$93 Find Cheap Flights from Islip to Puerto Rico

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 Puerto Rico departing on 2/28. 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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Flight Deals

Book Cheap Islip to Puerto Rico 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 Puerto Rico 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 Puerto Rico

Thu, Feb 26 - Mon, Mar 2
Frontier Logo
3:34 pm - 12:43 am
ISP
-
SJU
8h 09m
1 stop
Frontier Logo
3:53 am - 8:40 am
SJU
-
ISP
29h 47m
1 stop
$183Frontier
Wed, Feb 18 - Thu, Feb 26
Frontier Logo
2:03 pm - 12:43 am
ISP
-
SJU
9h 40m
1 stop
Frontier Logo
5:25 pm - 2:39 pm
SJU
-
ISP
22h 14m
1 stop
$192Frontier
Thu, Feb 26 - Wed, Mar 4
Frontier Logo
3:34 pm - 12:43 am
ISP
-
SJU
8h 09m
1 stop
Frontier Logo
3:53 am - 2:39 pm
SJU
-
ISP
11h 46m
1 stop
$206Frontier
Mon, Feb 23 - Wed, Feb 25
Frontier Logo
3:59 pm - 2:53 am
ISP
-
SJU
9h 54m
1 stop
Frontier Logo
3:53 am - 2:39 pm
SJU
-
ISP
11h 46m
1 stop
$212Frontier
Mon, Feb 23 - Wed, Feb 25
Frontier Logo
2:17 pm - 2:25 am
ISP
-
SJU
11h 08m
1 stop
Frontier Logo
3:53 am - 2:39 pm
SJU
-
ISP
11h 46m
1 stop
$213Frontier
Thu, Feb 19 - Tue, Feb 24
Frontier Logo
3:34 pm - 11:27 am
ISP
-
SJU
18h 53m
1 stop
Frontier Logo
5:25 pm - 8:40 am
SJU
-
ISP
16h 15m
1 stop
$214Frontier
Mon, Mar 2 - Sun, Mar 8
Frontier Logo
2:17 pm - 2:25 am
ISP
-
SJU
11h 08m
1 stop
Frontier Logo
3:08 am - 12:33 pm
SJU
-
ISP
9h 25m
1 stop
$216Frontier
Thu, Mar 5 - Sun, Mar 8
Frontier Logo
3:34 pm - 12:43 am
ISP
-
SJU
8h 09m
1 stop
Frontier Logo
3:08 am - 12:33 pm
SJU
-
ISP
9h 25m
1 stop
$220Frontier
Sat, Feb 14 - Wed, Feb 18
Multiple Airlines Logo
9:59 am - 12:44 pm
ISP
-
MAZ
25h 45m
3 stops
Multiple Airlines Logo
7:35 am - 6:44 pm
MAZ
-
ISP
12h 09m
2 stops
$1,318Multiple Airlines
Sat, Feb 14 - Wed, Feb 18
Multiple Airlines Logo
9:59 am - 12:44 pm
ISP
-
MAZ
25h 45m
3 stops
Multiple Airlines Logo
4:36 pm - 6:44 pm
MAZ
-
ISP
27h 08m
3 stops
$1,385Multiple Airlines
Booking Insights

KAYAK's insights & trends for Islip to Puerto Rico flights

Get data-powered insights and trends into flights from Islip to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Islip to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Puerto Rico, 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 Puerto Rico is February, when tickets cost $182 (return) on average. On the other hand, the most expensive months are October and June, when the average cost of round-trip tickets is $943 and $640 respectively.

Good to know

Low seasonJuly
Cheapest flight$93
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Islip to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Islip to Puerto Rico?

    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 Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Islip to Puerto Rico 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 Puerto Rico?

    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 Puerto Rico 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 Puerto Rico?

    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 Puerto Rico 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 Puerto Rico

 
Need help choosing which airline to fly with from Islip to Puerto Rico? 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 4267 reviews
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

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.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

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.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

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

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

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.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Everything you need to know for your flight from Islip to Puerto Rico

Information on your arrival and departure airports