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$162+ Cheap flights from New Windsor to Sarasota (SWF - SRQ)

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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SRQ
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Stewart to Sarasota

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Sarasota (SRQ). 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$403
(Mytrip)

One-way from

$162
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$272
Provider with most accurate pricing for New Windsor Stewart-Sarasota Bradenton Intl flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-Sarasota Bradenton Intl flights.
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From New Windsor Stewart to Sarasota Bradenton Intl
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One-way flight from New Windsor Stewart to Sarasota Bradenton Intl
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Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Stewart to Sarasota

Cheapest flights from Stewart to Sarasota
Explore the most affordable flight options available from Stewart to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Mytrip deal was found by Cheapflights users on 10/27. 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 11/136:14 pmSWF - SRQ
2 stops28h 26mAllegiant Air
Sun 11/168:45 amSRQ - SWF
2 stops26h 26mAllegiant Air
Deal found 10/27$403
This Mytrip deal was found by Cheapflights users on 10/28. 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 12/1811:09 amSWF - SRQ
2 stops21h 06mAllegiant Air
Tue 12/236:52 pmSRQ - SWF
2 stops21h 52mAllegiant Air
Deal found 10/28$485
This Mytrip deal was found by Cheapflights users on 10/26. 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 11/66:14 pmSWF - SRQ
2 stops29h 21mAllegiant Air
Sun 11/98:45 amSRQ - SWF
2 stops26h 26mAllegiant Air
Deal found 10/26$500
This Mytrip deal was found by Cheapflights users on 10/28. 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 12/1811:09 amSWF - SRQ
2 stops21h 06mAllegiant Air
Sun 12/285:06 pmSRQ - SWF
2 stops18h 56mAllegiant Air
Deal found 10/28$507
This Mytrip deal was found by Cheapflights users on 10/27. 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 12/19:56 amSWF - SRQ
2 stops13h 07mAllegiant Air
Sun 12/285:06 pmSRQ - SWF
2 stops18h 56mAllegiant Air
Deal found 10/27$515
This Mytrip deal was found by Cheapflights users on 10/27. 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 12/209:45 amSWF - SRQ
2 stops24h 01mAllegiant Air
Tue 12/306:52 pmSRQ - SWF
2 stops21h 52mAllegiant Air
Deal found 10/27$523
This Mytrip deal was found by Cheapflights users on 10/28. 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 11/711:31 amSWF - SRQ
2 stops23h 16mAllegiant Air
Mon 11/107:01 amSRQ - SWF
2 stops27h 25mAllegiant Air
Deal found 10/28$529
This Mytrip deal was found by Cheapflights users on 10/28. 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 11/711:31 amSWF - SRQ
2 stops23h 16mAllegiant Air
Sun 11/98:45 amSRQ - SWF
2 stops26h 26mAllegiant Air
Deal found 10/28$530
This Mytrip deal was found by Cheapflights users on 10/28. 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 12/1811:09 amSWF - SRQ
2 stops21h 06mAllegiant Air
Sun 12/217:13 pmSRQ - SWF
2 stops21h 25mAllegiant Air
Deal found 10/28$561
This Mytrip deal was found by Cheapflights users on 10/27. 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 12/196:56 pmSWF - SRQ
2 stops28h 00mMultiple Airlines
Thu 1/19:05 pmSRQ - SWF
2 stops22h 23mMultiple Airlines
Deal found 10/27$563

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Sarasota 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 October 29, 2025.
Use the filters below to find and compare flights from New Windsor to Sarasota that are best for you.

Fly from

Stewart

Fly to

Sarasota

Route

Depart

Return

Price

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Thu 11/13

6:14 pm-10:40 pm

2 stops28h 26m

Sarasota Bradenton Intl

Sun 11/16

8:45 am-11:11 am

2 stops26h 26m

$403

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Thu 12/18

11:09 am-8:15 am

2 stops21h 06m

Sarasota Bradenton Intl

Tue 12/23

6:52 pm-4:44 pm

2 stops21h 52m

$485

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Thu 12/18

11:09 am-8:15 am

2 stops21h 06m

Sarasota Bradenton Intl

Sun 12/28

5:06 pm-12:02 pm

2 stops18h 56m

$507

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Mon 12/1

9:56 am-11:03 pm

2 stops13h 07m

Sarasota Bradenton Intl

Sun 12/28

5:06 pm-12:02 pm

2 stops18h 56m

$515

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Sat 12/20

9:45 am-9:46 am

2 stops24h 01m

Sarasota Bradenton Intl

Tue 12/30

6:52 pm-4:44 pm

2 stops21h 52m

$523

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Thu 12/18

11:09 am-8:15 am

2 stops21h 06m

Sarasota Bradenton Intl

Sun 12/21

7:13 pm-4:38 pm

2 stops21h 25m

$561

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Fri 12/19

6:56 pm-10:56 pm

2 stops28h 00m

Sarasota Bradenton Intl

Thu 1/1

9:05 pm-7:28 pm

2 stops22h 23m

$563

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Sat 12/20

9:45 am-9:46 am

2 stops24h 01m

Sarasota Bradenton Intl

Thu 1/1

9:05 pm-7:28 pm

2 stops22h 23m

$570

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Wed 12/31

10:40 am-1:31 pm

2 stops26h 51m

Sarasota Bradenton Intl

Sun 1/4

12:35 pm-12:02 pm

2 stops23h 27m

$630

New WindsorSarasota

SWF - SRQ

SWFSRQ

New Windsor Stewart

Fri 1/2

8:18 pm-9:26 pm

2 stops25h 08m

Sarasota Bradenton Intl

Sun 1/4

12:35 pm-12:02 pm

2 stops23h 27m

$642

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 23 results
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Compare providers for flights from Stewart to Sarasota

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Sarasota in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Sarasota flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Sarasota flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Sarasota flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Sarasota flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Sarasota flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Sarasota

Have a flexible travel schedule? Discover the best time to fly to Sarasota 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 Sarasota

What is the cheapest month to book a flight from New Windsor to Sarasota?

Currently, January is the cheapest month in which you can book a flight from New Windsor to Sarasota (average of $29). Flying from New Windsor to Sarasota in June is currently the most expensive (average of $85). 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 SRQ?

Find hourly flight availability from Stewart to Sarasota. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from New Windsor to Sarasota in the afternoon. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Sarasota. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New Windsor to Sarasota?

    There are many flights that can get you from New Windsor to Sarasota in 28h 26m. Fly via Allegiant Air to get the fastest option. The distance between New Windsor and Sarasota is about 1085 mi.

  • Can I find deals for flights from Stewart to Sarasota that include hotel bookings?

    Yes. In addition to deals on Stewart to Sarasota flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Sarasota?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Sarasota.

  • Can I find deals for business class flights from Stewart to Sarasota?

    Yes. Cheapflights offers flight deals from Stewart to Sarasota 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 Sarasota?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Sarasota (average of $29). Flying from New Windsor to Sarasota in June is currently the most expensive (average of $85). 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 Sarasota?

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