HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$94+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
TPA — SWF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tampa to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$185
(Kiwi.com)

One-way from

$94
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$161
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. 12% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/48:11 pmTPA - SWF
1 stop15h 26mMultiple Airlines
Mon 12/812:27 pmSWF - TPA
1 stop6h 28mMultiple Airlines
Deal found 10/27$185
This Mytrip deal was found by Cheapflights users on 10/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/138:08 pmTPA - SWF
1 stop14h 03mMultiple Airlines
Mon 11/1712:01 pmSWF - TPA
1 stop10h 50mMultiple Airlines
Deal found 10/25$194
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:01 pmTPA - SWF
1 stop14h 06mMultiple Airlines
Wed 11/2612:17 pmSWF - TPA
1 stop11h 34mMultiple Airlines
Deal found 10/27$251
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 12/148:09 amTPA - SWF
1 stop27h 28mMultiple Airlines
Fri 12/1912:24 pmSWF - TPA
1 stop10h 28mMultiple Airlines
Deal found 10/27$288
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/297:58 pmTPA - SWF
1 stop13h 24mMultiple Airlines
Mon 12/812:27 pmSWF - TPA
1 stop6h 28mMultiple Airlines
Deal found 10/27$342
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 11/147:10 amTPA - SWF
1 stop9h 50mMultiple Airlines
Sun 11/161:32 pmSWF - TPA
1 stop26h 24mMultiple Airlines
Deal found 10/27$357

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 October 28, 2025.
Use the filters below to find and compare flights from Tampa to New Windsor that are best for you.

Fly from

Tampa

Fly to

Stewart

Route

Depart

Return

Price

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 12/4

8:11 pm-11:37 am

1 stop15h 26m

New Windsor Stewart

Mon 12/8

12:27 pm-6:55 pm

1 stop6h 28m

$185

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 11/13

8:08 pm-10:11 am

1 stop14h 03m

New Windsor Stewart

Mon 11/17

12:01 pm-10:51 pm

1 stop10h 50m

$194

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sun 11/23

8:01 pm-10:07 am

1 stop14h 06m

New Windsor Stewart

Wed 11/26

12:17 pm-11:51 pm

1 stop11h 34m

$251

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sun 12/14

8:11 pm-11:37 am

1 stop15h 26m

New Windsor Stewart

Mon 1/5

11:37 am-8:08 pm

1 stop8h 31m

$282

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sun 12/14

8:11 pm-11:37 am

1 stop15h 26m

New Windsor Stewart

Fri 12/19

6:56 pm-12:42 am

2 stops29h 46m

$302

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Sat 11/29

7:58 pm-9:22 am

1 stop13h 24m

New Windsor Stewart

Mon 12/8

12:27 pm-6:55 pm

1 stop6h 28m

$342

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Fri 11/14

7:10 am-5:00 pm

1 stop9h 50m

New Windsor Stewart

Sun 11/16

11:43 am-11:04 am

2 stops23h 21m

$368

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 3/12

8:29 pm-11:31 am

1 stop15h 02m

New Windsor Stewart

Mon 3/16

12:11 pm-9:57 pm

1 stop9h 46m

$398

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 11/13

8:08 pm-10:11 am

1 stop14h 03m

$96

TampaNew Windsor

TPA - SWF

TPASWF

Tampa

Thu 11/20

8:01 pm-10:22 am

1 stop14h 21m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Tampa-New Windsor flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, January is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $38). Flying from Tampa to New Windsor in June is currently the most expensive (average of $64). 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 October 28, 2025.
Get a feel of what it's like to fly with JetBlue and Allegiant Air 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.
JetBlue
7.2
Good
2,907 reviews

Boarding

7.4

Food

6.7

Crew

8.0

Overall

7.2

Comfort

7.6

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
JetBlue
7.2
Good
2,907 reviews
JetBlue
7.2
Good
2,907 reviews

Boarding

7.4

Food

6.7

Crew

8.0

Overall

7.2

Comfort

7.6

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
Allegiant Air
7.2
Good
695 reviews
JetBlue
7.2
Good
2,907 reviews

Boarding

7.4

Food

6.7

Crew

8.0

Overall

7.2

Comfort

7.6

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.

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.

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

    Flying on Allegiant Air is currently your cheapest option to New Windsor, with prices starting at $123. Another option worth looking into is JetBlue, starting at $187 round trip. You may be able to fly from Tampa to New Windsor for 39% 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, January is the cheapest month in which you can book a flight from Tampa to New Windsor (average of $38). Flying from Tampa to New Windsor in June is currently the most expensive (average of $64). 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

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 Tampa to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Tampa to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Tampa to LaGuardia flights
Tampa to Newark flights
Miami to LaGuardia flights
Orlando to Newark flights
Orlando to LaGuardia flights
West Palm Beach to John F Kennedy Intl flights
West Palm Beach to Newark flights
West Palm Beach to LaGuardia flights
Jacksonville to John F Kennedy Intl flights
Jacksonville to LaGuardia flights
Jacksonville to Newark flights
Fort Myers to John F Kennedy Intl flights
Fort Myers to Newark flights
Orlando to Islip flights
Orlando to White Plains flights
West Palm Beach to Islip flights
Sarasota to John F Kennedy Intl flights
Sarasota to Newark flights
Fort Lauderdale to Islip flights
Fort Myers to LaGuardia flights
Orlando to Stewart flights
Pensacola to LaGuardia flights
Sarasota to LaGuardia flights
Tampa to Islip flights
Fort Lauderdale to Stewart flights
Orlando to Albany flights
Orlando to Buffalo flights
Tampa to Buffalo flights
Pensacola to John F Kennedy Intl flights
Panama City to LaGuardia flights
Fort Lauderdale to Buffalo flights
Pensacola to Newark flights
Orlando to Syracuse flights
West Palm Beach to White Plains flights
Tampa to Albany flights
Tampa to White Plains flights
Fort Lauderdale to Albany flights
Fort Lauderdale to White Plains flights
Daytona Beach to White Plains flights
Panama City to John F Kennedy Intl flights
Orlando Sanford Intl to Newark flights
Fort Myers to White Plains flights
Miami to White Plains flights

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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$123Average$199FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$187Average$212FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.