$97 Find Cheap Flights from Stewart Intl. to Florida Keys - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from New Windsor to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Miami
Miami1 stop$207
Key West
Key West1 stop$227
Miami
Miami1 stop$207
Key West
Key West1 stop$227
Booking Insights

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

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

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

No, with an average price for the route of $269, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Stewart Intl. to Florida Keys is November, when tickets cost $0 (return) on average. On the other hand, the most expensive months are May and October, when the average cost of round-trip tickets is $562 and $454 respectively.

Good to know

Cheapest flight

$97
Most popular time to fly and prices are also 80% lower on average.
Flight from Stewart Intl. to Miami

FAQs - booking Florida Keys flights

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

    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 Keys.

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

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

    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 Keys 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 Keys?

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

Reviews of the top airlines flying from New Windsor to Florida Keys

 
Need help choosing which airline to fly with from New Windsor to Florida Keys? 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.
7.3
Allegiant AirOverall score based on 676 reviews
5.5Entertainment
6.9Comfort
8.1Crew
7.7Boarding
5.8Food
Airline reviews

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,

2.0 MediocreDebbie, Jul 2026
Read more Allegiant Air reviews

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.

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

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.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports