What airlines fly to Key West?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Key West from New Windsor according to our data. United Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from New Windsor Stewart to Key West?

Allegiant Air and Breeze Airways are the most popular carriers operating from New Windsor Stewart to Key West

When did momondo last update prices for flights from New Windsor Stewart Airport to Key West Airport?

Prices for flights from New Windsor Stewart Airport to Key West Airport are updated daily.

How old do you have to be to fly from New Windsor Stewart Airport to Key West Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New Windsor Stewart Airport to Key West Airport.

What documentation or ID do you need to fly to Key West Airport?

The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$134 Cheap Flights from New Windsor to Key West in 2025/26

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Find the cheapest flights from New Windsor to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

11:48 am - 12:26 pmSWF-EYW

24h 38m1 stop

3:46 pm - 6:43 pmEYW-SWF

26h 57m1 stop

$253Multiple Airlines

Find Deal

Thu, Jan 22 - Thu, Feb 5

11:48 am - 12:26 pmSWF-EYW

24h 38m1 stop

4:21 pm - 10:14 amEYW-SWF

17h 53m1 stop

$257Multiple Airlines

Find Deal

Sun, Feb 8 - Thu, Feb 12

11:48 am - 12:26 pmSWF-EYW

24h 38m1 stop

9:46 am - 11:31 amEYW-SWF

25h 45m2 stops

$262Breeze Airways

Find Deal

Thu, Jan 22 - Thu, Feb 5

6:14 pm - 8:11 amSWF-EYW

13h 57m1 stop

4:47 pm - 10:26 amEYW-SWF

17h 39m1 stop

$291Allegiant Air

Find Deal

Thu, Nov 13 - Mon, Nov 17

7:11 pm - 7:22 amSWF-EYW

12h 11m1 stop

3:56 pm - 10:26 amEYW-SWF

18h 30m1 stop

$297Allegiant Air

Find Deal

Thu, Oct 2 - Mon, Oct 6

10:48 am - 9:37 pmSWF-EYW

10h 49m1 stop

2:25 pm - 10:19 amEYW-SWF

19h 54m1 stop

$299Multiple Airlines

Find Deal

Thu, Jan 29 - Sun, Feb 1

11:43 am - 8:15 amSWF-EYW

20h 32m1 stop

8:55 am - 11:44 amEYW-SWF

26h 49m2 stops

$305Breeze Airways

Find Deal

Sun, Oct 12 - Thu, Oct 16

10:48 am - 9:37 pmSWF-EYW

10h 49m1 stop

3:46 pm - 6:43 pmEYW-SWF

26h 57m1 stop

$319Allegiant Air

Find Deal

Thu, Jan 29 - Sun, Feb 1

8:41 pm - 8:15 amSWF-EYW

11h 34m1 stop

4:34 pm - 6:40 pmEYW-SWF

26h 06m1 stop

$365Multiple Airlines

Find Deal

Sun, Nov 30 - Thu, Dec 4

11:48 am - 12:26 pmSWF-EYW

24h 38m1 stop

9:46 am - 11:31 amEYW-SWF

25h 45m2 stops

$520Breeze Airways

Find Deal

Thu, Jan 29 - Sun, Feb 1

Allegiant Air flights from New Windsor to Key West

Our best Allegiant Air deals on New Windsor to Key West flight tickets

Allegiant Air

Nov 13

SWF6:14 pmNew Windsor Stewart

13h 57m

1 stop

EYW8:11 amKey West

Nov 17

EYW4:47 pmKey West

17h 39m

1 stop

SWF10:26 amNew Windsor Stewart

$291

Find similar

Allegiant Air

Oct 2

SWF7:11 pmNew Windsor Stewart

12h 11m

1 stop

EYW7:22 amKey West

Oct 6

EYW3:56 pmKey West

18h 30m

1 stop

SWF10:26 amNew Windsor Stewart

$297

Find similar

Allegiant Air

Jan 29

SWF10:48 amNew Windsor Stewart

10h 49m

1 stop

EYW9:37 pmKey West

Feb 1

EYW3:46 pmKey West

26h 57m

1 stop

SWF6:43 pmNew Windsor Stewart

$319

Find similar

Breeze Airways flights from New Windsor to Key West

Our best Breeze Airways deals on New Windsor to Key West flight tickets

Breeze Airways

Jan 22

SWF11:48 amNew Windsor Stewart

24h 38m

1 stop

EYW12:26 pmKey West

Feb 5

EYW9:46 amKey West

25h 45m

2 stops

SWF11:31 amNew Windsor Stewart

$262

Find similar

Breeze Airways

Oct 12

SWF11:43 amNew Windsor Stewart

20h 32m

1 stop

EYW8:15 amKey West

Oct 16

EYW8:55 amKey West

26h 49m

2 stops

SWF11:44 amNew Windsor Stewart

$305

Find similar

Breeze Airways

Jan 29

SWF11:48 amNew Windsor Stewart

24h 38m

1 stop

EYW12:26 pmKey West

Feb 1

EYW9:46 amKey West

25h 45m

2 stops

SWF11:31 amNew Windsor Stewart

$520

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/22

