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

Breeze Airways and Allegiant Air are the most popular carriers 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 4 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 May 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.

$80 Cheap Flights from New Windsor to Florida Keys in 2026

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

12:05 pm - 10:16 am

SWF

MIA

22h 11m

1 stop

5:05 am - 11:25 am

MIA

SWF

6h 20m

1 stop

$215Multiple Airlines

Sat, Aug 29 - Sat, Sep 5

12:05 pm - 8:30 pm

SWF

MIA

8h 25m

1 stop

2:53 pm - 9:38 am

MIA

SWF

18h 45m

2 stops

$239Multiple Airlines

Wed, Jul 29 - Wed, Aug 5

9:38 am - 11:27 am

SWF

EYW

25h 49m

1 stop

9:16 pm - 8:49 am

EYW

SWF

11h 33m

1 stop

$248Multiple Airlines

Sun, Jun 14 - Sun, Jun 21

9:38 am - 11:27 am

SWF

EYW

25h 49m

1 stop

9:16 pm - 8:49 am

EYW

SWF

11h 33m

1 stop

$249Multiple Airlines

Sun, Jun 14 - Sun, Jun 21

10:28 am - 11:05 pm

SWF

MIA

36h 37m

2 stops

5:05 am - 11:25 am

MIA

SWF

6h 20m

1 stop

$249Multiple Airlines

Sun, Aug 16 - Sat, Aug 22

8:10 pm - 3:46 pm

SWF

EYW

19h 36m

1 stop

9:16 pm - 8:49 am

EYW

SWF

11h 33m

1 stop

$254Allegiant Air

Sun, May 31 - Thu, Jun 4

10:28 am - 11:05 pm

SWF

MIA

36h 37m

2 stops

5:05 am - 11:25 am

MIA

SWF

6h 20m

1 stop

$255Multiple Airlines

Sun, Aug 16 - Sat, Aug 29

9:38 am - 11:27 am

SWF

EYW

25h 49m

1 stop

9:16 pm - 8:49 am

EYW

SWF

11h 33m

1 stop

$265Multiple Airlines

Thu, Jun 4 - Thu, Jun 11

12:05 pm - 11:25 am

SWF

EYW

23h 20m

2 stops

9:16 pm - 8:49 am

EYW

SWF

11h 33m

1 stop

$266Multiple Airlines

Wed, Jun 17 - Sun, Jun 21

9:38 am - 11:27 am

SWF

EYW

25h 49m

1 stop

12:07 pm - 11:08 am

EYW

SWF

23h 01m

1 stop

$284Breeze Airways

Thu, Jun 18 - Mon, Jun 22

Breeze Airways flights from New Windsor to Florida Keys

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

Breeze Airways

Jun 18

SWF9:38 amNew Windsor Stewart

25h 49m

1 stop

EYW11:27 amKey West

Jun 22

EYW12:07 pmKey West

23h 01m

1 stop

SWF11:08 amNew Windsor Stewart

$284

Breeze Airways

May 31

SWF9:38 amNew Windsor Stewart

25h 49m

1 stop

EYW11:27 amKey West

Jun 4

EYW12:05 pmKey West

23h 32m

2 stops

SWF11:37 amNew Windsor Stewart

$286

Breeze Airways

May 28

SWF9:38 amNew Windsor Stewart

25h 49m

1 stop

EYW11:27 amKey West

Jun 2

EYW1:14 pmKey West

22h 11m

2 stops

SWF11:25 amNew Windsor Stewart

$307

Allegiant Air flights from New Windsor to Florida Keys

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

Allegiant Air

May 31

SWF8:10 pmNew Windsor Stewart

19h 36m

1 stop

EYW3:46 pmKey West

Jun 4

EYW9:16 pmKey West

11h 33m

1 stop

SWF8:49 amNew Windsor Stewart

$254

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

$285

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

$287

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 8/29

12:05 pm-10:16 am

1 stop22h 11m

Miami

Sat 9/5

5:05 am-11:25 am

1 stop6h 20m

$215

Quickest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/29

12:05 pm-8:30 pm

1 stop8h 25m

Miami

Wed 8/5

2:53 pm-9:38 am

2 stops18h 45m

$239

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 6/14

9:38 am-11:27 am

1 stop25h 49m

Key West

Sun 6/21

9:16 pm-8:49 am

1 stop11h 33m

$248

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 6/14

9:38 am-11:27 am

1 stop25h 49m

Key West

Sun 6/21

9:16 pm-8:49 am

1 stop11h 33m

$249

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sun 8/16

10:28 am-11:05 pm

2 stops36h 37m

Miami

Sat 8/22

5:05 am-11:25 am

1 stop6h 20m

$249

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 5/31

8:10 pm-3:46 pm

1 stop19h 36m

Key West

Thu 6/4

9:16 pm-8:49 am

1 stop11h 33m

$254

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sun 8/16

10:28 am-11:05 pm

2 stops36h 37m

Miami

Sat 8/29

5:05 am-11:25 am

1 stop6h 20m

$255

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 6/4

9:38 am-11:27 am

1 stop25h 49m

Key West

Thu 6/11

9:16 pm-8:49 am

1 stop11h 33m

$265

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Wed 6/17

12:05 pm-11:25 am

2 stops23h 20m

Key West

Sun 6/21

9:16 pm-8:49 am

1 stop11h 33m

$266

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 6/18

9:38 am-11:27 am

1 stop25h 49m

Key West

Mon 6/22

12:07 pm-11:08 am

1 stop23h 01m

$284

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 23m
Direct flights	None

The fastest flight from New Windsor to Florida Keys takes 8h 23m

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 May 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 22.95% of all bookings. The subsequent popular models are Airbus A321neo at 12.90%, Airbus A220-300 at 11.17%, 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.