$132 Find Cheap Flights from Islip to Florida Keys - 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 Islip to Florida Keys departing on 9/28. 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

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Cheap Flights from Islip to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami2 stops$272
Key West
Key West1 stop$280
Miami
Miami2 stops$272
Key West
Key West1 stop$280

Book Cheap Islip to Florida Keys Plane Tickets

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

Fri, Oct 9 - Tue, Oct 20
Multiple Airlines Logo
4:13 pm - 12:14 pmISP  Islip Long Island-MIA Miami
20h 01m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:00 am - 11:20 amMIA  Miami-ISP Islip Long Island
25h 20m1 stop Raleigh-Durham
$272Multiple Airlines
Fri, Oct 9 - Tue, Oct 20
Multiple Airlines Logo
3:02 pm - 3:13 pmISP  Islip Long Island-MIA Miami
24h 11m1 stop Raleigh-Durham
Multiple Airlines Logo
10:00 am - 11:20 amMIA  Miami-ISP Islip Long Island
25h 20m1 stop Raleigh-Durham
$273Multiple Airlines
Sat, Nov 7 - Fri, Nov 13
Multiple Airlines Logo
12:00 pm - 12:05 pmISP  Islip Long Island-MIA Miami
24h 05m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:00 am - 2:22 pmMIA  Miami-ISP Islip Long Island
5h 22m1 stop Raleigh-Durham
$279Multiple Airlines
Thu, Oct 1 - Sun, Oct 4
Multiple Airlines Logo
5:43 pm - 7:44 amISP  Islip Long Island-EYW Key West
14h 01m1 stop Orlando
Multiple Airlines Logo
10:59 am - 4:58 pmEYW  Key West-ISP Islip Long Island
5h 59m1 stop Orlando
$280Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
10:57 am - 11:05 pmISP  Islip Long Island-MIA Miami
12h 08m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
3:30 pm - 4:47 pmMIA  Miami-ISP Islip Long Island
25h 17m1 stop Raleigh-Durham
$282Multiple Airlines
Sat, Aug 29 - Sat, Sep 5
Southwest Logo
3:15 pm - 8:15 pmISP  Islip Long Island-MIA Miami
5h 00m1 stop Baltimore/Washington
Southwest Logo
7:00 am - 1:20 pmMIA  Miami-ISP Islip Long Island
6h 20m1 stop Orlando
$286Southwest
Wed, Sep 2 - Sun, Sep 6
Southwest Logo
3:20 pm - 8:15 pmISP  Islip Long Island-MIA Miami
4h 55m1 stop Baltimore/Washington
Southwest Logo
7:25 am - 12:45 pmMIA  Miami-ISP Islip Long Island
5h 20m1 stop Baltimore/Washington
$286Southwest
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
5:00 pm - 10:10 pmISP  Islip Long Island-MIA Miami
5h 10m1 stop Orlando
Southwest Logo
7:00 am - 11:55 amMIA  Miami-ISP Islip Long Island
4h 55m1 stop Orlando
$286Southwest
Sat, Sep 5 - Wed, Sep 9
Southwest Logo
3:15 pm - 8:20 pmISP  Islip Long Island-MIA Miami
5h 05m1 stop Baltimore/Washington
Southwest Logo
11:50 am - 5:00 pmMIA  Miami-ISP Islip Long Island
5h 10m1 stop Baltimore/Washington
$286Southwest
Sun, Sep 20 - Thu, Sep 24
Frontier Logo
5:43 pm - 12:09 amISP  Islip Long Island-MIA Miami
30h 26m2 stops Orlando Charlotte Douglas
Frontier Logo
5:32 am - 4:58 pmMIA  Miami-ISP Islip Long Island
11h 26m2 stops Atlanta Hartsfield-Jackson Orlando
$334Frontier
Booking Insights

KAYAK's insights & trends for Islip to Florida Keys flights

Get data-powered insights and trends into flights from Islip 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 Islip to Florida Keys?

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 $320, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Islip to Florida Keys?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Florida Keys, 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 Islip to Florida Keys is November, when tickets cost $167 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $482 and $411 respectively.

Good to know

Low season

July

Cheapest flight

$132
Best time to beat the crowds but there is an average 49% increase in price.
Most popular time to fly and prices are also 36% lower on average.
Flight from Islip to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Islip 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 Islip to Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Islip 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 Islip 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 Islip 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 Islip 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 Islip 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 3 airlines serving from Islip to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Islip to Florida Keys. 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 Islip 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.
8.0
SouthwestOverall score based on 4220 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

It went well. Plane wasn't full. Will be great when assigned seating is in place

As always it was a pleasure to fly on southwest.

Excellent! There was a delay due to the weather and they did all they could do to keep us comfortable & updated. Thank you!

Wish Southwest had a power source to plug iPhone's into; wish Southwest also served up better snacks. Otherwise, the service & seat choices, if you check in on time for your flight, are excellent. I'm also happy to say that this particular flight had no delays.

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.

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

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 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!

Crew was excellent. Plane was small cramped Airbus A320. Seats were narrow.

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 to Florida Keys

Information on your arrival and departure airports