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 2/5

3:46 pm-6:43 pm

1 stop26h 57m

$253

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 2/8

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 2/12

4:21 pm-10:14 am

1 stop17h 53m

$257

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/22

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 2/5

9:46 am-11:31 am

2 stops25h 45m

$262

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 11/13

6:14 pm-8:11 am

1 stop13h 57m

Key West

Mon 11/17

4:47 pm-10:26 am

1 stop17h 39m

$291

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 10/2

7:11 pm-7:22 am

1 stop12h 11m

Key West

Mon 10/6

3:56 pm-10:26 am

1 stop18h 30m

$297

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/29

10:48 am-9:37 pm

1 stop10h 49m

Key West

Sun 2/1

2:25 pm-10:19 am

1 stop19h 54m

$299

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 10/12

11:43 am-8:15 am

1 stop20h 32m

Key West

Thu 10/16

8:55 am-11:44 am

2 stops26h 49m

$305

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/29

10:48 am-9:37 pm

1 stop10h 49m

Key West

Sun 2/1

3:46 pm-6:43 pm

1 stop26h 57m

$319

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 11/30

8:41 pm-8:15 am

1 stop11h 34m

Key West

Thu 12/4

4:34 pm-6:40 pm

1 stop26h 06m

$365

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/29

11:48 am-12:26 pm

1 stop24h 38m

Key West

Sun 2/1

9:46 am-11:31 am

2 stops25h 45m

$520

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from New Windsor to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from New Windsor is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $429. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from New Windsor to Key West for around $623.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is in the afternoon. momondo users have found flights departing from New Windsor to Key West in the afternoon for as low as $348. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the evening, with an average ticket price of $686. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from New Windsor to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from New Windsor to Key West according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap New Windsor to Key West (SWF to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Windsor to Key West

Direct flights	None

There are no direct flights from New Windsor to Key West. There are no popular flight routes from New Windsor to Key West.

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How far is New Windsor Stewart to Key West by plane?
Key West is 1250.8 mi away from New Windsor Stewart. In terms of flight time, this usually takes a little over 10h 30m.
When did momondo last update prices for flights from New Windsor Stewart Airport to Key West Airport?
Prices for flights from New Windsor Stewart Airport to Key West Airport are updated daily.
How old do you have to be to fly from New Windsor Stewart Airport to Key West Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New Windsor Stewart Airport to Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Big Pine Key

Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Key West?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New Windsor to Key West. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from New Windsor to Key West with flexible booking policies on momondo?

All flight searches from New Windsor to Key West on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from New Windsor to Key West?

Once you have performed a search for New Windsor to Key West flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from New Windsor to Key West right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Key West from New Windsor. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.