$123 Find Cheap Flights from New York LaGuardia Airport to Caribbean Islands - 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 LaGuardia to Caribbean Islands departing on 8/29. 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.
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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$453
Santo Domingo
Santo Domingo1 stop$423
Montego Bay
Montego Bay1 stop$410
Oranjestad
Oranjestad1 stop$397
Nassau
Nassau1 stop$364
Kingston
Kingston2 stops$500
Simpson Bay
Simpson Bay1 stop$397
Providenciales
Providenciales1 stop$374
Port of Spain
Port of Spain1 stop$417
Bridgetown
Bridgetown1 stop$489
George Town
George Town1 stop$394
Willemstad
Willemstad1 stop$542
Aguadilla
Aguadilla1 stop$350
St. John's
St. John's2 stops$458
Puerto Plata
Puerto Plata1 stop$555
Punta Cana
Punta Cana1 stop$453
Santo Domingo
Santo Domingo1 stop$423
Montego Bay
Montego Bay1 stop$410
Oranjestad
Oranjestad1 stop$397
Nassau
Nassau1 stop$364
Kingston
Kingston2 stops$500
Simpson Bay
Simpson Bay1 stop$397
Providenciales
Providenciales1 stop$374
Port of Spain
Port of Spain1 stop$417
Bridgetown
Bridgetown1 stop$489
George Town
George Town1 stop$394
Willemstad
Willemstad1 stop$542
Aguadilla
Aguadilla1 stop$350
St. John's
St. John's2 stops$458
Puerto Plata
Puerto Plata1 stop$555

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

Mon, Aug 24 - Wed, Sep 2
American Airlines Logo
6:00 am - 2:51 pm
LGA
-
SJU
8h 51m
1 stop
American Airlines Logo
1:38 pm - 8:59 pm
SJU
-
LGA
7h 21m
1 stop
$276American Airlines
Wed, Sep 2 - Sat, Sep 5
American Airlines Logo
9:20 am - 6:33 pm
LGA
-
SJU
9h 13m
1 stop
American Airlines Logo
3:28 pm - 11:43 pm
SJU
-
LGA
8h 15m
1 stop
$276American Airlines
Fri, Oct 23 - Tue, Oct 27
United Airlines Logo
6:00 am - 12:34 pm
LGA
-
SJU
6h 34m
1 stop
United Airlines Logo
4:50 pm - 11:34 pm
SJU
-
LGA
6h 44m
1 stop
$276United Airlines
Tue, Oct 6 - Mon, Oct 12
United Airlines Logo
10:10 am - 8:38 pm
LGA
-
SJU
10h 28m
1 stop
United Airlines Logo
7:00 am - 7:19 pm
SJU
-
LGA
12h 19m
1 stop
$276United Airlines
Wed, Dec 9 - Sat, Dec 12
Frontier Logo
6:00 am - 3:06 pm
LGA
-
SJU
8h 06m
1 stop
Frontier Logo
8:25 am - 11:57 am
SJU
-
LGA
4h 32mnonstop
$287Frontier
Sat, Dec 5 - Wed, Dec 9
Frontier Logo
12:41 pm - 5:58 pm
LGA
-
SJU
4h 17mnonstop
Frontier Logo
4:13 pm - 11:06 pm
SJU
-
LGA
7h 53m
1 stop
$292Frontier
Tue, Sep 22 - Tue, Sep 29
Southwest Logo
11:25 am - 10:05 pm
LGA
-
SJU
10h 40m
2 stops
Southwest Logo
8:20 am - 6:50 pm
SJU
-
LGA
10h 30m
2 stops
$296Southwest
Fri, Sep 18 - Tue, Sep 22
Southwest Logo
8:35 am - 8:05 pm
LGA
-
SJU
11h 30m
2 stops
Southwest Logo
8:20 am - 6:50 pm
SJU
-
LGA
10h 30m
2 stops
$314Southwest
Thu, Sep 3 - Wed, Sep 9
JetBlue Logo
3:40 pm - 11:20 pm
LGA
-
SJU
7h 40m
1 stop
JetBlue Logo
2:32 pm - 11:09 pm
SJU
-
LGA
8h 37m
1 stop
$356JetBlue
Wed, Nov 18 - Mon, Nov 23
JetBlue Logo
6:00 am - 2:06 pm
LGA
-
SJU
7h 06m
1 stop
JetBlue Logo
8:05 am - 2:59 pm
SJU
-
LGA
7h 54m
1 stop
$363JetBlue
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 5 days was to Nassau, at $160 round-trip. The most popular route is from New York LaGuardia Airport (LGA) to Oranjestad (AUA), and the cheapest round-trip airline ticket found on this route in the last 5 days was $392.

