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$47+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$96
(eDestinos)

One-way from

$47
(CheapOair)

Popular in

April

Cheapest in

March

Average price

$158
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
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From New Windsor Stewart to Florida
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One-way flight from New Windsor Stewart to Florida
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Highest demand for flights based on searches. 3% potential increase in price ($8 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 January 2026
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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 January 6, 2026.

This eDestinos deal was found by Cheapflights users on 1/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2311:09 amSWF - FLL
Nonstop3h 43mAllegiant Air
Mon 1/267:15 amFLL - SWF
Nonstop3h 04mAllegiant Air
Deal found 1/4$96
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:52 amSWF - FLL
Nonstop3h 17mAllegiant Air
Sun 3/18:00 amFLL - SWF
Nonstop3h 02mAllegiant Air
Deal found 1/4$97
This Booking.com deal was found by Cheapflights users on 1/5. 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 2/212:11 pmSWF - MCO
1 stop4h 38mBreeze Airways
Fri 2/67:15 amMCO - SWF
1 stop4h 16mBreeze Airways
Deal found 1/5$98
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sun 3/1512:29 pmSWF - FLL
Nonstop3h 20mAllegiant Air
Thu 3/266:30 amFLL - SWF
Nonstop3h 09mAllegiant Air
Deal found 1/5$98
This Booking.com deal was found by Cheapflights users on 1/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2612:11 pmSWF - MCO
1 stop4h 38mBreeze Airways
Fri 1/307:15 amMCO - SWF
1 stop4h 16mBreeze Airways
Deal found 1/4$99
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 1/2611:09 amSWF - FLL
Nonstop3h 43mAllegiant Air
Mon 2/27:15 amFLL - SWF
Nonstop3h 04mAllegiant Air
Deal found 1/5$101
This Booking.com deal was found by Cheapflights users on 1/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1911:09 amSWF - FLL
Nonstop3h 43mAllegiant Air
Mon 1/267:15 amFLL - SWF
Nonstop3h 04mAllegiant Air
Deal found 1/4$102
This Booking.com deal was found by Cheapflights users on 1/6. 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 2/212:11 pmSWF - MCO
1 stop4h 38mBreeze Airways
Thu 2/58:10 amMCO - SWF
Nonstop2h 58mBreeze Airways
Deal found 1/6$103
This Trip.com deal was found by Cheapflights users on 1/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:09 amSWF - FLL
Nonstop3h 43mAllegiant Air
Mon 2/27:15 amFLL - SWF
Nonstop3h 04mAllegiant Air
Deal found 1/4$108
This Booking.com deal was found by Cheapflights users on 1/5. 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 2/212:11 pmSWF - MCO
1 stop4h 38mBreeze Airways
Mon 2/97:15 amMCO - SWF
1 stop4h 16mBreeze Airways
Deal found 1/5$110
This Booking.com deal was found by Cheapflights users on 1/6. 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 3/1910:29 amSWF - FLL
Nonstop3h 20mAllegiant Air
Sun 3/226:30 amFLL - SWF
Nonstop3h 09mAllegiant Air
Deal found 1/6$111
This Booking.com deal was found by Cheapflights users on 1/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/112:13 pmSWF - MCO
Nonstop3h 19mBreeze Airways
Fri 2/67:15 amMCO - SWF
1 stop4h 16mBreeze Airways
Deal found 1/4$113

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 January 6, 2026.
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 WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 1/23

11:09 am-2:52 pm

Nonstop3h 43m

Fort Lauderdale

Mon 1/26

7:15 am-10:19 am

Nonstop3h 04m

$96

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 2/26

11:52 am-3:09 pm

Nonstop3h 17m

Fort Lauderdale

Sun 3/1

8:00 am-11:02 am

Nonstop3h 02m

$98

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Sun 3/15

12:29 pm-3:49 pm

Nonstop3h 20m

Fort Lauderdale

Sun 3/22

6:30 am-9:39 am

Nonstop3h 09m

$98

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 2/2

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Mon 2/9

7:15 am-11:31 am

1 stop4h 16m

$99

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Thu 3/5

10:09 am-1:29 pm

Nonstop3h 20m

Fort Lauderdale

Thu 3/12

6:10 am-9:19 am

Nonstop3h 09m

$101

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 2/9

11:09 am-2:52 pm

Nonstop3h 43m

Fort Lauderdale

Sun 2/15

7:50 am-10:52 am

Nonstop3h 02m

$101

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 1/19

11:09 am-2:52 pm

Nonstop3h 43m

Fort Lauderdale

Mon 1/26

7:15 am-10:19 am

Nonstop3h 04m

$102

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 1/19

11:09 am-2:52 pm

Nonstop3h 43m

Fort Lauderdale

Fri 1/23

7:15 am-10:19 am

Nonstop3h 04m

$106

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 1/30

11:09 am-2:52 pm

Nonstop3h 43m

Fort Lauderdale

Mon 2/2

7:15 am-10:19 am

Nonstop3h 04m

$108

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Sun 3/22

10:29 am-1:49 pm

Nonstop3h 20m

Fort Lauderdale

Sun 3/29

6:30 am-9:39 am

Nonstop3h 09m

$110

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

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, March is the cheapest month in which you can book a flight from New Windsor to Florida (average of $36). Flying from New Windsor to Florida in July is currently the most expensive (average of $78). 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 January 6, 2026.

It’s typically best to fly out from New Windsor to Florida in the evening. Doing so could potentially save you 52% on the flight price compared to flying at noon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Stewart to Florida. Price data was last updated on January 3, 2026.

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

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 January 6, 2026.
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
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,896 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Allegiant Air
7.2
Good
702 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Spirit Airlines
6.3
Okay
8,282 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.7
Fair
3,064 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Food

6.7

Entertainment

6.7

Boarding

8.3

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 43m. Your travel time can differ by up to 55m. Airlines will cover a distance of 1120 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from New Windsor to Florida is New Windsor Stewart - Fort Lauderdale. You may also consider New Windsor Stewart - Orlando 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, March is the cheapest month in which you can book a flight from New Windsor to Florida (average of $36). Flying from New Windsor to Florida in July is currently the most expensive (average of $78). 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$93FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$44Average$227FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$61Average$200FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$160FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$111Average$274FlexibilityNo cancel feeOn-time62%

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