$105 Find Cheap Flights from New York LaGuardia Airport to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from LaGuardia to Caribbean Islands departing on 5/14. 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 Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands.
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Cheap Flights from LaGuardia to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$349
Santo Domingo
Santo Domingo1 stop$394
Montego Bay
Montego Bay1 stop$305
Oranjestad
Oranjestad1 stop$364
Nassau
Nassaunonstop$363
Kingston
Kingston2 stops$476
Simpson Bay
Simpson Bay1 stop$369
Providenciales
Providenciales1 stop$396
Port of Spain
Port of Spain1 stop$377
Bridgetown
Bridgetown1 stop$418
George Town
George Town1 stop$313
Willemstad
Willemstad1 stop$472
Aguadilla
Aguadilla1 stop$285
Puerto Plata
Puerto Plata1 stop$460
St. John's
St. John's1 stop$452
Punta Cana
Punta Cana1 stop$349
Santo Domingo
Santo Domingo1 stop$394
Montego Bay
Montego Bay1 stop$305
Oranjestad
Oranjestad1 stop$364
Nassau
Nassaunonstop$363
Kingston
Kingston2 stops$476
Simpson Bay
Simpson Bay1 stop$369
Providenciales
Providenciales1 stop$396
Port of Spain
Port of Spain1 stop$377
Bridgetown
Bridgetown1 stop$418
George Town
George Town1 stop$313
Willemstad
Willemstad1 stop$472
Aguadilla
Aguadilla1 stop$285
Puerto Plata
Puerto Plata1 stop$460
St. John's
St. John's1 stop$452

Book Cheap LaGuardia to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from LaGuardia to Caribbean Islands 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 LaGuardia to Caribbean Islands

Sun, May 10 - Tue, Jun 2
Frontier Logo
8:29 pm - 5:16 pm
LGA
-
SJU
20h 47m
2 stops
Frontier Logo
6:00 am - 4:11 pm
SJU
-
LGA
10h 11m
1 stop
$260Frontier
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
6:29 am - 9:52 pm
LGA
-
SJU
15h 23m
2 stops
Multiple Airlines Logo
6:41 pm - 7:00 pm
SJU
-
LGA
24h 19m
1 stop
$261Multiple Airlines
Tue, May 19 - Tue, Jun 2
Multiple Airlines Logo
10:55 pm - 5:26 pm
LGA
-
SJU
42h 31m
2 stops
Multiple Airlines Logo
6:41 pm - 7:00 pm
SJU
-
LGA
24h 19m
1 stop
$262Multiple Airlines
Sun, May 10 - Tue, May 12
American Airlines Logo
6:00 am - 4:15 pm
LGA
-
STT
10h 15m
1 stop
American Airlines Logo
12:25 pm - 8:57 pm
STT
-
LGA
8h 32m
1 stop
$300American Airlines
Sun, May 31 - Thu, Jun 4
Spirit Airlines Logo
6:30 am - 12:31 pm
LGA
-
MBJ
7h 01m
1 stop
Spirit Airlines Logo
1:36 pm - 11:17 pm
MBJ
-
LGA
8h 41m
1 stop
$314Spirit Airlines
Tue, May 12 - Tue, May 19
Spirit Airlines Logo
6:30 am - 12:31 pm
LGA
-
MBJ
7h 01m
1 stop
Spirit Airlines Logo
1:36 pm - 11:17 pm
MBJ
-
LGA
8h 41m
1 stop
$322Spirit Airlines
Sun, Jul 19 - Fri, Jul 24
American Airlines Logo
7:00 am - 4:00 pm
LGA
-
STT
9h 00m
1 stop
American Airlines Logo
1:42 pm - 10:05 pm
STT
-
LGA
8h 23m
1 stop
$330American Airlines
Mon, May 25 - Fri, May 29
United Airlines Logo
6:10 am - 3:10 pm
LGA
-
AUA
9h 00m
1 stop
United Airlines Logo
1:50 pm - 11:15 pm
AUA
-
LGA
9h 25m
1 stop
$371United Airlines
Mon, May 11 - Wed, May 20
Delta Logo
6:59 am - 2:10 pm
LGA
-
PLS
7h 11m
1 stop
Delta Logo
2:05 pm - 9:18 pm
PLS
-
LGA
7h 13m
1 stop
$398Delta
Sat, May 16 - Sat, May 23
United Airlines Logo
6:00 am - 12:33 pm
LGA
-
SXM
6h 33m
1 stop
United Airlines Logo
3:50 pm - 9:48 am
SXM
-
LGA
17h 58m
1 stop
$403United Airlines
Booking Insights

KAYAK's insights & trends for LaGuardia to Caribbean Islands flights

Get data-powered insights and trends into flights from LaGuardia to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York LaGuardia Airport to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from New York LaGuardia Airport found in the last 72 hours was to San Juan, at $142 round-trip. The most popular route is from New York LaGuardia Airport (LGA) to Nassau (NAS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $351.

What is the cheapest time of day to fly to Caribbean Islands?

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

The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $199 on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $690.

Can I save money by flying with a layover from New York LaGuardia Airport to Caribbean Islands?

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 $397, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York LaGuardia Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York LaGuardia Airport to Caribbean Islands, 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 New York LaGuardia Airport to Caribbean Islands is November, when tickets cost $101 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $285 and $254 respectively.

What’s the cheapest day of the week to fly from New York LaGuardia Airport to Caribbean Islands?

The average price of all round-trip flights from New York LaGuardia Airport to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from New York LaGuardia Airport to Caribbean Islands. For your return ticket, we recommend flying on a Wednesday and avoiding Saturdays for the best deals.

How far in advance should I book a flight from New York LaGuardia Airport to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York LaGuardia Airport to Caribbean Islands, 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 New York LaGuardia Airport to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$105
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from New York LaGuardia Airport to San Juan Airport

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from New York LaGuardia Airport to Caribbean Islands?

    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 New York LaGuardia Airport to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York LaGuardia Airport to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York LaGuardia Airport to Caribbean Islands 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 New York LaGuardia Airport to Caribbean Islands?

    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 New York LaGuardia Airport to Caribbean Islands 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 New York LaGuardia Airport to Caribbean Islands?

    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 New York LaGuardia Airport to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from LaGuardia to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from New York to Caribbean Islands. 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 LaGuardia to Caribbean Islands? 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.
7.9
DeltaOverall score based on 8463 reviews
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

2.0 MediocreNicholas, Apr 2026
LGA - CLT
Read more Delta reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

All good flight was 35 minutes early when arriving in Edinburgh

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

Once boarding started it was pretty quick. Food was inedible; cold and salty..

Much better than Spirit. I was please by the easy fast check in and boarding

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.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

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

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.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

I am writing to share detailed feedback regarding my recent journey with American Airlines on the New York (JFK) to New Delhi (DEL) sector, which was ultimately diverted to Jaipur (JAI) due to weather conditions. At the outset, I would like to acknowledge that this was a full long-haul flight of approximately 14–15 hours, and while the journey fulfilled its primary transport objective, several aspects of the experience warrant both recognition and constructive feedback. 1. Cabin Crew Conduct and Service Consistency While the majority of the cabin crew maintained a polite and professional demeanor, one flight attendant’s conduct was notably inconsistent with expected service standards. The tone was often directive and lacked the warmth and guest-centric engagement typically associated with long-haul service. This created a perceptible imbalance in the cabin experience. Although other crew members acknowledged and apologized for the behavior, it highlighted a gap in service standardization and supervisory oversight. 2. Inflight Experience (IFE & Comfort) The inflight entertainment system was unreliable, with content failing to load consistently throughout the journey. Seating comfort in economy class was below expectations when compared with other international long-haul carriers. Cabin environment management at times felt unsettled, with noticeable noise and movement in the aisles. 3. Disruption Handling and Communication (DEL Diversion to JAI) The diversion to Jaipur due to weather was understandably beyond the airline’s control. However, the handling of post-diversion communication and guest management was an area of concern: Information during and after the diversion was fragmented and lacked clarity Limited guidance was provided upon disembarkation regarding next steps (transport, accommodation, onward travel) Ground coordination appeared inconsistent, with hotel partners and passengers receiving incomplete or delayed updates Communication the following morning remained unclear, including last-minute changes to transfer timings This resulted in avoidable uncertainty during a critical disruption phase. 4. Positive Acknowledgment – Ground Recovery Arrangements It is important to recognize that despite the initial communication gaps, the overall recovery framework was eventually well executed: Hotel accommodation was arranged efficiently Meal vouchers were provided appropriately Transfers between airport and hotel were organized in a structured manner Given the sudden and large-scale disruption, these arrangements were commendable and reflect the airline’s ability to operationally recover once systems were in place. 5. Recommendations for Improvement In the interest of strengthening the overall customer experience, I would respectfully propose the following: Service Delivery Reinforce consistent cabin crew service standards, particularly for long-haul sectors Enhance supervisory presence to address outlier behaviors in real time Inflight Product Improve reliability of inflight entertainment systems Reassess economy seating comfort for ultra-long-haul routes Disruption Management Establish a more visible “Care & Coordination Team” during irregular operations Ensure clear, centralized communication (single source of truth) for passengers and ground partners Provide structured briefing points to hotel and transport vendors to avoid information gaps Introduce proactive guest engagement (clear next steps, timelines, reassurance) Closing Reflection: While the journey was impacted by both controllable and uncontrollable factors, the overall experience would have been significantly enhanced through greater consistency in service delivery and more structured communication during disruption. I appreciate the efforts made by the broader team in arranging accommodation and onward logistics under challenging circumstances. With improved coordination and alignment, the experience can be elevated to match the expectations of a global long-haul carrier. Thank you for your attention to this feedback. I trust it will be received constructively and contribute to ongoing service improvement. Warm regards, Soosnata Chowdhury Convert effective for airlines) Or tailor tone

Wifi was spotty. Tray table was very dirty when I sat down.

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

The flight was supposed to leave at 6:22pm we are just now leaving the gate after deplaning twice at 1:07am.

Flight attendant was all so sweet and pilot got us to our destination safely and on time

Sadly the flight was delayed by 4 hours due to the weather snd sir traffic control staffing. Otherwise the crew was amazing and the flight was perfect.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

Checking in and getting to gate fast and leasy at Laguardia airport. There is no entertainment on the plane and food was for purchase. Great experience flying with spirit

The flight was delayed over an hour which got us into DFW at approximately 2:20 am

Kayak and Spirit could not meaningfully share itinerary data, leading to many hours of remediation.

Do not fly with Spirit. They will leave you canceled if their flight is not 110% booked.

They cancelled my flight last minute, forcing me to rebook with another airline.

A bottled or canned drink, whether water or soda would have been appreciated upon settling in and flying, without being charged for it.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports