Florida

$49+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Feb 16 — Feb 231
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Cheap flight deals from Stewart to Florida

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Florida (USFL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$100
(Cheapflightsfares)

One-way from

$49
(lastminute.com)

Popular in

December

Cheapest in

January

Average price

$274
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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From New Windsor Stewart to Florida
One-way flight from New Windsor Stewart to Florida
High demand for flights, 1% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2210:54 amSWF - PGD
Nonstop3h 15mAllegiant Air
Fri 2/286:10 amPGD - SWF
Nonstop2h 53mAllegiant Air
Deal found 2/10$100
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/211:50 amSWF - FLL
Nonstop3h 25mAllegiant Air
Mon 5/57:55 amFLL - SWF
Nonstop3h 05mAllegiant Air
Deal found 2/10$100
This Mytrip deal was found by Cheapflights users on 2/10. 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 3/312:00 pmSWF - MCO
1 stop4h 31mBreeze Airways
Fri 3/77:00 amMCO - SWF
1 stop4h 20mBreeze Airways
Deal found 2/10$102
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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.
Tue 3/410:50 amSWF - PIE
Nonstop3h 10mAllegiant Air
Tue 3/117:10 amPIE - SWF
Nonstop2h 52mAllegiant Air
Deal found 2/11$108
This Mytrip deal was found by Cheapflights users on 2/10. 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 2/216:29 pmSWF - FLL
Nonstop3h 25mMultiple Airlines
Thu 2/277:35 pmFLL - SWF
1 stop15h 50mMultiple Airlines
Deal found 2/10$138
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Sun 3/27:54 pmSWF - MCO
Nonstop3h 08mMultiple Airlines
Thu 3/66:44 pmMCO - SWF
1 stop14h 36mMultiple Airlines
Deal found 2/11$189
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Fri 4/410:10 amSWF - TPA
1 stop10h 51mMultiple Airlines
Sun 4/610:12 pmTPA - SWF
1 stop11h 08mMultiple Airlines
Deal found 2/11$190
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Mon 2/2412:05 pmSWF - PGD
3 stops23h 45mMultiple Airlines
Wed 3/197:00 amPGD - SWF
Nonstop2h 51mMultiple Airlines
Deal found 2/11$237
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Fri 2/286:23 pmSWF - PNS
2 stops23h 34mMultiple Airlines
Sun 3/25:52 pmPNS - SWF
1 stop15h 48mMultiple Airlines
Deal found 2/11$244
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Mon 3/2412:00 pmSWF - PBI
1 stop6h 08mBreeze Airways
Thu 3/2712:55 pmPBI - SWF
3 stops22h 25mBreeze Airways
Deal found 2/11$250
This Gotogate deal was found by Cheapflights users on 2/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1211:40 amSWF - RSW
Nonstop3h 15mBreeze Airways
Wed 2/198:00 amRSW - SWF
Nonstop3h 00mBreeze Airways
Deal found 2/11$266
This Mytrip deal was found by Cheapflights users on 2/11. 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.
Mon 3/2412:00 pmSWF - PBI
1 stop6h 08mMultiple Airlines
Thu 3/2712:55 pmPBI - SWF
2 stops20h 25mMultiple Airlines
Deal found 2/11$269

Find flights from Stewart to Florida within your budget

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 February 11, 2025.

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Route

Depart

Return

Price

New WindsorPunta Gorda

SWF - PGD

SWFPGD

New Windsor Stewart

Sat 2/22

10:54 am-2:09 pm

Nonstop3h 15m

Punta Gorda

Fri 2/28

6:10 am-9:03 am

Nonstop2h 53m

$100

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 5/2

11:50 am-3:15 pm

Nonstop3h 25m

Fort Lauderdale

Mon 5/5

7:55 am-11:00 am

Nonstop3h 05m

$100

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 3/3

12:00 pm-4:31 pm

1 stop4h 31m

Orlando

Fri 3/7

7:00 am-11:20 am

1 stop4h 20m

$102

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Tue 3/4

10:50 am-2:00 pm

Nonstop3h 10m

Tampa St. Petersburg

Thu 3/6

4:29 pm-7:21 pm

Nonstop2h 52m

$108

New WindsorFort Lauderdale

SWF - FLL

SWFFLL

New Windsor Stewart

Fri 2/21

6:29 pm-9:54 pm

Nonstop3h 25m

Fort Lauderdale

Thu 2/27

7:35 pm-11:25 am

1 stop15h 50m

$138

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 4/4

10:10 am-9:01 pm

1 stop10h 51m

Tampa

Sun 4/6

10:12 pm-9:20 am

1 stop11h 08m

$190

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Mon 3/3

6:23 pm-7:53 am

1 stop14h 30m

Pensacola

Thu 3/6

6:00 pm-9:20 am

1 stop14h 20m

$197

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 4/21

11:50 am-9:53 pm

1 stop10h 03m

Orlando

Sun 4/27

8:34 pm-11:00 am

1 stop14h 26m

$201

New WindsorPunta Gorda

SWF - PGD

SWFPGD

New Windsor Stewart

Mon 2/24

12:05 pm-11:50 am

3 stops23h 45m

Punta Gorda

Wed 3/19

7:00 am-9:51 am

Nonstop2h 51m

$237

New WindsorTampa

SWF - PIE

SWFPIE

New Windsor Stewart

Sun 4/20

8:04 pm-11:05 pm

Nonstop3h 01m

Tampa St. Petersburg

Thu 4/24

3:10 pm-11:00 am

2 stops19h 50m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 39 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.

Travel insights for flights from Stewart to Florida

Get recent, data-driven insights about flights from Stewart to Florida including ideal travel times, pricing trends, and more.

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 February 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 February 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.
8.1
Very good