Which airports can I use when flying from New Windsor to Key West?

Flights from New Windsor to Key West usually depart from New Windsor Stewart (SWF) and arrive at Key West (EYW).

What cabin classes can I book on flights from New Windsor to Key West?

Only Economy Class is available on flights from New Windsor to Key West.

Can I save money by using flexible dates for flights from New Windsor to Key West?

On the New Windsor to Key West route, being flexible with your departure day can save you up to 21%. Sunday is the cheapest day at $435 round-trip on average, while Tuesday is the most expensive at $544: a $109 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

What popular places can I visit in Key West?

Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.

How long is a flight from New Windsor to Key West?

A nonstop flight from New Windsor to Key West takes 0h 00m, covering 1,250 miles.

Do I need a passport to fly from New Windsor to Key West?

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Have flight prices from New Windsor to Key West changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $222 to $2,112. That means the highest observed fare was about 10x higher than the lowest one.

How are flight prices from New Windsor to Key West looking right now?

One-way fares from New Windsor to Key West are currently lower than usual. Average one-way flight prices are about $140, which is 21% below the typical average for this route.

What car rental options are available at Key West Airport (EYW)?

Key West Airport (EYW) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include: • Dollar • Hertz • Budget • Enterprise Rent-A-Car • Alamo

What is the cheapest airline to fly from New Windsor to Key West?

Breeze Airways ($222) offered the cheapest round-trip ticket from New Windsor to Key West in the last 5 days.

$107 CHEAP FLIGHTS from Stewart Intl. to Key West (SWF - EYW)

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Cheapest round-trip

$222

Typical prices: $435-$544

Breeze Airways

Wed 1/31Mon 2/5

SWF - EYW • 1 stop

Cheapest one-way

$107

Typical prices: $176-$176

Breeze Airways

Mon 10/15

SWF - EYW • 1 stop

Nonstop flights

Not available

There are currently no direct flights between New Windsor and Key West. You'll need to take a connecting flight to reach the destination.

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Flight Deals

Cheap Flights from New Windsor to Key West (SWF-EYW)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from New Windsor to Key West

