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Clearwater

$55+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
May 7 — May 141
Thu 5/7
Thu 5/14
1 adult, Economy
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Cheap 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 April 7, 2026.

This CheapOair deal was found by Cheapflights users on 4/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Sat 6/67:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/5$131
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Sat 8/2912:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Sat 9/57:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/3$149
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Sat 9/512:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Wed 9/97:00 am
TPA
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 4/3$152
This CheapOair deal was found by Cheapflights users on 4/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Sat 5/167:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/4$156
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Sat 6/612:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Wed 6/107:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/5$157
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 5/2712:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Sat 6/67:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/3$158
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Sat 8/2212:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Sat 8/297:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/2$162
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:39 pm
SWF
-
TPA
1 stop4h 38m
Breeze Airways
Sat 9/197:00 am
TPA
-
SWF
1 stop4h 39m
Breeze Airways
Deal found 4/6$163
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:05 pm
SWF
-
TPA
1 stop4h 21m
Breeze Airways
Wed 6/37:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 4/6$169

Find flight deals from Stewart to Clearwater

Keep the following information in mind while searching for Stewart to Clearwater flight deals. Data was last updated April 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$131
(CheapOair)

One-way from

$55
(CheapOair)

Popular in

March

Cheapest in

May

Average price

$209
Provider with most accurate pricing for New York (NYC)-Tampa flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Tampa flights.
Search Deals
From New Windsor Stewart to Clearwater
Search Deals
One-way flight from New Windsor Stewart to Clearwater
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 7, 2026.
Use the filters below to find and compare flights from New Windsor to Clearwater that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Sat 5/9

12:05 pm-4:26 pm

1 stop4h 21m

Tampa

Sat 5/16

7:00 am-11:25 am

1 stop4h 25m

$156

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Thu 4/30

11:45 am-7:36 pm

1 stop7h 51m

Tampa

Wed 6/3

7:00 am-11:25 am

1 stop4h 25m

$188

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Sat 6/6

12:05 pm-4:26 pm

1 stop4h 21m

Tampa

Sat 6/13

7:00 am-11:25 am

1 stop4h 25m

$199

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Wed 5/6

12:05 pm-4:26 pm

1 stop4h 21m

Tampa

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

$219

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Sat 8/15

12:05 pm-12:30 am

1 stop12h 25m

Tampa

Tue 8/18

7:46 pm-11:25 am

1 stop15h 39m

$224

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Sun 9/6

7:30 pm-7:23 am

1 stop11h 53m

Tampa

Sat 9/12

2:15 pm-8:56 am

2 stops18h 41m

$291

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Thu 4/16

11:45 am-9:05 am

1 stop21h 20m

Tampa

Thu 4/23

8:29 pm-11:31 am

1 stop15h 02m

$299

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 6/19

12:17 pm-10:55 pm

1 stop10h 38m

Tampa

Tue 6/23

10:31 pm-11:25 am

2 stops12h 54m

$351

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Wed 5/13

12:05 pm-4:26 pm

Nonstop4h 21m

Tampa

Wed 5/20

7:00 am-11:25 am

Nonstop4h 25m

$361

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Wed 5/20

12:05 pm-4:26 pm

1 stop4h 21m

Tampa

Wed 5/27

2:25 pm-8:58 am

2 stops18h 33m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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, September is the cheapest month in which you can book a flight from New Windsor to Clearwater (average of $43). Flying from New Windsor to Clearwater in April is currently the most expensive (average of $88). 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 April 7, 2026.

It’s optimal to fly from New Windsor to Clearwater in the morning. By choosing this option you can save up to 51% on the cost of your flight, compared to a flight at noon.

How much does it cost to fly round-trip from New Windsor to Clearwater?

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 April 7, 2026.
Get a feel of what it's like to fly with Allegiant Air and JetBlue 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
7.3
Good
706 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Entertainment

5.5

Food

5.9

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
Allegiant Air
7.3
Good
706 reviews
Allegiant Air
7.3
Good
706 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Entertainment

5.5

Food

5.9

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
JetBlue
7.2
Good
2,917 reviews
Allegiant Air
7.3
Good
706 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Entertainment

5.5

Food

5.9

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.

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.

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

    Breeze Airways can get you from New Windsor to Clearwater in just under 4h 21m. Your travel time can differ by up to . The distance from New Windsor to Clearwater is about 1048 mi.

  • 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 $204, our data indicates the cheapest price to be $78. The most popular route (New Windsor Stewart - Tampa), is priced around $149.

  • 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, September is the cheapest month in which you can book a flight from New Windsor to Clearwater (average of $43). Flying from New Windsor to Clearwater in April is currently the most expensive (average of $88). 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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Alternative routes for Stewart to Clearwater

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 April 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$43Average$83FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$55Average$209FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$81Average$195FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$126Average$229FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$243FlexibilityNo cancel feeOn-time62%

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