What is the cheapest day to fly from New Windsor to Clearwater?

Travelers seeking maximum savings on their New Windsor to Clearwater flight should consider departing on Friday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Clearwater ranges from 1.6 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Clearwater when rainfall is around 1.6 in.

If weather is an important factor for your trip to Clearwater, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 $173, our data indicates the cheapest price to be $91. The most popular route (New Windsor Stewart - Tampa), is priced around $192.

What are the most popular airlines that fly from New Windsor to Clearwater?

Before booking your flight from New Windsor to Clearwater check out the most popular airlines for this route: JetBlue, Frontier or Allegiant Air.

How far in advance should I book a flight from New Windsor to Clearwater?

Travelers have found it’s best to book a flight 24 days in advance to save up to 58% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 24 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Clearwater 1-2 weeks in advance for as low as $218, or $362 for flights within the next 24 hours.

What is the cheapest month to fly from New Windsor to Clearwater?

January can be a great time to fly to Clearwater from New Windsor with a flight ticket averaging about $219. Cheapflights users have found deals in the month of January for as cheap as $48. The most expensive prices can be found in the month of December.

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.

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.

$87+ Flights from New Windsor to Clearwater

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Cheap flight deals from Stewart to Clearwater

Round-trip from	$192 (Mytrip)
One-way from	$87 (Mytrip)
Popular in	August
Cheapest in	September
Average price	$173

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. 5% potential price decrease ($8 potential savings vs. average RT price).

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Average for round-trip flights in July 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 July 30, 2025.

Mon 8/187:37 pmSWF - TPA

1 stop11h 56mMultiple Airlines

Fri 8/226:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Deal found 7/29

$192

Fri 9/512:24 pmSWF - TPA

1 stop10h 28mBreeze Airways

Sun 9/71:06 pmTPA - SWF

1 stop22h 38mBreeze Airways

Deal found 7/28

$454

Best flights from Stewart to Clearwater
Discover carefully curated flight deals from Stewart to Clearwater that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2025.

Mon 8/187:37 pmSWF - TPA

1 stop11h 56mMultiple Airlines

Fri 8/226:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Deal found 7/29

$192

Fri 9/512:24 pmSWF - TPA

1 stop10h 28mBreeze Airways

Sun 9/71:06 pmTPA - SWF

1 stop22h 38mBreeze Airways

Deal found 7/28

$454

Last-minute flights from Stewart to Clearwater
Discover last-minute flight deals from Stewart to Clearwater. Data last updated July 30, 2025 and is based on user searches.

Mon 8/47:56 pmSWF - TPA

1 stop13h 31mMultiple Airlines

Fri 8/85:40 amTPA - SWF

1 stop13h 26mMultiple Airlines

Deal found 7/29

$375

Fri 8/81:28 pmSWF - TPA

1 stop9h 31mBreeze Airways

Thu 8/141:17 pmTPA - SWF

1 stop23h 31mBreeze Airways

Deal found 7/28

$615

Mon 8/187:37 pmSWF - TPA

1 stop11h 56mMultiple Airlines

Fri 8/226:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Deal found 7/29

$192

Fri 8/291:28 pmSWF - TPA

1 stop26h 48mBreeze Airways

Thu 9/41:06 pmTPA - SWF

1 stop22h 38mBreeze Airways

Deal found 7/29

$473

One-way flights from Stewart to Clearwater
Search for one-way flight options from Stewart to Clearwater. Find affordable one-way fares based on user searches. Data last updated July 30, 2025.

Mon 8/255:36 pmSWF - TPA

1 stop13h 57mMultiple Airlines

Deal found 7/29

$87

Fri 9/1912:24 pmSWF - TPA

1 stop10h 28mBreeze Airways

Deal found 7/28

$230

Cheapflights Fare Finder

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

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 8/18

7:37 pm-7:33 am

1 stop11h 56m

Tampa

Fri 8/22

6:00 am-4:46 pm

1 stop10h 46m

$192

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 9/5

12:24 pm-10:52 pm

1 stop10h 28m

Tampa

Sun 9/7

1:06 pm-11:44 am

1 stop22h 38m

$454

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Mon 8/25

5:36 pm-7:33 am

1 stop13h 57m

$87

New WindsorTampa

SWF - TPA

SWFTPA

New Windsor Stewart

Fri 9/19

12:24 pm-10:52 pm

1 stop10h 28m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 $288). 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?

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 a feel of what it's like to fly with Breeze Airways 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.

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

191 reviews

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

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 $173, our data indicates the cheapest price to be $91. The most popular route (New Windsor Stewart - Tampa), is priced around $192.
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 $288). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Stewart to Clearwater

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$40	Average$101	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$67	Average$127	FlexibilityNo cancel fee	On-time65%
Allegiant Air	Cheapest$76	Average$163	FlexibilityNo cancel fee	On-time88%
JetBlue	Cheapest$111	Average$242	FlexibilityNo cancel fee	On-time62%
Breeze Airways	Cheapest$121	Average$236	FlexibilityNo cancel fee	On-timeN/A

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$87+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Clearwater with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

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 July 30, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Stewart to Clearwater

Cheapest flights from Stewart to ClearwaterExplore 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 July 30, 2025.

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 July 30, 2025.

Cheapflights Fare Finder

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

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.

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?

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 July 30, 2025.

Reviews of airlines servicing Clearwater

Get a feel of what it's like to fly with Breeze Airways 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.

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?

What are the cheapest flights from New Windsor to Clearwater?

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

How can I find direct flights from Stewart to Clearwater?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Clearwater

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Stewart to Clearwater

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Travel Smart

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 July 30, 2025.