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Clearwater

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

SWF — MCO
Nov 19 — Nov 261
Thu 11/19
Thu 11/26
1 adult, Economy
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Find flight deals from Stewart to Clearwater

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

May

Average price

$252
Provider with most accurate pricing for New York (NYC)-Tampa flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Tampa flights.
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Highest demand for flights based on searches. 13% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Cheapflights Insights

Everything you need to know about your flight from New Windsor to Clearwater

What is the cheapest time of day to fly from SWF to CL9?

It’s optimal to fly from New Windsor to Clearwater in the morning. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Clearwater

Get a feel of what it's like to fly with Breeze Airways 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.
Breeze Airways
8.2
Very good
327 reviews

Comfort

8.2

Entertainment

6.8

Boarding

8.4

Food

6.7

Overall

8.2

Crew

8.8

Reviews

1 / 19
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Breeze Airways
8.2
Very good
327 reviews
Breeze Airways
8.2
Very good
327 reviews

Comfort

8.2

Entertainment

6.8

Boarding

8.4

Food

6.7

Overall

8.2

Crew

8.8

Reviews

1 / 19
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
JetBlue
7.1
Good
3,059 reviews
Breeze Airways
8.2
Very good
327 reviews

Comfort

8.2

Entertainment

6.8

Boarding

8.4

Food

6.7

Overall

8.2

Crew

8.8

Reviews

1 / 19
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

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. 4 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 $249, our data indicates the cheapest price to be $86. The most popular route (New Windsor Stewart - Tampa), is priced around $170.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Stewart to Clearwater

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$173FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$82Average$220FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$128Average$233FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$177Average$259FlexibilityNo cancel feeOn-time62%

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