SWF - TPA

$75 Find Cheap Flights from New Windsor to Tampa

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Tampa departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Tampa

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Tampa, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Tampa, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$146
Overall average: $115
Breeze Airways
Sat 5/30Wed 6/3
SWF - TPA • 1 stop
Cheapest one-way
$75
Breeze Airways
Sat 5/30
SWF - TPA • 1 stop
When to travel
May
Cheapest • 41% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Tampa!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from New Windsor to Tampa (SWF-TPA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor to Tampa that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Windsor to Tampa

Sat, May 30 - Wed, Jun 3
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$146Breeze Airways
Wed, May 13 - Sat, May 16
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$160Breeze Airways
Sat, May 9 - Wed, May 13
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$161Breeze Airways
Wed, May 27 - Wed, Jun 3
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$178Breeze Airways
Mon, May 4 - Wed, May 6
Breeze Airways Logo
12:11 pm - 9:57 pm
SWF
-
TPA
9h 46m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$186Breeze Airways
Wed, Jul 15 - Wed, Jul 22
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$190Breeze Airways
Sat, Jun 6 - Wed, Jun 10
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$193Breeze Airways
Wed, Jun 24 - Wed, Jul 1
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$198Breeze Airways
Sat, Jun 20 - Sat, Jun 27
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$203Breeze Airways
Sat, May 23 - Sat, May 30
Breeze Airways Logo
12:05 pm - 4:21 pm
SWF
-
TPA
4h 16m
1 stop
Breeze Airways Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
$216Breeze Airways
Booking Insights

KAYAK's insights & trends for New Windsor to Tampa flights

Get data-powered insights and trends into flights from New Windsor to Tampa to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Windsor to Tampa, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Windsor to Tampa is May, where tickets cost $115 (return) on average. On the other hand, the most expensive months are December and August, where the average cost of round-trip tickets is $509 and $222 respectively.

Good to know

Low seasonJune
Cheapest flight$75
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 31% lower on average.
Flight from Stewart Intl. to Tampa

When to book flights from New Windsor to Tampa

Are your dates flexible? Find out the best times to travel from New Windsor to Tampa based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Stewart Intl. to Tampa

  • What is the cheapest flight from New Windsor to Tampa?

    In the last 3 days, the lowest price for a flight from New Windsor to Tampa was $75 for a one-way ticket and $146 for a round-trip.

  • Do I need a passport to fly between Stewart Intl. and Tampa?

    A passport is not required to fly from Stewart Intl. to Tampa.

  • Which aircraft models fly most regularly from Stewart Intl. to Tampa?

    We unfortunately don’t have that data for this specific route.

  • Which is the best airline for flights from New Windsor to Tampa, Allegiant Air or JetBlue?

    The two airlines most popular with KAYAK users for flights from New Windsor to Tampa are Allegiant Air and JetBlue. With an average price for the route of $188 and an overall rating of 7.2, Allegiant Air is the most popular choice. JetBlue is also a great choice for the route, with an average price of $214 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Stewart Intl. to Tampa?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Tampa.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Tampa?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tampa from Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Stewart Intl. to Tampa?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Tampa with an airline and back to Stewart Intl. with another airline. Booking your flights between Stewart Intl. and TPA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Tampa?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Tampa from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from New Windsor to Tampa

 
See real verified KAYAK customer reviews for airlines flying from New Windsor to Tampa. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New Windsor to Tampa? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
JetBlueOverall score based on 2891 reviews
7.5Comfort
7.2Entertainment
8.0Crew
6.6Food
7.4Boarding
Airline reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

2.0 MediocreAnonymous, Jan 2026
JFK - BNA
Read more JetBlue reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Communication since no reason or explanation was given for 3 hrs delay

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

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

Information on your arrival and departure airports