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

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

What is the cheapest day to fly round-trip from Tampa to New Windsor?

Monday flights are found to be more expensive to fly from Tampa to New Windsor. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to New Windsor.

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

Travelers have found it’s best to book a flight 29 days in advance to save up to 101% 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 29 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 Tampa to New Windsor 1-2 weeks in advance for as low as $181, or $340 for flights within the next 24 hours.

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

Flights from Tampa to New Windsor lean towards being more expensive in October. Prices are generally better when you fly from Tampa to New Windsor in February, with the cheapest ticket starting at $43.

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

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

How can I find direct flights from Tampa to Stewart?

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

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

Yes. Cheapflights offers flight deals from Tampa to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$100+ Flights from Tampa to New Windsor

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Cheap flight deals from Tampa to Stewart

Round-trip from	$196 (Mytrip)
One-way from	$100 (Mytrip)
Popular in	July
Cheapest in	September
Average price	$337

From Tampa to New Windsor Stewart

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One-way flight from Tampa to New Windsor Stewart

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Highest demand for flights based on searches. 21% potential increase in price ($54 potential increase over avg. RT price).

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Cheapest flight prices on average. 7% potential price decrease ($14 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 Tampa to Stewart

Cheapest flights from Tampa to Stewart
Explore the most affordable flight options available from Tampa to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Fri 8/226:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Mon 8/255:36 pmSWF - TPA

1 stop13h 57mMultiple Airlines

Deal found 7/27

$196

Best flights from Tampa to Stewart
Discover carefully curated flight deals from Tampa to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2025.

Fri 8/226:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Mon 8/255:36 pmSWF - TPA

1 stop13h 57mMultiple Airlines

Deal found 7/27

$196

Last-minute flights from Tampa to Stewart
Discover last-minute flight deals from Tampa to Stewart. Data last updated July 28, 2025 and is based on user searches.

Mon 8/45:40 amTPA - SWF

1 stop13h 26mMultiple Airlines

Fri 8/87:56 pmSWF - TPA

1 stop13h 31mMultiple Airlines

Deal found 7/25

$259

Thu 8/71:17 pmTPA - SWF

1 stop23h 31mBreeze Airways

Mon 8/111:28 pmSWF - TPA

1 stop9h 31mBreeze Airways

Deal found 7/27

$602

Mon 8/256:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Mon 9/11:55 pmSWF - TPA

1 stop9h 02mMultiple Airlines

Deal found 7/28

$194

One-way flights from Tampa to Stewart
Search for one-way flight options from Tampa to Stewart. Find affordable one-way fares based on user searches. Data last updated July 28, 2025.

Mon 8/256:00 amTPA - SWF

1 stop10h 46mMultiple Airlines

Deal found 7/27

$100

Thu 9/111:55 pmTPA - SWF

1 stop21h 49mBreeze Airways

Deal found 7/26

$290

Fly from

Fly to

Route

Depart

Return

Price

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Fri 8/22

6:00 am-4:46 pm

1 stop10h 46m

New Windsor Stewart

Mon 8/25

5:36 pm-7:33 am

1 stop13h 57m

$196

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 9/4

1:06 pm-11:44 am

1 stop22h 38m

New Windsor Stewart

Mon 9/8

12:24 pm-10:52 pm

1 stop10h 28m

$482

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Mon 8/25

6:00 am-4:46 pm

1 stop10h 46m

$100

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 9/11

1:55 pm-11:44 am

1 stop21h 49m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Best time to book a flight from Tampa to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Tampa 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 Tampa to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $109). Flying from Tampa to New Windsor in August is currently the most expensive (average of $206). 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 TPA to SWF?

It’s typically best to fly out from Tampa to New Windsor in the morning. Doing so could potentially save you 6% on the flight price compared to flying in the afternoon, which is usually more expensive.

Reviews of airlines servicing Stewart

Get a feel of what it's like to fly with Breeze Airways from Tampa to New Windsor 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

190 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

190 reviews

Breeze Airways

8.0

Very good

190 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

Can I find deals for flights from Tampa to Stewart that include hotel bookings?
Yes. In addition to deals on Tampa to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Tampa to Stewart?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tampa to Stewart.
Can I find deals for business class flights from Tampa to Stewart?
Yes. Cheapflights offers flight deals from Tampa to Stewart 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 Tampa to New Windsor?
Currently, October is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $109). Flying from Tampa to New Windsor in August is currently the most expensive (average of $206). 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.

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Top 2 airlines flying from Tampa to Stewart

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$58	Average$197	FlexibilityNo cancel fee	On-time62%
Allegiant Air	Cheapest$123	Average$186	FlexibilityNo cancel fee	On-time88%

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$100+ Cheap flights from Tampa to New Windsor (TPA - SWF)

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 Tampa to Stewart with Cheapflights

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Cheap flight deals from Tampa to Stewart

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Tampa to Stewart

Cheapest flights from Tampa to StewartExplore the most affordable flight options available from Tampa to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Explore the most affordable flight options available from Tampa to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Tampa to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Tampa with our price prediction graph.

Cheapflights Insights

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

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

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

Find hourly flight availability from Tampa to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.

Reviews of airlines servicing Stewart

Get a feel of what it's like to fly with Breeze Airways from Tampa to New Windsor 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 Tampa to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

How can I find direct flights from Tampa to Stewart?

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

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

Traveling to a place near New Windsor?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Tampa to Stewart

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

Top 2 airlines flying from Tampa to Stewart

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Cheapest flights from Tampa to Stewart
Explore the most affordable flight options available from Tampa to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.