SWF - EYW

$129 Find Cheap Flights from Stewart Intl. to Key West - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$198
Typical prices: $320-$447
Breeze Airways
Sat 1/13Sat 1/20
SWF - EYW • 1 stop
Cheapest one-way
$125
Typical prices: $176-$198
Multiple Airlines
Wed 12/5
SWF - EYW • 2 stops
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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Cheap Flights from New Windsor to Key West (SWF-EYW)

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

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

Wed, Jan 13 - Wed, Jan 20
Breeze Airways Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Breeze Airways Logo
11:19 am - 10:16 amEYW  Key West-SWF New Windsor Stewart
22h 57m1 stop Orlando
$198Breeze Airways
Sat, Jan 30 - Wed, Feb 3
Breeze Airways Logo
12:39 pm - 10:19 amSWF  New Windsor Stewart-EYW Key West
21h 40m2 stops Raleigh-Durham Orlando
Breeze Airways Logo
11:19 am - 10:16 amEYW  Key West-SWF New Windsor Stewart
22h 57m1 stop Orlando
$252Breeze Airways
Wed, Jan 27 - Mon, Feb 1
Multiple Airlines Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Multiple Airlines Logo
10:59 am - 11:39 amEYW  Key West-SWF New Windsor Stewart
48h 40m2 stops Orlando Raleigh-Durham
$253Multiple Airlines
Sat, Feb 20 - Thu, Feb 25
Multiple Airlines Logo
7:34 pm - 12:36 pmSWF  New Windsor Stewart-EYW Key West
17h 02m1 stop Orlando Sanford Intl
Multiple Airlines Logo
10:59 am - 10:57 amEYW  Key West-SWF New Windsor Stewart
23h 58m2 stops Orlando Charleston
$259Multiple Airlines
Mon, Jan 11 - Fri, Jan 15
Breeze Airways Logo
11:58 am - 10:19 amSWF  New Windsor Stewart-EYW Key West
22h 21m2 stops Charleston Orlando
Breeze Airways Logo
11:59 am - 11:39 amEYW  Key West-SWF New Windsor Stewart
23h 40m1 stop Raleigh-Durham
$259Breeze Airways
Wed, Feb 10 - Fri, Feb 12
Breeze Airways Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Breeze Airways Logo
11:59 am - 11:39 amEYW  Key West-SWF New Windsor Stewart
23h 40m1 stop Raleigh-Durham
$260Breeze Airways
Sat, Jan 16 - Wed, Jan 20
Breeze Airways Logo
12:39 pm - 10:19 amSWF  New Windsor Stewart-EYW Key West
21h 40m2 stops Raleigh-Durham Orlando
Breeze Airways Logo
11:19 am - 10:16 amEYW  Key West-SWF New Windsor Stewart
22h 57m1 stop Orlando
$262Breeze Airways
Wed, Jan 20 - Sat, Jan 23
Multiple Airlines Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Multiple Airlines Logo
4:07 pm - 10:03 amEYW  Key West-SWF New Windsor Stewart
17h 56m1 stop Tampa St. Petersburg
$262Multiple 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 with more confidence.

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

Round-trip flights from New Windsor to Key West typically range from $320 to $447. The lowest price found in the past 5 days was $198, on Breeze Airways.

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Key details for New Windsor to Key West flights

Cheapest flight

$125
One-way 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

Your New Windsor to Key West flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • 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.

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

    A nonstop flight from New Windsor to Key West takes 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 $198 to $1,974. 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 $154, which is 23% 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 averaging $67 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

  • 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).

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

    Yes. Flexible dates can save you up to 45% on flights from New Windsor to Key West. Monday is the cheapest departure day at $247 round-trip on average, while Thursday is the most expensive at $447, a difference of $200.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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.

Your guide to booking New Windsor to Key West flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from New Windsor to Key West

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

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