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Cheap flights from New Windsor to Key West from $100

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from New Windsor to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Breeze Airways Logo
1:16 pm - 11:39 amEYW  Key West-SWF New Windsor Stewart
22h 23m2 stops Tampa Raleigh-Durham
$249Breeze Airways
Wed, Jan 20 - Tue, Jan 26
Breeze Airways Logo
11:06 am - 10:19 amSWF  New Windsor Stewart-EYW Key West
23h 13m1 stop Orlando
Breeze Airways Logo
10:59 am - 11:36 amEYW  Key West-SWF New Windsor Stewart
24h 37m2 stops Orlando Charleston
$252Breeze Airways
Sun, Dec 13 - Thu, Dec 17
Breeze Airways Logo
12:39 pm - 6:04 pmSWF  New Windsor Stewart-EYW Key West
5h 25m1 stop Raleigh-Durham
Breeze Airways Logo
1:16 pm - 11:39 amEYW  Key West-SWF New Windsor Stewart
22h 23m2 stops Tampa Raleigh-Durham
$253Breeze Airways
Wed, Jan 27 - Tue, Feb 2
Multiple Airlines Logo
11:06 am - 10:19 amSWF  New Windsor Stewart-EYW Key West
23h 13m1 stop Orlando
Multiple Airlines Logo
6:20 pm - 6:25 pmEYW  Key West-SWF New Windsor Stewart
24h 05m1 stop Orlando Sanford Intl
$264Multiple Airlines
Sun, Dec 13 - Thu, Dec 17
Multiple Airlines Logo
11:58 am - 12:19 pmSWF  New Windsor Stewart-EYW Key West
24h 21m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
11:59 am - 11:39 amEYW  Key West-SWF New Windsor Stewart
23h 40m1 stop Raleigh-Durham
$272Multiple Airlines
Sun, Oct 25 - Fri, Oct 30
Multiple Airlines Logo
11:06 am - 10:19 amSWF  New Windsor Stewart-EYW Key West
23h 13m1 stop Orlando
Multiple Airlines Logo
4:40 pm - 9:48 amEYW  Key West-SWF New Windsor Stewart
17h 08m1 stop Tampa St. Petersburg
$277Multiple Airlines
Sun, Dec 6 - Wed, Dec 9
Multiple Airlines Logo
6:48 pm - 12:19 pmSWF  New Windsor Stewart-EYW Key West
17h 31m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
4:40 pm - 9:48 amEYW  Key West-SWF New Windsor Stewart
17h 08m1 stop Tampa St. Petersburg
$280Multiple Airlines
Sun, Nov 22 - Wed, Dec 2
Multiple Airlines Logo
11:29 am - 9:18 amSWF  New Windsor Stewart-EYW Key West
21h 49m1 stop Orlando Sanford Intl
Multiple Airlines Logo
10:45 am - 5:59 pmEYW  Key West-SWF New Windsor Stewart
31h 14m2 stops Tampa Fort Lauderdale
$289Multiple Airlines
Mon, Nov 23 - Wed, Dec 2
Multiple Airlines Logo
11:29 am - 9:18 amSWF  New Windsor Stewart-EYW Key West
21h 49m1 stop Orlando Sanford Intl
Multiple Airlines Logo
10:59 am - 11:39 amEYW  Key West-SWF New Windsor Stewart
24h 40m2 stops Orlando Raleigh-Durham
$294Multiple Airlines
Mon, Nov 23 - Tue, Dec 1
Multiple Airlines Logo
12:39 pm - 10:19 amSWF  New Windsor Stewart-EYW Key West
21h 40m2 stops Raleigh-Durham Orlando
Multiple Airlines Logo
8:54 pm - 4:40 pmEYW  Key West-SWF New Windsor Stewart
19h 46m1 stop Orlando Sanford Intl
$295Multiple Airlines
Sat, Nov 7 - Thu, Nov 12

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Breeze Airways flights from New Windsor to Key West

