$48 Find Cheap Flights from Stewart Intl. to Florida

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 9/3. 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 Florida

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Stewart Intl. to Florida, 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 Stewart Intl. to Florida, as well as popular online travel agencies
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Cheap Flights from New Windsor to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlandononstop$122
Miami
Miami1 stop$218
Fort Lauderdale
Fort Lauderdalenonstop$101
Tampa
Tampa1 stop$148
Fort Myers
Fort Myers1 stop$214
West Palm Beach
West Palm Beach1 stop$243
Jacksonville
Jacksonville1 stop$259
Sarasota
Sarasota2 stops$988
Pensacola
Pensacola1 stop$265
Key West
Key West1 stop$241
Punta Gorda
Punta Gordanonstop$123
Tallahassee
Tallahassee1 stop$743
Orlando
Orlandononstop$122
Miami
Miami1 stop$218
Fort Lauderdale
Fort Lauderdalenonstop$101
Tampa
Tampa1 stop$148
Fort Myers
Fort Myers1 stop$214
West Palm Beach
West Palm Beach1 stop$243
Jacksonville
Jacksonville1 stop$259
Sarasota
Sarasota2 stops$988
Pensacola
Pensacola1 stop$265
Key West
Key West1 stop$241
Punta Gorda
Punta Gordanonstop$123
Tallahassee
Tallahassee1 stop$743

Book Cheap New Windsor to Florida Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor to Florida 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 Florida

Sun, Jul 26 - Thu, Aug 6
Allegiant Air Logo
10:28 am - 1:37 pm
SWF
-
FLL
3h 09mnonstop
Allegiant Air Logo
6:30 am - 9:38 am
FLL
-
SWF
3h 08mnonstop
$101Allegiant Air
Sun, Jul 26 - Thu, Jul 30
Allegiant Air Logo
10:28 am - 1:37 pm
SWF
-
FLL
3h 09mnonstop
Allegiant Air Logo
6:30 am - 9:38 am
FLL
-
SWF
3h 08mnonstop
$102Allegiant Air
Sun, Aug 30 - Thu, Sep 3
Allegiant Air Logo
7:31 pm - 10:43 pm
SWF
-
FLL
3h 12mnonstop
Allegiant Air Logo
3:30 pm - 6:40 pm
FLL
-
SWF
3h 10mnonstop
$105Allegiant Air
Sun, Jul 26 - Thu, Jul 30
Allegiant Air Logo
10:28 am - 1:37 pm
SWF
-
FLL
3h 09mnonstop
Allegiant Air Logo
6:30 am - 9:38 am
FLL
-
SWF
3h 08mnonstop
$106Allegiant Air
Thu, Oct 8 - Thu, Oct 15
Allegiant Air Logo
10:08 am - 1:30 pm
SWF
-
FLL
3h 22mnonstop
Allegiant Air Logo
6:10 am - 9:18 am
FLL
-
SWF
3h 08mnonstop
$109Allegiant Air
Sun, Aug 23 - Thu, Aug 27
Allegiant Air Logo
1:00 pm - 4:12 pm
SWF
-
FLL
3h 12mnonstop
Allegiant Air Logo
3:31 pm - 6:41 pm
FLL
-
SWF
3h 10mnonstop
$110Allegiant Air
Tue, Sep 1 - Wed, Sep 9
Breeze Airways Logo
11:48 am - 2:54 pm
SWF
-
MCO
3h 06mnonstop
Breeze Airways Logo
7:00 am - 11:39 am
MCO
-
SWF
4h 39m
1 stop
$122Breeze Airways
Tue, Aug 25 - Thu, Sep 3
Breeze Airways Logo
11:48 am - 2:54 pm
SWF
-
MCO
3h 06mnonstop
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
$127Breeze Airways
Mon, Aug 31 - Sun, Sep 6
Breeze Airways Logo
12:17 pm - 4:51 pm
SWF
-
MCO
4h 34m
1 stop
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
$128Breeze Airways
Wed, Aug 19 - Sat, Aug 22
Multiple Airlines Logo
12:05 pm - 10:16 am
SWF
-
MIA
22h 11m
1 stop
Multiple Airlines Logo
5:05 am - 11:25 am
MIA
-
SWF
6h 20m
1 stop
$218Multiple Airlines
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.

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 72 hours was to Fort Lauderdale, at $89 round-trip. The most popular route is from Stewart Intl. (SWF) to Orlando Sanford Intl Airport (SFB), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $98.

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 in the evening, when round-trip flights cost $195 on average. Morning departures are around 6% 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 $342.

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 $180, 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 May, when tickets cost $36 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $88 and $85 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 Saturday and avoid Fridays 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 Sundays.

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 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$48
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 7% increase in price.
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.

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 $99 one-way - $117 round-trip; Punta Gorda $119 one-way - $148 round-trip; Orlando $66 one-way - $124 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 5 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.
8.1
Breeze AirwaysOverall score based on 283 reviews
8.7Crew
8.3Boarding
6.6Food
6.6Entertainment
8.2Comfort
Airline reviews

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!

8.0 ExcellentBrian, Apr 2026
HSV - TPA
Read more Breeze Airways reviews

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.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

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

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

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.

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

Flight was delayed. Crew was good but hot coffee was not available.

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

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

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.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

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.

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

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.

Flights were canceled due to airline shutting down and haven’t received a reimbursement. Had to book last minute new flights which were expensive

The company went out of business and now I'm stuck in Ft. Lauderdale. Would not recommend.

Spirit changed flight times by 12 hours with coming and going so I refunded tickets and drove

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

Wonderful! Very polite crew that was dedicated to excellent customer service

The flight was delayed for over an hour. No one at the gate said anything about the flight being delayed. I had to rely on my phone for updates. Absolutely no communication at the gate.

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

I didnt have a flight. Kayak must be on drugs because I confirmed with spirit that I had no booked flight.

We were surprised to be charged $99 for a personal item. And of course everything offered on the flight was an additional charge. Other than that the pilot flew and landed the plane well and the attendants and fellow passengers were nice enough.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

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 !!!!!!!

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

Information on your arrival and departure airports