$38 Find Cheap Flights from Stewart Intl. to Florida - Compare and Save

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 Florida departing on 8/30. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from New Windsor to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Orlando
Orlando1 stop$124
Miami
Miami1 stop$241
Fort Lauderdale
Fort Lauderdalenonstop$69
Tampa
Tampa1 stop$142
Fort Myers
Fort Myers1 stop$176
Jacksonville
Jacksonville1 stop$199
Sarasota
Sarasota2 stops$371
Pensacola
Pensacola2 stops$214
Key West
Key West2 stops$237
Punta Gorda
Punta Gordanonstop$89
Tallahassee
Tallahassee1 stop$512
Orlando
Orlando1 stop$124
Miami
Miami1 stop$241
Fort Lauderdale
Fort Lauderdalenonstop$69
Tampa
Tampa1 stop$142
Fort Myers
Fort Myers1 stop$176
Jacksonville
Jacksonville1 stop$199
Sarasota
Sarasota2 stops$371
Pensacola
Pensacola2 stops$214
Key West
Key West2 stops$237
Punta Gorda
Punta Gordanonstop$89
Tallahassee
Tallahassee1 stop$512
Booking Insights

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

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

How much is a round-trip flight from New Windsor to Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from New Windsor to Florida departing in October.

Flight prices are below average for this route right now.

Flights to Florida from New Windsor usually cost between $292 and $412 in October.
The lowest price found in the past 5 days was $241 on Multiple Airlines (Oct 10-Oct 17).

What is the cheapest Stewart Intl. to Florida flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Florida from Stewart Intl. found in the last 5 days was to Fort Lauderdale, at $73 round-trip. The most popular route is from Stewart Intl. (SWF) to Fort Lauderdale (FLL), and the cheapest round-trip airline ticket found on this route in the last 5 days was $73.

What is the cheapest time of day to fly to Florida?

The average price for all round-trip flights from New Windsor to Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida is generally at night, when round-trip flights cost $168 on average. Morning departures are around 20% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $392.

Can I save money by flying with a layover from Stewart Intl. to Florida?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $221, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Stewart Intl. to Florida?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Windsor to Florida, 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 Stewart Intl. to Florida is September, when tickets cost $128 (return) on average. On the other hand, the most expensive months are March and August, when the average cost of round-trip tickets is $266 and $252 respectively.

What’s the cheapest day of the week to fly from Stewart Intl. to Florida?

The average price of all round-trip flights from New Windsor to Florida clicked on KAYAK for each day over the last 12 months.

When flying from Stewart Intl. to Florida, you should consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Stewart Intl., you’ll find the best rates on Fridays and the most expensive ones on Tuesdays.

How far in advance should I book a flight from Stewart Intl. to Florida?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New Windsor to Florida, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Stewart Intl. to Florida, you should book around 3 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

September

Cheapest flight

$38
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Stewart Intl. to Fort Lauderdale

FAQs - booking Florida flights

  • Do I need a visa to travel from Toronto to Hawaii?

    In general, Canadian citizens do not require a visa to go to the United States. Canadian citizens are generally allowed to stay in the country for up to six months without having a visa or a residency permit. They must have a valid passport that does not expire before their return to Canada.

  • What airport in Hawaii is closest to Waimea Canyon State Park?

    If you plan on visiting Waimea Canyon State Park on the island of Kauai, you will want to fly to Lihue Airport (LIH), as this is the airport that is closest to this area. Once you land at Lihue Airport, Waimea Canyon State Park is just under a 1-hour drive away.

  • Are there any nonstop flights from Toronto to Hawaii?

    As it is such a long distance from Toronto and Hawaii, it is important to keep in mind that there are no direct flights between these locations. Instead, you should plan on having either one or two layovers before reaching your destination. These may take place in cities such as Calgary or Winnipeg.

  • What are some sustainable airlines that service flights from Toronto to Hawaii?

    Air Canada has made substantial efforts to reduce its carbon footprint. For example, the company has committed to reaching net zero greenhouse gas emissions by 2050. It also has invested millions of dollars in upgrading its fleet to newer planes that emit fewer emissions and use less fuel. 

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

    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 Florida.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Florida 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 Florida?

    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 from Stewart Intl. to Florida with an airline and back with another airline.

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

    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 from Stewart Intl. to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Stewart Intl. and Florida per day?

    Each day, there are between 1 and 2 nonstop flights that take off from Stewart Intl. and land in Florida, with an average flight time of 3h 02m. The most common departure time is 11:00 am and most flights take off in the morning, while the most flights land at Punta Gorda. Each week, there are 6 flights. The most frequent day of departure is Thursday, when 33% of all weekly flights depart. The fewest flights depart on a Tuesday.

Top tips for finding cheap flights to Florida

  • Looking for a cheap flight? 25% of our users found tickets from Stewart Intl. to the following destinations at these prices or less: Fort Lauderdale $81 one-way - $96 round-trip; Orlando $128 one-way - $228 round-trip; Orlando $66 one-way - $100 round-trip
  • If you are flying from Toronto to Hawaii to surf, you will want to try to go to Oahu, as the North Shore part of the island is known for having some of the best surfing in the state. There are several airlines that offer flights to Daniel K. Inouye International Airport (HNL) from Toronto, including Air Canada and WestJet.
  • Flights from Toronto to Hawaii tend to be rather long journeys, so you may want to consider upgrading yourself to either Premium Economy or Business Class to have some additional comfort and legroom. After you have made your reservation, most companies will give you the option of upgrading at a discounted rate, such as WestJet.
  • Those who intend on visiting several Hawaiian Islands may first want to fly into Daniel K. Inouye International Airport in Honolulu. This is the largest airport in the state and offers regional flights to all the other airports in Hawaii, making it a convenient home base for your travels.
  • To save some money during your trip from Toronto to Hawaii, consider flying in Basic Economy, or a class that is equivalent. Both WestJet and Air Canada offer a Basic Economy class that you can choose from for this route.
  • When flying from Toronto to Hawaii, you will find that it is typically most convenient to fly out of Toronto Pearson International Airport (YYZ). YYZ is the largest airport in Canada, and it offers the most daily international flights out of all the airports in the greater Toronto region.

Reviews of the top 4 airlines serving from New Windsor to Florida

 
See real verified KAYAK customer reviews for airlines flying from Stewart Intl. to Florida. 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 Florida? 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.
8.2
Breeze AirwaysOverall score based on 305 reviews
8.3Boarding
6.7Entertainment
6.7Food
8.7Crew
8.2Comfort
Airline reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

10.0 ExcellentDeborah, May 2026
Read more Breeze Airways reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Something about the chair was uncomfortable, Maine the curvature of the back.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

Crew was inconsistent in instructions in advising passengers about seat backs during take off. Perfunctory announcements except from cabin.

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

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

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

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

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

The flight was great . But you only had one vegan item on the whole flight and someone prior to me took it . I was so disappointed cause I came in from the flooded area and couldn’t pick up anything prior to my flight .

Plane was hot and miserable and the crew was rude!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

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.

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

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

Be prepared for crowds and chaos upon arrival at the Orlando airport

Frontier system that tracts what you’ve paid for is horrible. I brought bags, tried to upgrade the weight of bag. Did it via the text service on their site. Got to the airport and they had no idea what was going on. Ended up paying way more than I was supposed to

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

Information on your arrival and departure airports