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$111+ Cheap flights from New Windsor (SWF) to Clearwater, FL

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Stewart to Clearwater

Keep the following information in mind while searching for Stewart to Clearwater flight deals. Data was last updated September 16, 2025.

Round-trip from

$208
(Kiwi.com)

One-way from

$111
(Kiwi.com)

Popular in

August

Cheapest in

May

Average price

$137
From New Windsor Stewart to Clearwater
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One-way flight from New Windsor Stewart to Clearwater
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Highest demand for flights based on searches. 7% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Clearwater

Cheapest flights from Stewart to Clearwater
Explore the most affordable flight options available from Stewart to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/312:11 pmSWF - TPA
1 stop19h 08mMultiple Airlines
Sun 10/511:02 pmTPA - SWF
1 stop11h 09mMultiple Airlines
Deal found 9/15$208
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Mon 10/2011:01 amSWF - TPA
1 stop6h 18mMultiple Airlines
Mon 10/276:28 amTPA - SWF
1 stop7h 43mMultiple Airlines
Deal found 9/13$215
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Mon 10/611:01 amSWF - TPA
1 stop6h 18mMultiple Airlines
Sun 10/1211:02 pmTPA - SWF
1 stop11h 09mMultiple Airlines
Deal found 9/15$245
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 10/1211:43 amSWF - TPA
2 stops28h 10mMultiple Airlines
Sun 10/1911:02 pmTPA - SWF
1 stop11h 09mMultiple Airlines
Deal found 9/14$320
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/1611:43 amSWF - TPA
2 stops22h 53mMultiple Airlines
Sun 10/1911:02 pmTPA - SWF
1 stop11h 09mMultiple Airlines
Deal found 9/14$325
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Mon 9/2912:24 pmSWF - TPA
1 stop10h 28mMultiple Airlines
Fri 10/35:06 pmTPA - SWF
2 stops41h 57mMultiple Airlines
Deal found 9/14$348
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 11/2612:17 pmSWF - TPA
1 stop19h 57mMultiple Airlines
Wed 12/38:27 pmTPA - SWF
2 stops39h 17mMultiple Airlines
Deal found 9/15$352
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 11/2111:12 amSWF - TPA
1 stop21h 02mMultiple Airlines
Sun 11/238:27 pmTPA - SWF
1 stop13h 40mMultiple Airlines
Deal found 9/15$363

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Clearwater 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 September 16, 2025.
Use the filters below to find and compare flights from New Windsor to Clearwater that are best for you.

Fly from

Stewart

Fly to

Clearwater

Route

Depart

Return

Price

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 10/3

12:11 pm-7:19 am

1 stop19h 08m

Tampa

Sun 10/5

11:02 pm-10:11 am

1 stop11h 09m

$208

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 10/20

11:01 am-11:58 pm

2 stops12h 57m

Tampa

Mon 10/27

6:28 am-2:11 pm

1 stop7h 43m

$259

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Thu 10/16

11:43 am-10:36 am

2 stops22h 53m

Tampa

Sun 10/19

11:02 pm-10:11 am

1 stop11h 09m

$325

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 1/2

12:24 pm-10:52 pm

1 stop10h 28m

Tampa

Sun 1/11

8:27 pm-10:19 am

1 stop13h 52m

$329

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Sun 10/12

5:45 pm-3:56 pm

1 stop22h 11m

Tampa

Sun 10/19

11:02 pm-10:11 am

1 stop11h 09m

$338

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 9/29

12:24 pm-10:52 pm

1 stop10h 28m

Tampa

Fri 10/3

5:06 pm-11:03 am

2 stops41h 57m

$348

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Wed 11/26

12:17 pm-8:14 am

1 stop19h 57m

Tampa

Wed 12/3

8:27 pm-11:44 am

2 stops39h 17m

$352

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 11/21

11:12 am-8:14 am

1 stop21h 02m

Tampa

Sun 11/23

8:27 pm-10:07 am

1 stop13h 40m

$363

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 9/26

12:24 pm-10:52 pm

1 stop10h 28m

Tampa

Tue 9/30

10:26 pm-11:03 am

2 stops36h 37m

$367

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 9/26

12:24 pm-10:52 pm

1 stop10h 28m

Tampa

Sat 9/27

3:08 pm-11:03 am

2 stops19h 55m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 23 results
1
2
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Best time to book a flight from Stewart to Clearwater

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

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

Currently, May is the cheapest month in which you can book a flight from New Windsor to Clearwater (average of $206). Flying from New Windsor to Clearwater in November 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 CL9?

Find hourly flight availability from Stewart to Clearwater. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 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 Clearwater as you normally would.

Reviews of airlines servicing Clearwater

Get insights into the airlines that provide service to Clearwater. 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 Clearwater. Reviews last updated September 16, 2025.
Get a feel of what it's like to fly with Allegiant Air and Frontier from New Windsor to Clearwater by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.2
Good
699 reviews

Food

5.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Overall

7.2

Comfort

6.8

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.
Allegiant Air
7.2
Good
699 reviews
Allegiant Air
7.2
Good
699 reviews

Food

5.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Overall

7.2

Comfort

6.8

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.
Frontier
5.8
Fair
3,172 reviews
Allegiant Air
7.2
Good
699 reviews

Food

5.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Overall

7.2

Comfort

6.8

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Clearwater. 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 Clearwater?

    For a flight from New Windsor to Clearwater, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city. Stewart is the only New Windsor airport and it handles 0 outbound flights to Clearwater per day. 5 airlines have flights to Clearwater from New Windsor Stewart on a regular basis.

  • What are the cheapest flights from New Windsor to Clearwater?

    Looking for the cheapest flight from New Windsor to Clearwater? While on average our users pay $158, our data indicates the cheapest price to be $64. The most popular route (New Windsor Stewart - Tampa), is priced around $232.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from New Windsor to Clearwater (average of $206). Flying from New Windsor to Clearwater in November 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

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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 Clearwater

Discover the top 5 airlines that operate flights from Stewart to Clearwater. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$103FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$134FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$148FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$120Average$233FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$157Average$257FlexibilityNo cancel feeOn-time62%

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