What is the cheapest airline that flies from New Windsor Stewart to Florida Keys?

Breeze Airways is the most popular carrier operating from New Windsor Stewart to Florida Keys

What airlines fly to Florida Keys?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Florida Keys from New Windsor according to our data. United Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 3 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from New Windsor Stewart Airport to Florida Keys?

Prices for flights from New Windsor Stewart Airport to Florida Keys are refreshed on a daily basis.

How many operators does momondo search for flights from New Windsor Stewart Airport to Florida Keys?

There are 2 operators available for flights from New Windsor Stewart Airport to Florida Keys as of July 2026.

How old do you have to be to fly from New Windsor Stewart Airport to Florida Keys?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New Windsor Stewart Airport to Florida Keys.

What documentation or ID do you need to fly to Florida Keys?

The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$96 Cheap Flights from New Windsor to Florida Keys in 2026

Find the cheapest flights from New Windsor to Florida Keys

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:33 am - 11:27 am

SWF

EYW

24h 54m

1 stop

10:59 am - 10:16 am

EYW

SWF

23h 17m

1 stop

$220Multiple Airlines

Sun, Sep 6 - Thu, Sep 10

10:56 am - 10:19 am

SWF

EYW

23h 23m

1 stop

6:11 pm - 10:16 am

EYW

SWF

16h 05m

1 stop

$230Multiple Airlines

Sun, Sep 13 - Thu, Sep 17

10:33 am - 11:27 am

SWF

EYW

24h 54m

1 stop

10:59 am - 11:36 am

EYW

SWF

24h 37m

2 stops

$236Breeze Airways

Sun, Sep 6 - Thu, Sep 10

10:56 am - 10:19 am

SWF

EYW

23h 23m

1 stop

10:59 am - 11:36 am

EYW

SWF

24h 37m

2 stops

$247Breeze Airways

Sun, Sep 13 - Thu, Sep 17

10:33 am - 11:27 am

SWF

EYW

24h 54m

1 stop

3:48 pm - 10:23 am

EYW

SWF

18h 35m

1 stop

$251Multiple Airlines

Sun, Aug 30 - Sat, Sep 5

11:13 am - 8:08 am

SWF

EYW

20h 55m

1 stop

6:11 pm - 10:31 am

EYW

SWF

16h 20m

1 stop

$263Allegiant Air

Thu, Sep 24 - Sun, Sep 27

10:56 am - 10:19 am

SWF

EYW

23h 23m

1 stop

6:11 pm - 10:31 am

EYW

SWF

16h 20m

1 stop

$267Multiple Airlines

Thu, Sep 10 - Sun, Sep 13

7:31 pm - 12:31 pm

SWF

EYW

17h 00m

2 stops

3:48 pm - 10:23 am

EYW

SWF

18h 35m

1 stop

$278Multiple Airlines

Sun, Aug 30 - Sat, Sep 5

10:33 am - 11:27 am

SWF

EYW

24h 54m

1 stop

1:14 pm - 9:38 am

EYW

SWF

44h 24m

2 stops

$283Multiple Airlines

Sun, Jul 19 - Tue, Jul 28

10:33 am - 11:27 am

SWF

EYW

24h 54m

1 stop

12:07 pm - 11:08 am

EYW

SWF

23h 01m

1 stop

$287Breeze Airways

Thu, Aug 20 - Mon, Aug 31

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Allegiant Air flights from New Windsor to Florida Keys

