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$46+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 June 30, 2025.

Round-trip from

$86
(eDestinos)

One-way from

$46
(eDestinos)

Popular in

April

Cheapest in

March

Average price

$217
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. 0% potential increase in price ($1 potential increase over avg. RT price).
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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 June 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 June 30, 2025.

This eDestinos deal was found by Cheapflights users on 6/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/257:56 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Fri 8/14:01 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Deal found 6/28$86
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Thu 9/47:12 pmSWF - PIE
Nonstop2h 58mAllegiant Air
Sun 9/73:35 pmPIE - SWF
Nonstop2h 47mAllegiant Air
Deal found 6/29$108
This Breeze Airways deal was found by Cheapflights users on 6/29. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/711:33 amSWF - MCO
Nonstop3h 14mBreeze Airways
Sun 9/148:00 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 6/29$118
This Mytrip deal was found by Cheapflights users on 6/28. 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 8/117:56 pmSWF - MCO
1 stop14h 01mMultiple Airlines
Fri 8/156:20 amMCO - SWF
1 stop12h 27mMultiple Airlines
Deal found 6/28$174
This Mytrip deal was found by Cheapflights users on 6/28. 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 8/116:11 pmSWF - FLL
1 stop14h 56mMultiple Airlines
Fri 8/153:42 pmFLL - SWF
Nonstop3h 05mMultiple Airlines
Deal found 6/28$177
This Mytrip deal was found by Cheapflights users on 6/30. 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 8/47:56 pmSWF - TPA
1 stop13h 31mMultiple Airlines
Fri 8/85:40 amTPA - SWF
1 stop13h 26mMultiple Airlines
Deal found 6/30$180
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/411:33 amSWF - EYW
1 stop24h 19mBreeze Airways
Sun 9/78:55 amEYW - SWF
2 stops26h 49mBreeze Airways
Deal found 6/28$203
This Mytrip deal was found by Cheapflights users on 6/27. 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.
Mon 8/47:56 pmSWF - MIA
2 stops23h 23mMultiple Airlines
Thu 8/75:48 pmMIA - SWF
2 stops25h 18mMultiple Airlines
Deal found 6/27$292
This Mytrip deal was found by Cheapflights users on 6/30. 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 8/17:56 pmSWF - RSW
2 stops24h 33mMultiple Airlines
Sun 8/39:34 pmRSW - SWF
2 stops21h 32mMultiple Airlines
Deal found 6/30$294
This Mytrip deal was found by Cheapflights users on 6/29. 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 8/17:56 pmSWF - PBI
2 stops22h 30mAllegiant Air
Sun 8/38:24 pmPBI - SWF
2 stops22h 42mAllegiant Air
Deal found 6/29$303
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/257:56 pmSWF - SRQ
3 stops27h 40mMultiple Airlines
Sun 7/279:15 pmSRQ - SWF
2 stops21h 51mMultiple Airlines
Deal found 6/30$348
This Mytrip deal was found by Cheapflights users on 6/27. 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.
Wed 7/237:00 pmSWF - SRQ
2 stops23h 02mAllegiant Air
Sun 7/279:15 pmSRQ - SWF
2 stops21h 51mAllegiant Air
Deal found 6/27$349

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 June 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 7/25

7:56 pm-11:21 pm

Nonstop3h 25m

Fort Lauderdale

Fri 8/1

4:01 pm-7:06 pm

Nonstop3h 05m

$86

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Thu 9/4

7:12 pm-10:10 pm

Nonstop2h 58m

Tampa St. Petersburg

Sun 9/7

3:35 pm-6:22 pm

Nonstop2h 47m

$108

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 9/7

11:33 am-2:47 pm

Nonstop3h 14m

Orlando

Sun 9/14

8:00 am-10:53 am

Nonstop2h 53m

$118

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 8/11

7:56 pm-9:57 am

1 stop14h 01m

Orlando

Fri 8/15

6:20 am-6:47 pm

1 stop12h 27m

$174

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Mon 8/11

6:11 pm-9:07 am

1 stop14h 56m

Fort Lauderdale

Fri 8/15

3:42 pm-6:47 pm

Nonstop3h 05m

$177

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 8/4

7:56 pm-9:27 am

1 stop13h 31m

Tampa

Fri 8/8

5:40 am-7:06 pm

1 stop13h 26m

$180

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 9/4

11:33 am-11:52 am

1 stop24h 19m

Key West

Sun 9/7

8:55 am-11:44 am

2 stops26h 49m

$203

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Mon 8/4

7:56 pm-7:19 pm

2 stops23h 23m

Miami

Thu 8/7

5:48 pm-7:06 pm

2 stops25h 18m

$292

New WindsorFort Myers

SWF - RSW

SWFRSW

New Windsor Stewart

Fri 8/1

7:56 pm-8:29 pm

2 stops24h 33m

Fort Myers SW Florida Intl

Sun 8/3

9:34 pm-7:06 pm

2 stops21h 32m

$294

New WindsorWest Palm Beach

SWF - PBI

SWFPBI

New Windsor Stewart

Fri 8/1

7:56 pm-6:26 pm

2 stops22h 30m

Palm Beach Intl

Sun 8/3

8:24 pm-7:06 pm

2 stops22h 42m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 44 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 $231). 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 June 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.

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 June 30, 2025.
Peruse reviews from past customers who have flown with Breeze Airways 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
8.1
Very good
182 reviews

Comfort

8.2

Entertainment

6.6

Overall

8.1

Boarding

8.4

Food

6.8

Crew

8.8

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
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Comfort

8.2

Entertainment

6.6

Overall

8.1

Boarding

8.4

Food

6.8

Crew

8.8

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
7.2
Good
711 reviews
Breeze Airways
8.1
Very good
182 reviews

Comfort

8.2

Entertainment

6.6

Overall

8.1

Boarding

8.4

Food

6.8

Crew

8.8

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 $231). 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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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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$101FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$59Average$111FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$149FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$305FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$95Average$212FlexibilityNo cancel feeOn-timeN/A

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