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Stewart

$39+ Cheap flights from Florida to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
May 4 — May 111
Mon 5/4
Mon 5/11
1 adult, Economy
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Cheap flight deals from Florida to Stewart

Cheapest flights from Florida to Stewart
Explore the most affordable flight options available from Florida to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Thu 4/3011:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Deal found 3/31$95
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Sun 4/2611:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Deal found 3/31$96
This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Sun 5/311:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Deal found 4/1$97
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Sun 4/1911:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Deal found 3/30$100
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:40 am
FLL
-
SWF
Nonstop3h 15m
Allegiant Air
Sun 4/2611:45 am
SWF
-
FLL
Nonstop3h 07m
Allegiant Air
Deal found 4/1$102
This eDestinos deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:30 am
FLL
-
SWF
Nonstop3h 08m
Allegiant Air
Sun 8/210:28 am
SWF
-
FLL
Nonstop3h 09m
Allegiant Air
Deal found 3/30$104
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:00 am
FLL
-
SWF
Nonstop3h 10m
Allegiant Air
Sun 8/231:00 pm
SWF
-
FLL
Nonstop3h 12m
Allegiant Air
Deal found 3/31$105
This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:40 pm
PGD
-
SWF
Nonstop2h 58m
Allegiant Air
Fri 6/197:28 pm
SWF
-
PGD
Nonstop2h 59m
Allegiant Air
Deal found 4/1$111
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/912:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Deal found 3/31$126
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:00 am
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Sun 9/69:38 am
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Deal found 4/3$127
This Cheapflightsfares deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:57 pm
PGD
-
SWF
Nonstop2h 49m
Allegiant Air
Mon 9/215:38 pm
SWF
-
PGD
Nonstop3h 08m
Allegiant Air
Deal found 4/4$130
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:00 pm
PGD
-
SWF
Nonstop2h 56m
Allegiant Air
Mon 6/227:28 pm
SWF
-
PGD
Nonstop2h 59m
Allegiant Air
Deal found 4/3$131

Find flight deals from Florida to Stewart

Keep the following information in mind while searching for Florida to Stewart flight deals. Data was last updated April 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Kiwi.com)

One-way from

$39
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$157
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
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From Florida to New Windsor Stewart
Search Deals
One-way flight from Florida to New Windsor Stewart
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida to Stewart 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, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from Florida to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 4/23

7:40 am-10:55 am

Nonstop3h 15m

New Windsor Stewart

Sun 4/26

11:45 am-2:52 pm

Nonstop3h 07m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 4/16

7:40 am-10:55 am

Nonstop3h 15m

New Windsor Stewart

Sun 4/26

11:45 am-2:52 pm

Nonstop3h 07m

$105

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 4/16

7:40 am-10:55 am

Nonstop3h 15m

New Windsor Stewart

Sun 4/19

11:45 am-2:52 pm

Nonstop3h 07m

$114

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Mon 6/15

3:40 pm-6:38 pm

Nonstop2h 58m

New Windsor Stewart

Fri 6/19

7:28 pm-10:27 pm

Nonstop2h 59m

$117

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 7/30

6:30 am-9:38 am

Nonstop3h 08m

New Windsor Stewart

Sun 8/2

10:28 am-1:37 pm

Nonstop3h 09m

$120

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 8/27

3:31 pm-6:41 pm

Nonstop3h 10m

New Windsor Stewart

Sun 8/30

7:31 pm-10:43 pm

Nonstop3h 12m

$124

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 7/2

6:30 am-9:38 am

Nonstop3h 08m

New Windsor Stewart

Sun 7/5

10:28 am-1:37 pm

Nonstop3h 09m

$131

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Thu 7/9

6:30 am-9:38 am

Nonstop3h 08m

New Windsor Stewart

Sun 7/12

10:28 am-1:37 pm

Nonstop3h 09m

$132

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Wed 5/27

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sat 5/30

12:05 pm-4:26 pm

1 stop4h 21m

$136

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 4/30

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 5/4

12:11 pm-4:49 pm

1 stop4h 38m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Florida to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Florida with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Florida to New Windsor

What is the cheapest month to book a flight from Florida to New Windsor?

Currently, August is the cheapest month in which you can book a flight from Florida to New Windsor (average of $48). Flying from Florida to New Windsor in April is currently the most expensive (average of $74). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from FL to SWF?

Find hourly flight availability from Florida to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida to New Windsor as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Florida to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from Florida?

    New Windsor Stewart (SWF) is the airport you will fly into if you book a flight from Florida to New Windsor. It is only a 4.3 mi journey from Stewart (SWF) to New Windsor’s city center.

  • How long is the flight from Florida to New Windsor?

    For as low as $96, Allegiant Air can have you in New Windsor from Florida in 3h 15m. Florida and New Windsor are separated by a distance of 1120 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Florida to New Windsor?

    When deciding which route to take from Florida to New Windsor consider Fort Lauderdale - New Windsor Stewart, Tampa - New Windsor Stewart or Orlando - New Windsor Stewart as they are the most popular.

  • Can I find deals for flights from Florida to Stewart that include hotel bookings?

    Yes. In addition to deals on Florida to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Stewart.

  • Can I find deals for business class flights from Florida to Stewart?

    Yes. Cheapflights offers flight deals from Florida to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florida to New Windsor?

    Currently, August is the cheapest month in which you can book a flight from Florida to New Windsor (average of $48). Flying from Florida to New Windsor in April is currently the most expensive (average of $74). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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Alternative routes for Florida to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Florida to Stewart

Discover the top 3 airlines that operate flights from Florida to Stewart. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$91Average$134FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$117Average$213FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$128Average$195FlexibilityNo cancel feeOn-timeN/A

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