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Stewart

$48+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — SWF
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$80
(Booking.com)

One-way from

$48
(Gotogate)

Popular in

October

Cheapest in

January

Average price

$176
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. 1% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 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 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 12, 2025.

This Booking.com deal was found by Cheapflights users on 6/9. 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.
Fri 8/223:52 pmPGD - SWF
Nonstop2h 55mAllegiant Air
Mon 8/257:37 pmSWF - PGD
Nonstop3h 02mAllegiant Air
Deal found 6/9$80
This Booking.com deal was found by Cheapflights users on 6/9. 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 7/144:01 pmFLL - SWF
Nonstop3h 05mAllegiant Air
Mon 7/287:56 pmSWF - FLL
Nonstop3h 25mAllegiant Air
Deal found 6/9$92
This Travelocity 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 Travelocity 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 6/10$122
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.
Fri 8/16:50 amMCO - SWF
1 stop12h 16mMultiple Airlines
Mon 8/47:56 pmSWF - MCO
1 stop23h 19mMultiple Airlines
Deal found 6/11$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.
Fri 7/254:01 pmFLL - SWF
Nonstop3h 05mMultiple Airlines
Sun 7/276:42 pmSWF - FLL
1 stop14h 25mMultiple Airlines
Deal found 6/10$184
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.
Thu 7/174:12 pmTPA - SWF
1 stop26h 54mMultiple Airlines
Mon 7/217:56 pmSWF - TPA
1 stop23h 48mMultiple Airlines
Deal found 6/10$194
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/39:15 pmSRQ - SWF
2 stops21h 51mAllegiant Air
Wed 8/67:00 pmSWF - SRQ
2 stops22h 15mAllegiant Air
Deal found 6/12$288
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.
Tue 8/53:15 pmPBI - SWF
2 stops26h 55mAllegiant Air
Fri 8/87:56 pmSWF - PBI
2 stops19h 45mAllegiant Air
Deal found 6/11$302
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.
Fri 7/46:00 amPNS - SWF
2 stops10h 21mMultiple Airlines
Mon 7/77:56 pmSWF - PNS
1 stop12h 55mMultiple Airlines
Deal found 6/11$323
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.
Mon 8/47:30 amPGD - SWF
Nonstop2h 59mMultiple Airlines
Fri 8/81:28 pmSWF - PGD
3 stops26h 37mMultiple Airlines
Deal found 6/10$329
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.
Thu 10/3011:08 amJAX - SWF
2 stops30h 41mAllegiant Air
Sun 11/21:35 pmSWF - JAX
2 stops28h 08mAllegiant Air
Deal found 6/11$350
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.
Tue 7/12:53 pmMIA - SWF
2 stops20h 07mMultiple Airlines
Mon 7/77:56 pmSWF - MIA
2 stops22h 04mMultiple Airlines
Deal found 6/11$356

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 12, 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

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Fri 8/22

3:52 pm-6:47 pm

Nonstop2h 55m

New Windsor Stewart

Mon 8/25

7:37 pm-10:39 pm

Nonstop3h 02m

$80

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Mon 7/14

4:01 pm-7:06 pm

Nonstop3h 05m

New Windsor Stewart

Mon 7/28

7:56 pm-11:21 pm

Nonstop3h 25m

$92

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

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 8/1

6:50 am-7:06 pm

1 stop12h 16m

New Windsor Stewart

Mon 8/4

7:56 pm-7:15 pm

1 stop23h 19m

$174

Fort LauderdaleNew Windsor

FLL - SWF

FLLSWF

Fort Lauderdale

Fri 7/25

4:01 pm-7:06 pm

Nonstop3h 05m

New Windsor Stewart

Sun 7/27

6:42 pm-9:07 am

1 stop14h 25m

$184

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 7/17

4:12 pm-7:06 pm

1 stop26h 54m

New Windsor Stewart

Mon 7/21

7:56 pm-7:44 pm

1 stop23h 48m

$194

SarasotaNew Windsor

SRQ - SWF

SRQSWF

Sarasota Bradenton Intl

Sun 8/3

9:15 pm-7:06 pm

2 stops21h 51m

New Windsor Stewart

Wed 8/6

7:00 pm-5:15 pm

2 stops22h 15m

$288

West Palm BeachNew Windsor

PBI - SWF

PBISWF

Palm Beach Intl

Tue 8/5

3:15 pm-6:10 pm

2 stops26h 55m

New Windsor Stewart

Fri 8/8

7:56 pm-3:41 pm

2 stops19h 45m

$302

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Fri 7/4

6:00 am-5:21 pm

2 stops10h 21m

New Windsor Stewart

Mon 7/7

7:56 pm-7:51 am

1 stop12h 55m

$323

Punta GordaNew Windsor

PGD - SWF

PGDSWF

Punta Gorda

Mon 8/4

7:30 am-10:29 am

Nonstop2h 59m

New Windsor Stewart

Fri 8/8

1:28 pm-4:05 pm

3 stops26h 37m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 44 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 $219). 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 12, 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 12, 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
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

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

Boarding

8.3

Comfort

8.2

Food

6.7

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

Boarding

8.3

Comfort

8.2

Food

6.7

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 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, Tampa - New Windsor Stewart or Fort Lauderdale - 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 $219). 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
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$58Average$190FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$66Average$143FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$74Average$140FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$218FlexibilityNo cancel feeOn-timeN/A

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