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Stewart

$56+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Florida to Stewart

Keep the following information in mind while searching for Florida to Stewart flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$100
(Cheapflightsfares)

One-way from

$60
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$137
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
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From Florida to New Windsor Stewart
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One-way flight from Florida to New Windsor Stewart
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Highest demand for flights based on searches. 15% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:55 amFLL - SWF
Nonstop3h 05mAllegiant Air
Mon 5/1211:50 amSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 3/27$100
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/18:50 amMCO - SWF
Nonstop2h 59mBreeze Airways
Sun 4/67:54 pmSWF - MCO
Nonstop3h 08mBreeze Airways
Deal found 3/27$127
This Mytrip deal was found by Cheapflights users on 3/26. 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 5/96:05 amFLL - SWF
1 stop13h 44mMultiple Airlines
Mon 5/1211:50 amSWF - FLL
Nonstop3h 25mMultiple Airlines
Deal found 3/26$136
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Sun 4/278:37 pmMCO - SWF
1 stop14h 23mMultiple Airlines
Fri 5/211:50 amSWF - MCO
1 stop21h 36mMultiple Airlines
Deal found 3/27$180
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/285:00 amTPA - SWF
1 stop6h 00mMultiple Airlines
Mon 5/511:50 amSWF - TPA
1 stop19h 07mMultiple Airlines
Deal found 3/27$182
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/13:59 pmPNS - SWF
1 stop26h 50mMultiple Airlines
Sun 5/45:53 pmSWF - PNS
2 stops15h 45mMultiple Airlines
Deal found 3/27$281
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/310:02 amSRQ - SWF
2 stops32h 44mAllegiant Air
Sun 4/68:14 pmSWF - SRQ
2 stops20h 47mAllegiant Air
Deal found 3/27$327
This Mytrip deal was found by Cheapflights users on 3/26. 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 5/249:48 pmJAX - SWF
2 stops19h 31mAllegiant Air
Wed 5/286:42 pmSWF - JAX
2 stops18h 37mAllegiant Air
Deal found 3/26$379
This Mytrip deal was found by Cheapflights users on 3/26. 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 5/3012:48 pmPBI - SWF
2 stops24h 14mMultiple Airlines
Sun 6/16:06 pmSWF - PBI
2 stops17h 25mMultiple Airlines
Deal found 3/26$408
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/228:33 amPBI - SWF
2 stops26h 32mAllegiant Air
Mon 5/2611:55 amSWF - PBI
2 stops26h 22mAllegiant Air
Deal found 3/27$420
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/18:58 amMIA - SWF
2 stops26h 02mMultiple Airlines
Thu 5/1512:06 pmSWF - MIA
2 stops22h 43mMultiple Airlines
Deal found 3/27$450
This Mytrip deal was found by Cheapflights users on 3/26. 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 4/237:00 amPGD - SWF
Nonstop3h 01mMultiple Airlines
Sun 4/275:53 pmSWF - PGD
3 stops23h 00mMultiple Airlines
Deal found 3/26$455

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 March 28, 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 4/25

7:55 am-11:00 am

Nonstop3h 05m

New Windsor Stewart

Mon 4/28

11:50 am-3:15 pm

Nonstop3h 25m

$100

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Tue 4/1

8:50 am-11:49 am

Nonstop2h 59m

New Windsor Stewart

Sun 4/6

7:54 pm-11:02 pm

Nonstop3h 08m

$127

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 5/23

7:20 pm-12:27 pm

1 stop17h 07m

New Windsor Stewart

Mon 5/26

11:55 am-3:20 pm

Nonstop3h 25m

$176

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Mon 4/28

5:00 am-11:00 am

1 stop6h 00m

New Windsor Stewart

Mon 5/5

11:50 am-6:57 am

1 stop19h 07m

$177

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 4/27

8:37 pm-11:00 am

1 stop14h 23m

New Windsor Stewart

Fri 5/2

11:50 am-9:26 am

1 stop21h 36m

$180

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Thu 5/1

3:59 pm-7:49 pm

1 stop26h 50m

New Windsor Stewart

Sun 5/4

5:53 pm-8:38 am

2 stops15h 45m

$281

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Sat 5/24

9:48 pm-5:19 pm

2 stops19h 31m

New Windsor Stewart

Wed 5/28

6:42 pm-1:19 pm

2 stops18h 37m

$379

West Palm BeachNew Windsor

PBI - SWF

PBISWF

Palm Beach Intl

Fri 5/30

12:48 pm-1:02 pm

2 stops24h 14m

New Windsor Stewart

Sun 6/1

6:06 pm-11:31 am

2 stops17h 25m

$408

West Palm BeachNew Windsor

PBI - SWF

PBISWF

Palm Beach Intl

Thu 5/22

8:33 am-11:05 am

2 stops26h 32m

New Windsor Stewart

Mon 5/26

11:55 am-2:17 pm

2 stops26h 22m

$420

MiamiNew Windsor

MIA - SWF

MIASWF

Miami

Thu 5/1

8:58 am-11:00 am

2 stops26h 02m

New Windsor Stewart

Thu 5/15

12:06 pm-10:49 am

2 stops22h 43m

$450

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 41 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, October is the cheapest month in which you can book a flight from Florida to New Windsor (average of $109). Flying from Florida to New Windsor in August is currently the most expensive (average of $224). 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 March 28, 2025.

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

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated March 28, 2025.
Get a feel of what it's like to fly with Breeze Airways and Allegiant Air from Florida to New Windsor by reading reviews from past customers. 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
157 reviews

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Boarding

8.3

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
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Boarding

8.3

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
7.3
Good
731 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Boarding

8.3

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 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.

  • 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, October is the cheapest month in which you can book a flight from Florida to New Windsor (average of $109). Flying from Florida to New Windsor in August is currently the most expensive (average of $224). 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 Florida?

Book flights to Florida 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 4 airlines flying from Florida to Stewart

Discover the top 4 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$58Average$190FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$175FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$76Average$134FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$125Average$221FlexibilityNo cancel feeOn-timeN/A
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