Our best Allegiant Air deals on New Windsor to Florida Keys flight tickets

Allegiant Air

Sep 24

SWF11:13 amNew Windsor Stewart

20h 55m

1 stop

EYW8:08 amKey West

Sep 27

EYW6:11 pmKey West

16h 20m

1 stop

SWF10:31 amNew Windsor Stewart

$263

Allegiant Air

Jul 11

SWF6:44 pmNew Windsor Stewart

18h 04m

1 stop

EYW12:48 pmKey West

Jul 24

EYW3:27 pmKey West

26h 27m

1 stop

SWF5:54 pmNew Windsor Stewart

$359

Allegiant Air

Jul 15

SWF7:46 pmNew Windsor Stewart

17h 02m

1 stop

EYW12:48 pmKey West

Jul 18

EYW2:44 pmKey West

20h 11m

1 stop

SWF10:55 amNew Windsor Stewart

$370

Breeze Airways flights from New Windsor to Florida Keys

Our best Breeze Airways deals on New Windsor to Florida Keys flight tickets

Breeze Airways

Sep 6

SWF10:33 amNew Windsor Stewart

24h 54m

1 stop

EYW11:27 amKey West

Sep 10

EYW10:59 amKey West

24h 37m

2 stops

SWF11:36 amNew Windsor Stewart

$236

Breeze Airways

Sep 13

SWF10:56 amNew Windsor Stewart

23h 23m

1 stop

EYW10:19 amKey West

Sep 17

EYW10:59 amKey West

24h 37m

2 stops

SWF11:36 amNew Windsor Stewart

$247

Breeze Airways

Aug 20

SWF10:33 amNew Windsor Stewart

24h 54m

1 stop

EYW11:27 amKey West

Aug 31

EYW12:07 pmKey West

23h 01m

1 stop

SWF11:08 amNew Windsor Stewart

$287

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 9/6

10:33 am-11:27 am

1 stop24h 54m

Key West

Thu 9/10

10:59 am-10:16 am

1 stop23h 17m

$220

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 9/13

10:56 am-10:19 am

1 stop23h 23m

Key West

Thu 9/17

6:11 pm-10:16 am

1 stop16h 05m

$230

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 9/6

10:33 am-11:27 am

1 stop24h 54m

Key West

Thu 9/10

10:59 am-11:36 am

2 stops24h 37m

$236

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 9/13

10:56 am-10:19 am

1 stop23h 23m

Key West

Thu 9/17

10:59 am-11:36 am

2 stops24h 37m

$247

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 8/30

10:33 am-11:27 am

1 stop24h 54m

Key West

Sat 9/5

3:48 pm-10:23 am

1 stop18h 35m

$251

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 9/24

11:13 am-8:08 am

1 stop20h 55m

Key West

Sun 9/27

6:11 pm-10:31 am

1 stop16h 20m

$263

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 9/10

10:56 am-10:19 am

1 stop23h 23m

Key West

Sun 9/13

6:11 pm-10:31 am

1 stop16h 20m

$267

Quickest round-trip

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 8/30

7:31 pm-12:31 pm

2 stops17h 00m

Key West

Sat 9/5

3:48 pm-10:23 am

1 stop18h 35m

$278

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 7/19

10:33 am-11:27 am

1 stop24h 54m

Key West

Tue 7/28

1:14 pm-9:38 am

2 stops44h 24m

$283

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 8/20

10:33 am-11:27 am

1 stop24h 54m

Key West

Mon 8/31

12:07 pm-11:08 am

1 stop23h 01m

$287

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 Florida Keys

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 month to fly to Florida Keys?

The month of January is another great option to travel to Florida Keys, with average flight prices from New Windsor averaging around $49.

Can stopping save me money on New Windsor to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between New Windsor to Florida Keys.

Cheap New Windsor to Florida Keys flight deals and tips

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

Fastest flight time	8h 25m
Direct flights	None

The fastest flight from New Windsor to Florida Keys takes 8h 25m

There are no direct flights from New Windsor to Florida Keys. There are no popular flight routes from New Windsor to Florida Keys.

Search flight deals

Frequently asked questions about flying from New Windsor to Florida Keys

When did momondo last update prices for flights from New Windsor Stewart Airport to Florida Keys?
Prices for flights from New Windsor Stewart Airport to Florida Keys are refreshed on a daily basis.
How many operators does momondo search for flights from New Windsor Stewart Airport to Florida Keys?
There are 2 operators available for flights from New Windsor Stewart Airport to Florida Keys as of July 2026.
How old do you have to be to fly from New Windsor Stewart Airport to Florida Keys?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New Windsor Stewart Airport to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from New Windsor to Florida Keys?
momondo data reveals that the most frequently booked plane model on the route from New Windsor to Florida Keys is Airbus A320-100/200, representing 21.94% of all bookings. The subsequent popular models are Airbus A220-300 at 12.77%, Airbus A321neo at 11.43%, and Boeing 737 MAX 8 at 9.55%.

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Florida Keys?

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

Can I find flights from New Windsor to Florida Keys with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New Windsor to Florida Keys flights to just show those with flexible booking policies.

How can momondo help me find flights from New Windsor to Florida Keys?

Once you have performed a search for New Windsor to Florida Keys 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 Florida Keys right now. Can momondo alert me if prices change?

Price alerts on flights to Florida Keys from New Windsor are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.