Our best Breeze Airways deals on New Windsor to Key West flight tickets
Breeze Airways
Dec 13
SWF11:06 amNew Windsor Stewart
23h 13m
1 stop
EYW10:19 amKey West
Dec 17
EYW10:59 amKey West
24h 37m
2 stops
SWF11:36 amNew Windsor Stewart
$252
Breeze Airways
Oct 25
SWF10:56 amNew Windsor Stewart
23h 23m
1 stop
EYW10:19 amKey West
Oct 30
EYW11:59 amKey West
23h 40m
1 stop
SWF11:39 amNew Windsor Stewart
$309
Breeze Airways
Oct 4
SWF10:56 amNew Windsor Stewart
23h 23m
1 stop
EYW10:19 amKey West
Oct 6
EYW1:16 pmKey West
22h 23m
2 stops
SWF11:39 amNew Windsor Stewart
$313

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 23
SWF11:29 amNew Windsor Stewart
21h 49m
1 stop
EYW9:18 amKey West
Dec 2
EYW4:40 pmKey West
17h 08m
1 stop
SWF9:48 amNew Windsor Stewart
$300
Allegiant Air
Dec 21
SWF8:50 pmNew Windsor Stewart
12h 28m
1 stop
EYW9:18 amKey West
Dec 30
EYW2:37 pmKey West
19h 09m
1 stop
SWF9:46 amNew Windsor Stewart
$421
Allegiant Air
Oct 1
SWF7:36 pmNew Windsor Stewart
19h 50m
1 stop
EYW3:26 pmKey West
Oct 4
EYW9:22 amKey West
8h 57m
1 stop
SWF6:19 pmNew Windsor Stewart
$625

momondo Fare Finder

 
Use the filters below to find and compare flights from New Windsor to Key West that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Wed 1/20

12:39 pm-6:04 pm

1 stop5h 25m

Key West

Tue 1/26

1:16 pm-11:39 am

2 stops22h 23m

$249

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sun 12/13

11:06 am-10:19 am

1 stop23h 13m

Key West

Thu 12/17

10:59 am-11:36 am

2 stops24h 37m

$252

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Wed 1/27

12:39 pm-6:04 pm

1 stop5h 25m

Key West

Tue 2/2

1:16 pm-11:39 am

2 stops22h 23m

$253

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sun 12/13

11:06 am-10:19 am

1 stop23h 13m

Key West

Thu 12/17

6:20 pm-6:25 pm

1 stop24h 05m

$264

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sun 10/25

11:58 am-12:19 pm

2 stops24h 21m

Key West

Fri 10/30

11:59 am-11:39 am

1 stop23h 40m

$272

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sun 12/6

11:06 am-10:19 am

1 stop23h 13m

Key West

Wed 12/9

4:40 pm-9:48 am

1 stop17h 08m

$277

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sun 11/22

6:48 pm-12:19 pm

2 stops17h 31m

Key West

Wed 12/2

4:40 pm-9:48 am

1 stop17h 08m

$280

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Mon 11/23

11:29 am-9:18 am

1 stop21h 49m

Key West

Wed 12/2

10:45 am-5:59 pm

2 stops31h 14m

$289

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Mon 11/23

11:29 am-9:18 am

1 stop21h 49m

Key West

Tue 12/1

10:59 am-11:39 am

2 stops24h 40m

$294

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sat 11/7

12:39 pm-10:19 am

2 stops21h 40m

Key West

Thu 11/12

8:54 pm-4:40 pm

1 stop19h 46m

$295

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

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

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 Wednesday. momondo users have found tickets for Wednesday departures for as low as $443. 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 $594.

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 morning. momondo users have found flights departing from New Windsor to Key West in the morning for as low as $502. 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 at noon, with an average ticket price of $530. Departure times at noon 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

Best Price Found

$100

Fastest flight time

5h 25m

Direct flights

None
The best one-way flight to Key West from New Windsor in the past 72 hours is $100. The best round-trip flight deal from New Windsor to Key West found on momondo in the last 72 hours is $249.
The fastest flight from New Windsor to Key West takes 5h 25m
There are no direct flights from New Windsor to Key West. There are no popular flight routes from New Windsor to Key West.
Search flight deals

Frequently asked questions about flying from New Windsor to Key West

  • 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 5h 25m.

  • 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.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
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.

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