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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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Florida to Stewart

Keep the following information in mind while searching for Florida to Stewart flight deals. Data was last updated August 14, 2025.

Round-trip from

$76
(Booking.com)

One-way from

$39
(CheapOair)

Popular in

August

Cheapest in

January

Average price

$199
From Florida to New Windsor Stewart
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One-way flight from Florida to New Windsor Stewart
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Highest demand for flights based on searches. 6% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/158:10 amPGD - SWF
Nonstop2h 53mAllegiant Air
Mon 9/2211:53 amSWF - PGD
Nonstop3h 07mAllegiant Air
Deal found 8/12$76
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 10/38:10 amFLL - SWF
Nonstop3h 11mAllegiant Air
Mon 10/611:01 amSWF - FLL
Nonstop3h 31mAllegiant Air
Deal found 8/13$96
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 10/317:30 amFLL - SWF
Nonstop3h 11mAllegiant Air
Mon 11/312:01 pmSWF - FLL
Nonstop3h 31mAllegiant Air
Deal found 8/12$100
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 9/198:10 amPGD - SWF
Nonstop2h 53mAllegiant Air
Fri 9/2611:53 amSWF - PGD
Nonstop3h 07mAllegiant Air
Deal found 8/14$102
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 11/108:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Mon 11/2410:57 amSWF - FLL
Nonstop3h 06mAllegiant Air
Deal found 8/12$104
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/137:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Fri 10/1711:31 amSWF - FLL
Nonstop3h 31mAllegiant Air
Deal found 8/14$107
This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/221:41 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Mon 8/255:36 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 8/12$114
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 8/251:41 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Mon 9/11:55 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 8/12$115
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Sun 9/711:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 8/13$116
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Sun 9/711:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 8/13$118
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/251:41 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Fri 8/291:55 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 8/12$126
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Mon 9/812:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 8/12$127

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 August 14, 2025.
Use the filters below to find and compare flights from Florida to New Windsor that are best for you.

Fly from

Florida

Fly to

Stewart

Route

Depart

Return

Price

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Mon 9/15

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Mon 9/22

11:53 am-3:00 pm

Nonstop3h 07m

$76

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 10/10

7:40 am-10:51 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/13

11:01 am-2:32 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 10/17

7:30 am-10:41 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/20

11:01 am-2:32 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 10/3

8:10 am-11:21 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/6

11:01 am-2:32 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 10/17

7:30 am-10:41 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/27

3:01 pm-6:32 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 10/20

7:00 am-10:11 am

Nonstop3h 11m

New Windsor Stewart

Fri 10/24

11:31 am-3:02 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 10/24

7:30 am-10:41 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/27

3:01 pm-6:32 pm

Nonstop3h 31m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 10/6

7:00 am-10:11 am

Nonstop3h 11m

New Windsor Stewart

Mon 10/13

11:01 am-2:32 pm

Nonstop3h 31m

$96

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Fri 9/19

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Fri 9/26

11:53 am-3:00 pm

Nonstop3h 07m

$102

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 9/5

7:30 am-11:44 am

1 stop4h 14m

New Windsor Stewart

Sun 9/7

11:43 am-2:57 pm

Nonstop3h 14m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
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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, October is the cheapest month in which you can book a flight from Florida to New Windsor (average of $109). Flying from Florida to New Windsor in December is currently the most expensive (average of $202). 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 August 14, 2025.

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.

  • 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, Orlando - New Windsor Stewart or Palm Beach Intl - 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, October is the cheapest month in which you can book a flight from Florida to New Windsor (average of $109). Flying from Florida to New Windsor in December is currently the most expensive (average of $202). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$58Average$197FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$74Average$138FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$206FlexibilityNo cancel feeOn-timeN/A

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