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Stewart

$43+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 December 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
Fri 12/268:00 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 1/511:37 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/20$134
This Booking.com deal was found by Cheapflights users on 12/20. 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.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Sun 1/2512:13 pmSWF - MCO
Nonstop3h 19mBreeze Airways
Deal found 12/20$158
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 12/297:40 amFLL - SWF
Nonstop3h 07mAllegiant Air
Mon 1/511:37 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/21$165
This CheapOair deal was found by Cheapflights users on 12/22. 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.
Thu 12/258:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Fri 1/3012:11 pmSWF - MCO
1 stop4h 38mBreeze Airways
Deal found 12/22$185
This Booking.com deal was found by Cheapflights users on 12/21. 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.
Thu 12/258:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Fri 1/212:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 12/21$200
This Booking.com deal was found by Cheapflights users on 12/20. 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.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Fri 1/212:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 12/20$205
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Tue 12/308:10 amMCO - SWF
Nonstop2h 53mMultiple Airlines
Mon 1/511:37 amSWF - MCO
1 stop20h 08mMultiple Airlines
Deal found 12/19$206
This Priceline deal was found by Cheapflights users on 12/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Sun 1/2512:13 pmSWF - MCO
Nonstop3h 19mBreeze Airways
Deal found 12/20$213
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Fri 12/268:00 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 1/211:57 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/21$215
This Booking.com deal was found by Cheapflights users on 12/20. 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 12/297:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Fri 1/212:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Deal found 12/20$220
This eDestinos deal was found by Cheapflights users on 12/20. 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.
Mon 12/297:40 amFLL - SWF
Nonstop3h 07mAllegiant Air
Fri 1/211:57 amSWF - FLL
Nonstop3h 13mAllegiant Air
Deal found 12/20$249
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/224:20 pmFLL - SWF
1 stop18h 43mMultiple Airlines
Sun 1/2510:48 amSWF - FLL
1 stop22h 57mMultiple Airlines
Deal found 12/20$321

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 December 23, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$95
(Gotogate)

One-way from

$43
(eDestinos)

Popular in

December

Cheapest in

January

Average price

$188
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
Highest demand for flights based on searches. 2% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 23, 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

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/30

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 2/2

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 2/6

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 2/9

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/9

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/12

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/16

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Mon 1/19

11:09 am-2:52 pm

Nonstop3h 43m

$96

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 1/16

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Fri 1/23

11:09 am-2:52 pm

Nonstop3h 43m

$100

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 1/26

7:15 am-10:19 am

Nonstop3h 04m

New Windsor Stewart

Fri 1/30

11:09 am-2:52 pm

Nonstop3h 43m

$100

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 1/29

8:35 am-11:33 am

Nonstop2h 58m

New Windsor Stewart

Mon 2/2

12:11 pm-4:49 pm

1 stop4h 38m

$109

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 2/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Sun 2/8

11:48 am-3:07 pm

Nonstop3h 19m

$117

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Sun 2/1

12:13 pm-3:32 pm

Nonstop3h 19m

$118

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 1/22

8:35 am-11:33 am

Nonstop2h 58m

New Windsor Stewart

Fri 1/23

12:11 pm-4:49 pm

1 stop4h 38m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 54 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, January is the cheapest month in which you can book a flight from Florida to New Windsor (average of $39). Flying from Florida to New Windsor in April is currently the most expensive (average of $63). 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 December 23, 2025.

It’s optimal to fly from Florida to New Windsor in the afternoon. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Florida to New Windsor?

Use this chart to determine the cheapest time to fly round-trip from Florida to Stewart. Price data was last updated on December 20, 2025.

Travelers seeking maximum savings on their Florida to New Windsor flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 $109, Allegiant Air can have you in New Windsor from Florida in 2h 58m. Florida and New Windsor are separated by a distance of 989 mi. Generally, flights for this route are nonstop.

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

    When deciding which route to take from Florida to New Windsor consider Orlando - New Windsor Stewart, Fort Lauderdale - New Windsor Stewart or Tampa - 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, January is the cheapest month in which you can book a flight from Florida to New Windsor (average of $39). Flying from Florida to New Windsor in April is currently the most expensive (average of $63). 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$76Average$124FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$116Average$196FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$119Average$208FlexibilityNo cancel feeOn-time62%

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