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$44+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$86
(lastminute.com)

One-way from

$44
(Booking.com)

Popular in

April

Cheapest in

March

Average price

$216
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 ($0 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 junio 12, 2025.

This lastminute.com deal was found by Cheapflights users on 6/10. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/117:56 pmSWF - FLL
Nonstop3h 25mAllegiant Air
lun. 7/144:01 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Deal found 6/10$86
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
jue. 9/187:12 pmSWF - PIE
Nonstop2h 58mAllegiant Air
dom. 9/213:35 pmPIE - SWF
Nonstop2h 47mAllegiant Air
Deal found 6/11$108
This CheapOair deal was found by Cheapflights users on 6/11. 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.
sáb. 8/307:29 pmSWF - MCO
Nonstop3h 04mBreeze Airways
jue. 9/48:00 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 6/11$118
This Mytrip deal was found by Cheapflights users on 6/11. 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.
lun. 8/47:56 pmSWF - FLL
Nonstop3h 25mMultiple Airlines
vie. 8/88:55 amFLL - SWF
1 stop25h 18mMultiple Airlines
Deal found 6/11$134
This Mytrip deal was found by Cheapflights users on 6/10. 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.
vie. 10/312:11 pmSWF - MCO
1 stop10h 49mMultiple Airlines
dom. 10/57:40 pmMCO - SWF
1 stop14h 31mMultiple Airlines
Deal found 6/10$174
This Mytrip deal was found by Cheapflights users on 6/10. 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.
vie. 7/257:56 pmSWF - TPA
1 stop13h 31mMultiple Airlines
lun. 7/285:40 amTPA - SWF
1 stop13h 26mMultiple Airlines
Deal found 6/10$194
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
dom. 6/227:52 pmSWF - EYW
1 stop17h 25mBreeze Airways
jue. 6/2610:12 amEYW - SWF
1 stop9h 00mBreeze Airways
Deal found 6/12$208
This Mytrip deal was found by Cheapflights users on 6/10. 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.
jue. 9/187:12 pmSWF - EYW
1 stop19h 24mAllegiant Air
lun. 9/223:44 pmEYW - SWF
1 stop18h 42mAllegiant Air
Deal found 6/10$224
This Mytrip deal was found by Cheapflights users on 6/10. 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.
vie. 8/87:56 pmSWF - PNS
1 stop17h 48mMultiple Airlines
vie. 8/158:46 amPNS - SWF
1 stop9h 01mMultiple Airlines
Deal found 6/10$228
This Mytrip deal was found by Cheapflights users on 6/11. 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.
vie. 7/187:56 pmSWF - PIE
2 stops27h 43mMultiple Airlines
jue. 7/247:30 amPIE - SWF
Nonstop2h 53mMultiple Airlines
Deal found 6/11$229
This Mytrip deal was found by Cheapflights users on 6/10. 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.
vie. 8/17:56 pmSWF - JAX
2 stops23h 13mMultiple Airlines
dom. 8/39:44 amJAX - SWF
2 stops33h 22mMultiple Airlines
Deal found 6/10$283
This Mytrip deal was found by Cheapflights users on 6/10. 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.
sáb. 7/265:48 pmSWF - SRQ
2 stops29h 13mAllegiant Air
vie. 8/111:35 amSRQ - SWF
2 stops22h 38mAllegiant Air
Deal found 6/10$292

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 junio 12, 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

vie. 7/11

7:56 pm-11:21 pm

Nonstop3h 25m

Fort Lauderdale

lun. 7/14

4:01 pm-7:06 pm

Nonstop3h 05m

$86

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

jue. 9/18

7:12 pm-10:10 pm

Nonstop2h 58m

Tampa St. Petersburg

dom. 9/21

3:35 pm-6:22 pm

Nonstop2h 47m

$108

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

sáb. 8/30

7:29 pm-10:33 pm

Nonstop3h 04m

Orlando

jue. 9/4

8:00 am-10:53 am

Nonstop2h 53m

$118

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

lun. 8/4

7:56 pm-11:21 pm

Nonstop3h 25m

Fort Lauderdale

vie. 8/8

8:55 am-10:13 am

1 stop25h 18m

$134

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

vie. 10/3

12:11 pm-11:00 pm

1 stop10h 49m

Orlando

dom. 10/5

7:40 pm-10:11 am

1 stop14h 31m

$174

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

vie. 7/25

7:56 pm-9:27 am

1 stop13h 31m

Tampa

lun. 7/28

5:40 am-7:06 pm

1 stop13h 26m

$194

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

dom. 6/22

7:52 pm-1:17 pm

1 stop17h 25m

Key West

jue. 6/26

10:12 am-7:12 pm

1 stop9h 00m

$208

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

vie. 8/8

7:56 pm-12:44 pm

1 stop17h 48m

Pensacola

vie. 8/15

8:46 am-6:47 pm

1 stop9h 01m

$228

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

vie. 7/18

7:56 pm-11:39 pm

2 stops27h 43m

Tampa St. Petersburg

jue. 7/24

7:30 am-10:23 am

Nonstop2h 53m

$229

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

mié. 7/16

7:00 pm-4:45 pm

1 stop21h 45m

Key West

sáb. 7/19

3:58 pm-10:23 am

1 stop18h 25m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 48 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 junio 12, 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 junio 12, 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
178 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

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
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

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
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

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 $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

Browse thousands of different options on Cheapflights for your next trip

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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$101FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$50Average$111FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$150FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$272FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$95Average$214FlexibilityNo cancel feeOn-timeN/A

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