Sun, Jan 31 - Fri, Feb 5

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$222Breeze Airways

Sun, Dec 13 - Wed, Jan 6

11:06 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 13m1 stop Orlando

11:19 am - 10:16 amEYW Key West-SWF New Windsor Stewart

22h 57m1 stop Orlando

$227Breeze Airways

Mon, Dec 14 - Wed, Jan 6

12:16 pm - 10:19 amSWF New Windsor Stewart-EYW Key West

22h 03m2 stops Charleston Orlando

11:19 am - 10:16 amEYW Key West-SWF New Windsor Stewart

22h 57m1 stop Orlando

$246Breeze Airways

Sun, Sep 27 - Fri, Oct 2

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$252Breeze Airways

Sun, Sep 27 - Fri, Oct 2

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$252Breeze Airways

Sun, Dec 13 - Wed, Jan 6

11:06 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 13m1 stop Orlando

12:19 pm - 7:11 pmEYW Key West-SWF New Windsor Stewart

30h 52m2 stops Tampa Fort Lauderdale

$255Multiple Airlines

Recent last minute flight deals from New Windsor to Key West

Sun, Sep 20 - Fri, Sep 25

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$281Breeze Airways

Sat, Sep 19 - Fri, Sep 25

12:39 pm - 11:35 amSWF New Windsor Stewart-EYW Key West

22h 56m2 stops Raleigh-Durham Orlando

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$299Multiple Airlines

Sat, Sep 19 - Sat, Sep 26

12:39 pm - 11:35 amSWF New Windsor Stewart-EYW Key West

22h 56m2 stops Raleigh-Durham Orlando

9:53 am - 10:23 amEYW Key West-SWF New Windsor Stewart

24h 30m1 stop Tampa St. Petersburg

$335Multiple Airlines

Sat, Sep 19 - Thu, Sep 24

12:39 pm - 11:35 amSWF New Windsor Stewart-EYW Key West

22h 56m2 stops Raleigh-Durham Orlando

6:11 pm - 10:16 amEYW Key West-SWF New Windsor Stewart

16h 05m1 stop Orlando Sanford Intl

$335Multiple Airlines

Sun, Sep 20 - Thu, Sep 24

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

6:11 pm - 10:16 amEYW Key West-SWF New Windsor Stewart

16h 05m1 stop Orlando Sanford Intl

$345Multiple Airlines

Sun, Sep 20 - Sat, Sep 26

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

9:53 am - 10:23 amEYW Key West-SWF New Windsor Stewart

24h 30m1 stop Tampa St. Petersburg

$345Multiple Airlines

Wed, Sep 16 - Fri, Sep 25

12:39 pm - 11:21 amSWF New Windsor Stewart-EYW Key West

22h 42m2 stops Raleigh-Durham Tampa

11:59 am - 11:39 amEYW Key West-SWF New Windsor Stewart

23h 40m1 stop Raleigh-Durham

$351Breeze Airways

Sat, Sep 19 - Wed, Sep 23

12:39 pm - 11:35 amSWF New Windsor Stewart-EYW Key West

22h 56m2 stops Raleigh-Durham Orlando

10:04 am - 10:23 amEYW Key West-SWF New Windsor Stewart

24h 19m1 stop Tampa

$359Multiple Airlines

Sun, Sep 20 - Wed, Sep 23

10:56 am - 10:19 amSWF New Windsor Stewart-EYW Key West

23h 23m1 stop Orlando

10:04 am - 10:23 amEYW Key West-SWF New Windsor Stewart

24h 19m1 stop Tampa

$369Multiple Airlines

Sat, Sep 19 - Thu, Sep 24

12:39 pm - 10:19 amSWF New Windsor Stewart-EYW Key West

21h 40m2 stops Raleigh-Durham Orlando

6:11 pm - 10:16 amEYW Key West-SWF New Windsor Stewart

16h 05m1 stop Orlando Sanford Intl

$375Multiple Airlines

Booking Insights

Price, demand and travel trends for New Windsor to Key West flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from New Windsor to Key West with more confidence.

Prices

Airlines

How much is a round-trip flight from New Windsor to Key West?

Round-trip flights from New Windsor to Key West start at $222. Prices are below average for this route right now, with typical round-trip fares ranging from $435 to $544. The lowest price found in the past 5 days was $222 on Breeze Airways.

Find deals

Cheapest flight	$107

Flight from New Windsor to Key West

When to book flights from New Windsor to Key West

Are your dates flexible? Find out the best times to travel from New Windsor to Key West 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.

Which airports can I use when flying from New Windsor to Key West?
Flights from New Windsor to Key West usually depart from New Windsor Stewart (SWF) and arrive at Key West (EYW).
What cabin classes can I book on flights from New Windsor to Key West?
Only Economy Class is available on flights from New Windsor to Key West.
Can I save money by using flexible dates for flights from New Windsor to Key West?
On the New Windsor to Key West route, being flexible with your departure day can save you up to 21%. Sunday is the cheapest day at $435 round-trip on average, while Tuesday is the most expensive at $544: a $109 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.
What popular places can I visit in Key West?
Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.
How long is a flight from New Windsor to Key West?
A nonstop flight from New Windsor to Key West takes 0h 00m, covering 1,250 miles.
Do I need a passport to fly from New Windsor to Key West?
No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.
Have flight prices from New Windsor to Key West changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $222 to $2,112. That means the highest observed fare was about 10x higher than the lowest one.
How are flight prices from New Windsor to Key West looking right now?
One-way fares from New Windsor to Key West are currently lower than usual. Average one-way flight prices are about $140, which is 21% below the typical average for this route.
What car rental options are available at Key West Airport (EYW)?
Key West Airport (EYW) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:
• Dollar
• Hertz
• Budget
• Enterprise Rent-A-Car
• Alamo

If your dates can be flexible, aim for a Sunday departure instead of Tuesday. On this route, Sunday flights average $435 - about $109 less than Tuesday (20% savings) based on the last 12 months.
If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.
- Havana Cabana at Key West
- Fairfield Inn & Suites by Marriott Key West at The Keys Collection
- Parrot Key Hotel & Villas

More options for your flight from New Windsor to Key West

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SWF - EYW

$107 Find Cheap Flights from Stewart Intl. to Key West - Compare and Save

Everything you should know

Cheap Flights from New Windsor to Key West (SWF-EYW)

Recent round-trip flight deals from New Windsor to Key West

Recent one-way flight deals from New Windsor to Key West

Recent last minute flight deals from New Windsor to Key West

Price, demand and travel trends for New Windsor to Key West flights

How much is a round-trip flight from New Windsor to Key West?

What is the cheapest airline to fly from New Windsor to Key West?

Key details for New Windsor to Key West flights

Cheapest flight

When to book flights from New Windsor to Key West

Your New Windsor to Key West flight questions, answered

Your guide to booking New Windsor to Key West flights

More options for your flight from New Windsor to Key West

Complete your trip to Key West with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Stewart Intl. to Key West

Find direct flights to and from New Windsor and Key West

Flights from domestic origins to Key West

Flights to other popular destinations