Stewart

$49+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
Jul 1 — Jul 81
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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 June 26, 2025.

Round-trip from

$95
(lastminute.com)

One-way from

$50
(Trip.com)

Popular in

October

Cheapest in

January

Average price

$178
From Florida to New Windsor Stewart
One-way flight from Florida to New Windsor Stewart
Highest demand for flights based on searches. 2% potential increase in price ($3 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in June 2025

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 June 26, 2025.

This lastminute.com deal was found by Cheapflights users on 6/25. 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.
Fri 7/254:01 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Fri 8/17:56 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 6/25$95
This Gotogate deal was found by Cheapflights users on 6/25. 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.
Fri 11/73:23 pmPGD - SWF
Nonstop2h 52mAllegiant Air
Mon 11/107:42 pmSWF - PGD
Nonstop3h 17mAllegiant Air
Deal found 6/25$104
This Expedia deal was found by Cheapflights users on 6/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:00 amMCO - SWF
Nonstop2h 53mBreeze Airways
Sun 9/711:33 amSWF - MCO
Nonstop3h 14mBreeze Airways
Deal found 6/24$122
This Mytrip deal was found by Cheapflights users on 6/26. 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 7/254:01 pmFLL - SWF
Nonstop3h 05mMultiple Airlines
Mon 7/286:11 pmSWF - FLL
1 stop14h 56mMultiple Airlines
Deal found 6/26$177
This Mytrip deal was found by Cheapflights users on 6/23. 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 7/186:50 amMCO - SWF
1 stop12h 16mMultiple Airlines
Mon 7/217:56 pmSWF - MCO
1 stop14h 01mMultiple Airlines
Deal found 6/23$179
This Mytrip deal was found by Cheapflights users on 6/25. 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 7/255:40 amTPA - SWF
1 stop13h 26mMultiple Airlines
Fri 8/17:56 pmSWF - TPA
1 stop13h 31mMultiple Airlines
Deal found 6/25$194
This Mytrip deal was found by Cheapflights users on 6/25. 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 7/2511:35 amSRQ - SWF
2 stops22h 38mAllegiant Air
Fri 8/17:56 pmSWF - SRQ
2 stops24h 26mAllegiant Air
Deal found 6/25$298
This Mytrip deal was found by Cheapflights users on 6/26. 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.
Thu 8/78:24 pmPBI - SWF
2 stops22h 42mAllegiant Air
Sat 8/911:03 amSWF - PBI
2 stops23h 43mAllegiant Air
Deal found 6/26$317
This Mytrip deal was found by Cheapflights users on 6/25. 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 7/207:20 pmRSW - SWF
2 stops23h 46mMultiple Airlines
Fri 7/257:56 pmSWF - RSW
2 stops21h 02mMultiple Airlines
Deal found 6/25$330
This Mytrip deal was found by Cheapflights users on 6/25. 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 7/314:51 pmMIA - SWF
2 stops24h 30mMultiple Airlines
Mon 8/47:56 pmSWF - MIA
2 stops17h 47mMultiple Airlines
Deal found 6/25$330
This Mytrip deal was found by Cheapflights users on 6/26. 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 8/111:35 amSRQ - SWF
2 stops22h 38mMultiple Airlines
Sun 8/36:42 pmSWF - SRQ
3 stops22h 33mMultiple Airlines
Deal found 6/26$340
This Mytrip deal was found by Cheapflights users on 6/26. 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.
Thu 8/219:01 pmPBI - SWF
2 stops19h 45mMultiple Airlines
Sun 8/2412:13 pmSWF - PBI
2 stops21h 13mMultiple Airlines
Deal found 6/26$383

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 June 26, 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 7/25

4:01 pm-7:06 pm

Nonstop3h 05m

New Windsor Stewart

Fri 8/1

7:56 pm-11:21 pm

Nonstop3h 25m

$95

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Fri 11/7

3:23 pm-6:15 pm

Nonstop2h 52m

New Windsor Stewart

Mon 11/10

7:42 pm-10:59 pm

Nonstop3h 17m

$104

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/4

8:00 am-10:53 am

Nonstop2h 53m

New Windsor Stewart

Sun 9/7

11:33 am-2:47 pm

Nonstop3h 14m

$122

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 7/25

4:01 pm-7:06 pm

Nonstop3h 05m

New Windsor Stewart

Mon 7/28

6:11 pm-9:07 am

1 stop14h 56m

$177

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 7/18

6:50 am-7:06 pm

1 stop12h 16m

New Windsor Stewart

Mon 7/21

7:56 pm-9:57 am

1 stop14h 01m

$179

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Fri 7/25

5:40 am-7:06 pm

1 stop13h 26m

New Windsor Stewart

Fri 8/1

7:56 pm-9:27 am

1 stop13h 31m

$194

SarasotaNew Windsor

SRQ - SWF

SRQSWF

Sarasota Bradenton Intl

Fri 7/25

11:35 am-10:13 am

2 stops22h 38m

New Windsor Stewart

Fri 8/1

7:56 pm-8:22 pm

2 stops24h 26m

$298

West Palm BeachNew Windsor

PBI - SWF

PBISWF

Palm Beach Intl

Thu 8/7

8:24 pm-7:06 pm

2 stops22h 42m

New Windsor Stewart

Sat 8/9

11:03 am-10:46 am

2 stops23h 43m

$317

Fort MyersNew Windsor

RSW - SWF

RSWSWF

Fort Myers SW Florida Intl

Sun 7/20

7:20 pm-7:06 pm

2 stops23h 46m

New Windsor Stewart

Fri 7/25

7:56 pm-4:58 pm

2 stops21h 02m

$330

MiamiNew Windsor

MIA - SWF

MIASWF

Miami

Thu 7/31

4:51 pm-5:21 pm

2 stops24h 30m

New Windsor Stewart

Mon 8/4

7:56 pm-1:43 pm

2 stops17h 47m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

Showing 1-10 of 42 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 $217). 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 June 26, 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 June 26, 2025.
Peruse reviews from past customers who have flown with Breeze Airways and Allegiant Air from Florida to New Windsor to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.8

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.4

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!

Food

6.8

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.4

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!

Food

6.8

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.4

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 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?

  • 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 $217). 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.

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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$58Average$188FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$66Average$112FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$74Average$142FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$117Average$216FlexibilityNo cancel feeOn-timeN/A

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