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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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$100
(Gotogate)

One-way from

$49
(lastminute.com)

Popular in

April

Cheapest in

March

Average price

$294
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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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 30, 2025.

This Gotogate deal was found by Cheapflights users on 4/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/67:18 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Mon 6/93:23 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Deal found 4/29$100
This Gotogate deal was found by Cheapflights users on 4/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1211:11 amSWF - PIE
Nonstop2h 50mAllegiant Air
Sun 6/157:30 amPIE - SWF
Nonstop2h 51mAllegiant Air
Deal found 4/27$108
This CheapOair deal was found by Cheapflights users on 4/28. 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 8/287:52 pmSWF - MCO
Nonstop3h 04mBreeze Airways
Thu 9/48:00 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 4/28$119
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/67:18 pmSWF - TPA
1 stop13h 06mMultiple Airlines
Mon 6/95:20 amTPA - SWF
1 stop13h 08mMultiple Airlines
Deal found 4/28$168
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/26:07 pmSWF - FLL
1 stop25h 11mMultiple Airlines
Fri 6/133:23 pmFLL - SWF
Nonstop3h 05mMultiple Airlines
Deal found 4/28$171
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/67:18 pmSWF - MCO
1 stop25h 19mMultiple Airlines
Mon 6/98:17 amMCO - SWF
1 stop10h 11mMultiple Airlines
Deal found 4/29$184
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 6/157:52 pmSWF - EYW
1 stop17h 25mBreeze Airways
Thu 6/1910:12 amEYW - SWF
1 stop9h 00mBreeze Airways
Deal found 4/29$233
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/278:01 pmSWF - PNS
1 stop24h 30mMultiple Airlines
Mon 6/309:23 amPNS - SWF
1 stop8h 48mMultiple Airlines
Deal found 4/29$234
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1211:11 amSWF - PIE
Nonstop2h 50mMultiple Airlines
Sun 6/154:05 pmPIE - SWF
3 stops26h 23mMultiple Airlines
Deal found 4/27$260
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/187:28 pmSWF - EYW
1 stop14h 05mAllegiant Air
Wed 5/214:46 pmEYW - SWF
1 stop17h 47mAllegiant Air
Deal found 4/29$280
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2011:21 amSWF - PBI
2 stops30h 59mAllegiant Air
Sun 6/2211:39 amPBI - SWF
2 stops31h 32mAllegiant Air
Deal found 4/28$343
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/711:01 amSWF - SRQ
2 stops26h 16mAllegiant Air
Tue 6/108:01 amSRQ - SWF
2 stops33h 44mAllegiant Air
Deal found 4/29$347

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 April 30, 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 WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 6/6

7:18 pm-10:43 pm

Nonstop3h 25m

Fort Lauderdale

Mon 6/9

3:23 pm-6:28 pm

Nonstop3h 05m

$100

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Thu 6/12

11:11 am-2:01 pm

Nonstop2h 50m

Tampa St. Petersburg

Sun 6/15

7:30 am-10:21 am

Nonstop2h 51m

$108

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 5/11

12:06 pm-3:10 pm

Nonstop3h 04m

Orlando

Thu 5/15

8:30 am-11:26 am

Nonstop2h 56m

$126

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 6/2

11:55 am-7:07 am

1 stop19h 12m

Orlando

Thu 6/5

9:42 pm-6:28 pm

1 stop20h 46m

$163

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 6/6

7:18 pm-8:24 am

1 stop13h 06m

Tampa

Mon 6/9

5:20 am-6:28 pm

1 stop13h 08m

$168

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 6/2

6:07 pm-7:18 pm

1 stop25h 11m

Fort Lauderdale

Fri 6/13

3:23 pm-6:28 pm

Nonstop3h 05m

$171

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 6/15

7:52 pm-1:17 pm

1 stop17h 25m

Key West

Thu 6/19

10:12 am-7:12 pm

1 stop9h 00m

$233

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 6/27

8:01 pm-7:31 pm

1 stop24h 30m

Pensacola

Mon 6/30

9:23 am-7:11 pm

1 stop8h 48m

$234

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Thu 6/12

11:11 am-2:01 pm

Nonstop2h 50m

Tampa St. Petersburg

Sun 6/15

4:05 pm-6:28 pm

3 stops26h 23m

$260

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 5/18

7:28 pm-9:33 am

1 stop14h 05m

Key West

Wed 5/21

4:46 pm-10:33 am

1 stop17h 47m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 46 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 $228). 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 April 30, 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.

Rainfall in Florida by month

Plan your trip to Florida by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Florida when rainfall is around 2.4 in.

Temperature in Florida by month

Plan your trip to Florida by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 April 30, 2025.
See what other customers who have flown with Breeze Airways and Allegiant Air from New Windsor to Florida have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
734 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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.

  • 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 $228). 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$50Average$112FlexibilityNo cancel feeOn-time65%
FrontierCheapest$56Average$115FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$79Average$150FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$295FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$95Average$213FlexibilityNo cancel feeOn-timeN/A

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