Cheap flights from New Windsor to Florida Keys from $93

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Florida Keys departing on 6/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from New Windsor to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Breeze Airways Logo
11:51 am - 11:08 am
EYW
-
SWF
23h 17m
1 stop
$216Breeze Airways
Sun, Apr 26 - Wed, Apr 29
Multiple Airlines Logo
12:05 pm - 10:16 am
SWF
-
MIA
22h 11m
1 stop
Multiple Airlines Logo
5:05 am - 11:25 am
MIA
-
SWF
6h 20m
1 stop
$225Multiple Airlines
Sat, Jun 13 - Sat, Jun 20
Breeze Airways Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Breeze Airways Logo
11:51 am - 11:08 am
EYW
-
SWF
23h 17m
1 stop
$232Breeze Airways
Sun, Apr 19 - Wed, Apr 22
Breeze Airways Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Breeze Airways Logo
11:51 am - 11:08 am
EYW
-
SWF
23h 17m
1 stop
$237Breeze Airways
Sun, Apr 26 - Wed, Apr 29
Allegiant Air Logo
6:44 pm - 12:48 pm
SWF
-
EYW
18h 04m
1 stop
Allegiant Air Logo
3:27 pm - 5:54 pm
EYW
-
SWF
26h 27m
1 stop
$245Allegiant Air
Sat, Jul 4 - Fri, Jul 10
Breeze Airways Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Breeze Airways Logo
11:51 am - 11:08 am
EYW
-
SWF
23h 17m
1 stop
$255Breeze Airways
Thu, Apr 16 - Wed, Apr 22
Multiple Airlines Logo
9:38 am - 11:27 am
SWF
-
EYW
25h 49m
1 stop
Multiple Airlines Logo
9:24 pm - 8:51 am
EYW
-
SWF
11h 27m
1 stop
$266Multiple Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Multiple Airlines Logo
2:04 pm - 10:55 am
EYW
-
SWF
20h 51m
1 stop
$268Multiple Airlines
Sun, Apr 12 - Thu, Apr 16
Breeze Airways Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Breeze Airways Logo
9:46 am - 11:31 am
EYW
-
SWF
25h 45m
2 stops
$269Breeze Airways
Sun, Apr 12 - Thu, Apr 16
Multiple Airlines Logo
11:48 am - 12:26 pm
SWF
-
EYW
24h 38m
1 stop
Multiple Airlines Logo
4:38 pm - 10:50 am
EYW
-
SWF
18h 12m
1 stop
$270Multiple Airlines
Sun, Apr 19 - Thu, Apr 23

Allegiant Air flights from New Windsor to Florida Keys

Our best Allegiant Air deals on New Windsor to Florida Keys flight tickets
Allegiant Air
Jul 1
SWF7:46 pmNew Windsor Stewart
17h 02m
1 stop
EYW12:48 pmKey West
Jul 10
EYW3:27 pmKey West
26h 27m
1 stop
SWF5:54 pmNew Windsor Stewart
$299
Allegiant Air
Jun 24
SWF7:56 pmNew Windsor Stewart
17h 20m
1 stop
EYW1:16 pmKey West
Jun 29
EYW10:31 amKey West
30h 58m
2 stops
SWF5:29 pmNew Windsor Stewart
$340
Allegiant Air
Jun 24
SWF7:56 pmNew Windsor Stewart
17h 20m
1 stop
EYW1:16 pmKey West
Jun 29
EYW4:35 pmKey West
24h 54m
1 stop
SWF5:29 pmNew Windsor Stewart
$341

Breeze Airways flights from New Windsor to Florida Keys

Our best Breeze Airways deals on New Windsor to Florida Keys flight tickets
Breeze Airways
Apr 26
SWF11:48 amNew Windsor Stewart
24h 38m
1 stop
EYW12:26 pmKey West
Apr 29
EYW11:51 amKey West
23h 17m
1 stop
SWF11:08 amNew Windsor Stewart
$216
Breeze Airways
Apr 19
SWF11:48 amNew Windsor Stewart
24h 38m
1 stop
EYW12:26 pmKey West
Apr 22
EYW11:51 amKey West
23h 17m
1 stop
SWF11:08 amNew Windsor Stewart
$232
Breeze Airways
Apr 26
SWF11:48 amNew Windsor Stewart
24h 38m
1 stop
EYW12:26 pmKey West
Apr 29
EYW11:51 amKey West
23h 17m
1 stop
SWF11:08 amNew Windsor Stewart
$237

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from New Windsor to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/26

11:48 am-12:26 pm

1 stop24h 38m

Key West

Wed 4/29

11:51 am-11:08 am

1 stop23h 17m

$216
Quickest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 6/13

12:05 pm-10:16 am

1 stop22h 11m

Miami

Sat 6/20

5:05 am-11:25 am

1 stop6h 20m

$225

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/19

11:48 am-12:26 pm

1 stop24h 38m

Key West

Wed 4/22

11:51 am-11:08 am

1 stop23h 17m

$232

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/26

11:48 am-12:26 pm

1 stop24h 38m

Key West

Wed 4/29

11:51 am-11:08 am

1 stop23h 17m

$237

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sat 7/4

6:44 pm-12:48 pm

1 stop18h 04m

Key West

Fri 7/10

3:27 pm-5:54 pm

1 stop26h 27m

$245

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 4/16

11:48 am-12:26 pm

1 stop24h 38m

Key West

Wed 4/22

11:51 am-11:08 am

1 stop23h 17m

$255

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 5/28

9:38 am-11:27 am

1 stop25h 49m

Key West

Sun 5/31

9:24 pm-8:51 am

1 stop11h 27m

$266

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/12

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 4/16

2:04 pm-10:55 am

1 stop20h 51m

$268

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/12

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 4/16

9:46 am-11:31 am

2 stops25h 45m

$269

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 4/19

11:48 am-12:26 pm

1 stop24h 38m

Key West

Thu 4/23

4:38 pm-10:50 am

1 stop18h 12m

$270

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 Florida Keys from

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

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

20h 08m

Direct flights

None
The fastest flight from New Windsor to Florida Keys takes 20h 08m
There are no direct flights from New Windsor to Florida Keys. There are no popular flight routes from New Windsor to Florida Keys.

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?

  • 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?

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.

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1 adult
Sat 5/2
Sat 5/9

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