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$45+ Cheap flights from New Windsor (SWF) to Florida

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Stewart to Florida

Keep the following information in mind while searching for Stewart to Florida flight deals. Data was last updated September 17, 2025.

Round-trip from

$84
(Cheapflightsfares)

One-way from

$45
(lastminute.com)

Popular in

April

Cheapest in

March

Average price

$169
From New Windsor Stewart to Florida
Search Deals
One-way flight from New Windsor Stewart to Florida
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Florida

Cheapest flights from Stewart to Florida
Explore the most affordable flight options available from Stewart to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/248:06 pmSWF - PGD
Nonstop3h 01mAllegiant Air
Mon 10/274:24 pmPGD - SWF
Nonstop2h 52mAllegiant Air
Deal found 9/16$84
This lastminute.com deal was found by Cheapflights users on 9/16. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:31 amSWF - FLL
Nonstop3h 31mAllegiant Air
Fri 11/77:30 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/16$94
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/312:11 pmSWF - FLL
Nonstop3h 31mAllegiant Air
Mon 10/67:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/15$100
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/1711:31 amSWF - FLL
Nonstop3h 31mAllegiant Air
Mon 10/207:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/15$104
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/2011:01 amSWF - FLL
Nonstop3h 31mAllegiant Air
Fri 10/247:30 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/16$107
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Tue 10/2111:16 amSWF - PIE
Nonstop3h 00mAllegiant Air
Tue 10/287:40 amPIE - SWF
Nonstop2h 46mAllegiant Air
Deal found 9/16$108
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 9/2611:53 amSWF - PGD
Nonstop3h 07mAllegiant Air
Mon 9/298:10 amPGD - SWF
Nonstop2h 53mAllegiant Air
Deal found 9/16$108
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/1311:01 amSWF - FLL
Nonstop3h 31mAllegiant Air
Mon 10/207:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/15$108
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/611:01 amSWF - FLL
Nonstop3h 31mAllegiant Air
Mon 10/137:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/15$109
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 11/77:05 pmSWF - PGD
Nonstop3h 17mAllegiant Air
Mon 11/104:00 pmPGD - SWF
Nonstop2h 52mAllegiant Air
Deal found 9/15$110
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/3111:31 amSWF - FLL
Nonstop3h 31mAllegiant Air
Mon 11/38:00 amFLL - SWF
Nonstop3h 11mAllegiant Air
Deal found 9/15$110
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/237:11 pmSWF - PIE
Nonstop3h 00mAllegiant Air
Sun 10/263:33 pmPIE - SWF
Nonstop2h 48mAllegiant Air
Deal found 9/15$122

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Florida 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 September 17, 2025.
Use the filters below to find and compare flights from New Windsor to Florida that are best for you.

Fly from

Stewart

Fly to

Florida

Route

Depart

Return

Price

New WindsorPunta Gorda

SWF - PGD

SWFPGD

New Windsor Stewart

Fri 10/31

8:06 pm-11:07 pm

Nonstop3h 01m

Punta Gorda

Fri 11/7

3:23 pm-6:15 pm

Nonstop2h 52m

$84

New WindsorPunta Gorda

SWF - PGD

SWFPGD

New Windsor Stewart

Fri 10/24

8:06 pm-11:07 pm

Nonstop3h 01m

Punta Gorda

Mon 10/27

4:24 pm-7:16 pm

Nonstop2h 52m

$84

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 10/20

11:01 am-2:32 pm

Nonstop3h 31m

Fort Lauderdale

Fri 10/24

7:30 am-10:41 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 10/31

11:31 am-3:02 pm

Nonstop3h 31m

Fort Lauderdale

Fri 11/7

7:30 am-10:41 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 11/10

12:01 pm-3:32 pm

Nonstop3h 31m

Fort Lauderdale

Fri 11/14

7:00 am-10:11 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 10/31

11:31 am-3:02 pm

Nonstop3h 31m

Fort Lauderdale

Mon 11/3

8:00 am-11:11 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 10/6

11:01 am-2:32 pm

Nonstop3h 31m

Fort Lauderdale

Fri 10/10

7:40 am-10:51 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 10/17

11:31 am-3:02 pm

Nonstop3h 31m

Fort Lauderdale

Fri 10/24

7:30 am-10:41 am

Nonstop3h 11m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 12/5

12:27 pm-3:40 pm

Nonstop3h 13m

Fort Lauderdale

Mon 12/8

8:30 am-11:37 am

Nonstop3h 07m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 10/24

11:31 am-3:02 pm

Nonstop3h 31m

Fort Lauderdale

Mon 10/27

11:00 am-2:11 pm

Nonstop3h 11m

$96

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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Best time to book a flight from Stewart to Florida

Have a flexible travel schedule? Discover the best time to fly to Florida from Stewart 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 New Windsor to Florida

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Florida (average of $232). Flying from New Windsor to Florida in March is currently the most expensive (average of $289). 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 SWF to FL?

Find hourly flight availability from Stewart to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

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

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated September 17, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, JetBlue, and Allegiant Air from New Windsor to Florida to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
207 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
JetBlue
7.2
Good
2,914 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Allegiant Air
7.2
Good
699 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Spirit Airlines
6.3
Okay
8,023 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Frontier
5.8
Fair
3,173 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from Stewart to Florida. 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 from for flights from New Windsor to Florida?

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

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

    Allegiant Air and Breeze Airways can get you from New Windsor to Florida in just under 3h 01m. Your travel time will be generally consistent. Airlines will cover a distance of 1102 mi. Most flights are nonstop.

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

    The most popular route from New Windsor to Florida is New Windsor Stewart - Orlando. You may also consider New Windsor Stewart - Fort Lauderdale or New Windsor Stewart - Tampa St. Petersburg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Florida 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 New Windsor to Florida?

    Currently, September is the cheapest month in which you can book a flight from New Windsor to Florida (average of $232). Flying from New Windsor to Florida in March is currently the most expensive (average of $289). 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

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Alternative routes for Stewart to Florida

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Stewart to Florida

Discover the top 5 airlines that operate flights from Stewart to Florida. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$103FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$61Average$137FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$136FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$306FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$95Average$207FlexibilityNo cancel feeOn-timeN/A

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