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Stewart

$63+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
TPA — SWF
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
1 adult, Economy
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Cheap 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 March 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/11. 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 5/237:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Wed 5/2712:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/11$135
This CheapOair deal was found by Cheapflights users on 3/9. 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 5/237:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/3012:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/9$137
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 9/27:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Wed 9/912:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/8$142
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 5/67:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Wed 5/1312:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/8$143
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 8/297:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Wed 9/912:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/8$148
This CheapOair deal was found by Cheapflights users on 3/9. 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 8/197:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 8/2212:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/9$153
This CheapOair deal was found by Cheapflights users on 3/9. 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 5/97:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Wed 5/1312:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/9$155
This CheapOair deal was found by Cheapflights users on 3/9. 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 5/137:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/3012:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/9$157
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 6/107:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 6/2012:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/11$162
This CheapOair deal was found by Cheapflights users on 3/11. 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 5/207:00 am
TPA
-
SWF
1 stop4h 25m
Breeze Airways
Sat 5/3012:05 pm
SWF
-
TPA
1 stop4h 16m
Breeze Airways
Deal found 3/11$163

Find flight deals from Tampa to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Tampa (TPA) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$134
(Kiwi.com)

One-way from

$63
(Breeze Airways)

Popular in

March

Cheapest in

September

Average price

$286
Provider with most accurate pricing for Tampa-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-New Windsor Stewart flights.
Search Deals
From Tampa to New Windsor Stewart
Search Deals
One-way flight from Tampa to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tampa to Stewart 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 March 11, 2026.
Use the filters below to find and compare flights from Tampa to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/23

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sat 5/30

12:05 pm-4:21 pm

1 stop4h 16m

$137

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/23

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 5/27

12:05 pm-4:21 pm

1 stop4h 16m

$138

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/30

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 6/3

12:05 pm-4:21 pm

1 stop4h 16m

$148

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/9

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 5/13

12:05 pm-4:21 pm

1 stop4h 16m

$153

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 6/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Fri 6/12

12:15 pm-10:55 pm

1 stop10h 40m

$204

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Wed 6/3

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Mon 6/8

12:15 pm-10:55 pm

1 stop10h 40m

$212

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 6/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Thu 6/11

10:28 am-7:01 pm

1 stop8h 33m

$214

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Thu 5/21

10:28 am-7:36 pm

1 stop9h 08m

$224

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/30

6:46 pm-8:58 am

2 stops14h 12m

New Windsor Stewart

Wed 6/3

12:05 pm-4:21 pm

1 stop4h 16m

$291

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 5/16

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sun 5/17

11:45 am-7:36 pm

1 stop7h 51m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Tampa to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Tampa to Stewart in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Tampa-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tampa-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tampa-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tampa-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tampa-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, August is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $48). Flying from Tampa to New Windsor in April is currently the most expensive (average of $72). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated March 11, 2026.
Get a feel of what it's like to fly with Allegiant Air and JetBlue 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.
Allegiant Air
7.3
Good
714 reviews

Overall

7.3

Comfort

6.9

Entertainment

5.5

Boarding

7.6

Crew

8.1

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
714 reviews
Allegiant Air
7.3
Good
714 reviews

Overall

7.3

Comfort

6.9

Entertainment

5.5

Boarding

7.6

Crew

8.1

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
2,901 reviews
Allegiant Air
7.3
Good
714 reviews

Overall

7.3

Comfort

6.9

Entertainment

5.5

Boarding

7.6

Crew

8.1

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 Tampa to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    There are many flights that can get you from Tampa to New Windsor in 4h 25m. Fly via Breeze Airways to get the fastest option. Airlines will cover a distance of 1048 mi.

  • What are the cheapest airlines flying from Tampa to New Windsor round-trip?

    Flying on JetBlue is currently your cheapest option to New Windsor, with prices starting at $119. Another option worth looking into is Allegiant Air, starting at $123 round trip. You may be able to fly from Tampa to New Windsor for 45% less than the average price by searching for these airlines.

  • 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, August is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $48). Flying from Tampa to New Windsor in April is currently the most expensive (average of $72). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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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.
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Top 2 airlines flying from Tampa to Stewart

Discover the top 2 airlines that operate flights from Tampa to Stewart. 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 March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$119Average$233FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$123Average$216FlexibilityNo cancel feeOn-time88%

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