPN
-
RSW
1 stop9h 57m
Breeze Airways
Deal found 6/9$257

Find flight deals from Fort Myers to Westchester County

Keep the following information in mind while searching for Fort Myers to Westchester County flight deals. Data was last updated June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$208
(Priceline)

One-way from

$96
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$267
Provider with most accurate pricing for Fort Myers SW Florida Intl-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-New York (NYC) flights.
Search Deals
From Fort Myers SW Florida Intl to Westchester County
Search Deals
One-way flight from Fort Myers SW Florida Intl to Westchester County
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Westchester County 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 June 12, 2026.
Use the filters below to find and compare flights from Fort Myers to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Fri 8/21

6:46 am-12:03 pm

1 stop5h 17m

White Plains Westchester County

Mon 8/24

6:00 am-12:13 pm

1 stop6h 13m

$267
Quickest round-trip

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Tue 9/1

10:14 am-1:10 pm

Nonstop2h 56m

White Plains Westchester County

Sat 9/5

6:30 am-9:23 am

Nonstop2h 53m

$287

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Wed 9/9

3:06 pm-9:42 pm

1 stop6h 36m

White Plains Westchester County

Mon 9/14

6:40 pm-12:32 am

1 stop5h 52m

$287

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Mon 10/26

11:10 am-2:01 pm

Nonstop2h 51m

White Plains Westchester County

Mon 11/2

1:00 pm-4:06 pm

Nonstop3h 06m

$287

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Wed 9/9

6:50 am-12:13 pm

1 stop5h 23m

White Plains Westchester County

Sun 9/20

6:00 am-12:07 pm

1 stop6h 07m

$307

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Mon 8/17

7:00 am-5:29 pm

1 stop10h 29m

White Plains Westchester County

Sun 8/30

8:00 am-5:19 pm

1 stop9h 19m

$317

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Fri 6/26

10:35 am-1:32 pm

Nonstop2h 57m

White Plains Westchester County

Fri 7/3

6:45 am-9:39 am

Nonstop2h 54m

$337

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Sat 7/4

6:22 am-1:13 pm

1 stop6h 51m

White Plains Westchester County

Mon 7/6

7:55 am-3:09 pm

1 stop7h 14m

$356

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Fri 8/7

10:14 am-1:10 pm

Nonstop2h 56m

White Plains Westchester County

Mon 8/17

6:30 am-9:23 am

Nonstop2h 53m

$357

Fort MyersWhite Plains

RSW - HPN

RSWHPN

Fort Myers SW Florida Intl

Tue 7/21

10:33 am-1:30 pm

Nonstop2h 57m

White Plains Westchester County

Fri 7/24

6:30 am-9:23 am

Nonstop2h 53m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Fort Myers to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Fort Myers 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 Fort Myers to Westchester County

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

Currently, December is the cheapest month in which you can book a flight from Fort Myers to Westchester County (average of $83). Flying from Fort Myers to Westchester County in March is currently the most expensive (average of $268). 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?

Find hourly flight availability from Fort Myers to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 22% on flights from Fort Myers to Westchester County by exploring options for tickets in the morning.

Weekly flight availability from Fort Myers to Westchester County

Explore weekly flight availability from Fort Myers to Westchester County. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2026.

The most flights from RSW to zzREU are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 81 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 day to fly from Fort Myers to Westchester County?

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Westchester County. Price data was last updated on June 8, 2026.

Travelers seeking maximum savings on their Fort Myers to Westchester County flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated June 12, 2026.
Read through reviews of airlines operating flights from Fort Myers to Westchester County, such as American Airlines and JetBlue. 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.
American Airlines
7.1
Good
11,644 reviews

Comfort

7.2

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.9

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,644 reviews
American Airlines
7.1
Good
11,644 reviews

Comfort

7.2

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.9

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
JetBlue
7.1
Good
2,981 reviews
American Airlines
7.1
Good
11,644 reviews

Comfort

7.2

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.9

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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.

  • How long is the flight from Fort Myers to Westchester County?

    Airlines like Delta and JetBlue fly from Fort Myers to Westchester County in about 2h 56m. The time it takes to get you to your destination can typically vary by up to 2h 21m. The distance between Fort Myers and Westchester County is about 1103 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Delta and American Airlines, 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 $328 for a flight from Fort Myers to Westchester County. The cheapest flight overall is $163 while the most popular route, (Fort Myers SW Florida Intl - White Plains Westchester County) is currently priced at $237.

  • 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, December is the cheapest month in which you can book a flight from Fort Myers to Westchester County (average of $83). Flying from Fort Myers to Westchester County in March is currently the most expensive (average of $268). 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

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Alternative routes for Fort Myers to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Fort Myers to Westchester County

Discover the top 2 airlines that operate flights from Fort Myers to Westchester County. 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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$137Average$315FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$159Average$307FlexibilityNo cancel feeOn-time71%

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