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 $413, 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 January, when tickets cost $371 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $620 and $560 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 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

November

Cheapest flight

$123
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from New York LaGuardia Airport to Nassau

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.

  • How many flights are there between New York LaGuardia Airport and Caribbean Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from New York LaGuardia Airport and lands in Caribbean Islands, with an average flight time of 3h 16m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 1 flights.

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.
7.8
DeltaOverall score based on 8483 reviews
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
7.8Comfort
Airline reviews

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

10.0 ExcellentCourtney, Jul 2026
LGA - CMH
Read more Delta reviews

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

Flight delayed due to ground hold. Republic airways did a great job.

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

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,

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

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

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

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.

Everything except the food and entertainment. It was a great experience though

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Excellent as always. Service was excellent and fully bilingual. Cannot complain .Will travel again. Always have and will continue. Highly recommended.

Crew and agents misguiding on tight connections, and lack of connecting crew looking for inbound planes. A very avoidable missed connection as a result.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

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.

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 —

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

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The flight was delayed and we would have missed our connection. We had to switch to a different airline in another airport

Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

Strike pissed me n stranded in middle of no where

Refreshments and Air Hostess was good. Issues with customs in Toronto caused flight to depart and left me behind twice. Vouchers for delayed flight needs to increase.

Air Canada was great! From the airport at Montreal to boarding to the food on board the plane. The crew was great too! There was a slight issue with some other peoples’ tickets that I overheard about but the crew handled with care immediately to ensure everyone was comfortable and we could takeoff! Great experience with Air Canada

Everything was good till we got to yyz...then we got to the gate and there was NO GATE AGENT. We waited 15 min before disembarking. No internet No IFE Old aircraft Second leg in two weeks NOT IMPRESSED

The seats are soooooooo small in economy. I was offered no tea or coffee in the am. When I asked was told that it was too late. The plane was 2 hours late leaving.

My first flight left so late we knew I would miss my connection. Rather than redirecting me then, they made me take a flight to Montreal, then Toronto (there was a flight leaving for Toronto when I was in NYC, no need for me to also go to montreal). Then they gave me a food voucher that did not work (4 places would not accept it). At least they gave me a hotel automatically, even though it was a cheap crappy one. I'm still not home, and it's been over 24 hours. I'm exhausted.

Putting carryone size suitcase into the overhead luggage storage on a the small CR900 plane was cumbersome and its assignment to a far far gate w/o the moveable ramps at YYZ arrivals really stunk.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

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

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

The flight was excellent. The crew was welcoming and attentive.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

There was no wheelchair or wheelchair escort at the gate..unacceptable

Boarding process on JetBlue is an absolute disgrace. I can’t believe they can’t figure out a better way to board everyone. They called people with disabilities, mosaic and group A all at once and it was a disaster

There were weather issues and coding problems whatever those refer to, but JetBlue, for two days in a row was unbelievably late. Several hours late, resulting in almost no sleep for passengers like me.

The pilots were awesome and got us there early. Great landing too. No complaints on the flight. Service - a young cabin crew woman was terrible as she seemed to hate her job and never smiled. Why do they hire people like that? Terrible. The cabin crew lead woman was wonderful - very professional (and more mature go figure)

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports