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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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
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 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$92
(Flightnetwork)

One-way from

$51
(Booking.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 11, 2025.

This Flightnetwork deal was found by Cheapflights users on 4/10. 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 Flightnetwork 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 4/10$92
This Flightnetwork deal was found by Cheapflights users on 4/9. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1011:13 amSWF - PIE
Nonstop2h 57mAllegiant Air
Sun 7/137:30 amPIE - SWF
Nonstop2h 53mAllegiant Air
Deal found 4/9$109
This CheapOair deal was found by Cheapflights users on 4/9. 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.
Sun 5/2512:06 pmSWF - MCO
Nonstop3h 04mBreeze Airways
Thu 5/298:30 amMCO - SWF
Nonstop2h 56mBreeze Airways
Deal found 4/9$118
This Booking.com deal was found by Cheapflights users on 4/9. 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 5/511:50 amSWF - MCO
1 stop21h 36mMultiple Airlines
Thu 5/89:42 pmMCO - SWF
1 stop13h 18mMultiple Airlines
Deal found 4/9$154
This Mytrip deal was found by Cheapflights users on 4/10. 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 5/911:50 amSWF - FLL
Nonstop3h 25mMultiple Airlines
Mon 5/126:00 amFLL - SWF
1 stop13h 49mMultiple Airlines
Deal found 4/10$170
This Mytrip deal was found by Cheapflights users on 4/10. 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 6/238:01 pmSWF - TPA
1 stop23h 23mMultiple Airlines
Fri 6/275:30 amTPA - SWF
1 stop13h 41mMultiple Airlines
Deal found 4/10$176
This Mytrip deal was found by Cheapflights users on 4/10. 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 5/1611:55 amSWF - PNS
1 stop8h 56mMultiple Airlines
Sun 5/184:35 pmPNS - SWF
1 stop17h 30mMultiple Airlines
Deal found 4/10$242
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 8/77:52 pmSWF - EYW
1 stop17h 15mBreeze Airways
Mon 8/1110:02 amEYW - SWF
1 stop25h 54mBreeze Airways
Deal found 4/9$250
This Mytrip deal was found by Cheapflights users on 4/9. 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 5/1711:03 amSWF - EYW
1 stop22h 37mAllegiant Air
Sat 5/243:52 pmEYW - SWF
1 stop18h 41mAllegiant Air
Deal found 4/9$285
This Mytrip deal was found by Cheapflights users on 4/9. 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 5/3011:55 amSWF - JAX
2 stops31h 27mAllegiant Air
Sun 6/19:43 amJAX - SWF
2 stops25h 22mAllegiant Air
Deal found 4/9$297
This Mytrip deal was found by Cheapflights users on 4/10. 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 5/3011:55 amSWF - SRQ
2 stops33h 18mAllegiant Air
Thu 6/52:07 pmSRQ - SWF
2 stops28h 21mAllegiant Air
Deal found 4/10$301
This Mytrip deal was found by Cheapflights users on 4/10. 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 - RSW
2 stops20h 45mMultiple Airlines
Thu 6/1210:19 amRSW - SWF
2 stops32h 09mMultiple Airlines
Deal found 4/10$337

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 11, 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

$92

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Thu 7/10

11:13 am-2:10 pm

Nonstop2h 57m

Tampa St. Petersburg

Sun 7/13

7:30 am-10:23 am

Nonstop2h 53m

$109

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 5/25

12:06 pm-3:10 pm

Nonstop3h 04m

Orlando

Thu 5/29

8:30 am-11:26 am

Nonstop2h 56m

$118

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 5/5

11:50 am-9:26 am

1 stop21h 36m

Orlando

Thu 5/8

9:42 pm-11:00 am

1 stop13h 18m

$154

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 5/9

11:50 am-3:15 pm

Nonstop3h 25m

Fort Lauderdale

Mon 5/12

6:00 am-7:49 pm

1 stop13h 49m

$170

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 6/23

8:01 pm-7:24 pm

1 stop23h 23m

Tampa

Fri 6/27

5:30 am-7:11 pm

1 stop13h 41m

$176

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 5/16

11:55 am-7:51 pm

1 stop8h 56m

Pensacola

Sun 5/18

4:35 pm-11:05 am

1 stop17h 30m

$242

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 8/7

7:52 pm-1:07 pm

1 stop17h 15m

Key West

Mon 8/11

10:02 am-11:56 am

1 stop25h 54m

$250

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sat 5/17

11:03 am-9:40 am

1 stop22h 37m

Key West

Sat 5/24

3:52 pm-10:33 am

1 stop18h 41m

$285

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Fri 5/30

11:55 am-7:22 pm

2 stops31h 27m

Jacksonville

Sun 6/1

9:43 am-11:05 am

2 stops25h 22m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 45 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 $229). 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 11, 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 11, 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
158 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

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
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

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
158 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

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 - Tampa or New Windsor Stewart - Fort Lauderdale.

  • 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 $229). 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

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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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$50Average$116FlexibilityNo cancel feeOn-time65%
FrontierCheapest$56Average$95FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$77Average$152FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$280FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$95Average$213FlexibilityNo cancel feeOn-timeN/A

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