HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights to Caribbean Islands from $39

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight 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.
CMH — SJU
May 7 — May 141
From?
To?
Tue 5/7
Tue 5/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Flights to Caribbean Islands in 2024

Find the latest flights to Caribbean Islands in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,864,334 searches and data was last updated on May 2, 2024.

Popular in

December

Cheapest in

September

Average price

$316

Round-trip from

$102

One-way from

$39
High demand for flights, 6% potential price rise
Search Deals
Best time to find cheap flights, 3% potential price drop
Search Deals
Average for round-trip flights in May 2024
Search Deals
From New York to San Juan
Search Deals
One-way flight from New York to Caribbean Islands
Search Deals

Find flights to Caribbean Islands

Browse one-way and round-trip flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on May 2, 2024
Explore Caribbean Islands
Flights to San Juan
Flights to Santo Domingo
Flights to Montego Bay
Flights to Punta Cana
Flights to Kingston
Flights to Port of Spain

Cheap flights to Caribbean Islands in May & June 2024

Discover affordable flights and deals to Caribbean Islands in May and June 2024. In the last 7 days, Cheapflights users made a total of 2,864,334 searches and data was last updated on May 2, 2024.
The lowest-priced flights departing to Caribbean Islands in May and June 2024 can be found below. Be sure to check back soon as deals update often.
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Tue 5/2112:32 pmSJU - EWR
1 stop21h 01mSpirit Airlines
Deal found 5/1$115
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Tue 5/219:07 pmSJU - EWR
2 stops35h 52mSpirit Airlines
Deal found 5/1$116
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Wed 5/159:07 pmSJU - EWR
1 stop11h 53mSpirit Airlines
Deal found 5/1$117
Wed 5/1512:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$118
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$119
Tue 5/219:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Thu 5/237:03 amSJU - EWR
Nonstop4h 17mSpirit Airlines
Deal found 5/2$124
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Thu 6/206:57 amSJU - EWR
Nonstop4h 17mSpirit Airlines
Deal found 5/1$125
Sat 5/1812:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Tue 5/2112:32 pmSJU - EWR
1 stop21h 01mSpirit Airlines
Deal found 5/1$126
Sat 5/1811:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Tue 5/2112:32 pmSJU - EWR
1 stop21h 01mSpirit Airlines
Deal found 5/1$127

Caribbean Islands 2024 flight deals

Explore flight deals for Caribbean Islands in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 2,864,334 searches and data were last updated on May 2, 2024.
These are some of the best deals we've found on flights to Caribbean Islands in 2024 at this time. More deals are always being added, so be sure to check back regularly.
Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/2$102
Wed 9/411:08 amJFK - SJU
Nonstop3h 59mFrontier
Sat 9/148:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/2$104
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Tue 5/2112:32 pmSJU - EWR
1 stop21h 01mSpirit Airlines
Deal found 5/1$115
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Tue 5/219:07 pmSJU - EWR
2 stops35h 52mSpirit Airlines
Deal found 5/1$116
Wed 9/115:59 amEWR - SJU
Nonstop4h 05mFrontier
Tue 9/248:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/1$117
Wed 9/1111:08 amJFK - SJU
Nonstop3h 59mFrontier
Sat 9/148:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/1$118
Wed 5/1512:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$118
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$119
Tue 5/219:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Thu 5/237:03 amSJU - EWR
Nonstop4h 17mSpirit Airlines
Deal found 5/2$124

Flights to Caribbean Islands departing soon

Discover available last-minute flight options to Caribbean Islands, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 2,864,334 searches and data was last updated on May 2, 2024.
Users traveling to Caribbean Islands last-minute should check out these flights departing soon. It's recommended that you verify the details of your last-minute flight before booking.
Sat 5/1112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$118
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$119
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Tue 5/147:57 pmSJU - EWR
2 stops20h 36mSpirit Airlines
Deal found 4/30$128
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Wed 5/159:07 pmSJU - EWR
1 stop11h 53mSpirit Airlines
Deal found 5/1$129
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Tue 5/149:07 pmSJU - EWR
2 stops25h 07mSpirit Airlines
Deal found 5/1$130
Sat 5/116:00 pmEWR - SJU
1 stop9h 05mSpirit Airlines
Sat 5/257:57 pmSJU - EWR
1 stop13h 03mSpirit Airlines
Deal found 5/1$134
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Sat 5/257:57 pmSJU - EWR
1 stop13h 03mSpirit Airlines
Deal found 5/1$135
Sat 5/116:00 pmEWR - SJU
1 stop9h 05mSpirit Airlines
Fri 5/241:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$137
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Fri 5/241:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$138

One-way flights to Caribbean Islands

Explore one-way flight options to Caribbean Islands for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 2,864,334 searches and data was last updated on May 2, 2024.
Consider booking one of these one-way flights heading to Caribbean Islands. If you're in need of a round-trip flight to Caribbean Islands instead, make sure to update the search form at the top of page.
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Deal found 5/1$39
Tue 5/147:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Deal found 5/1$46
Sat 5/1112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Deal found 5/1$50
Sat 5/1111:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Deal found 5/1$52
Tue 6/47:29 amEWR - SJU
1 stop11h 28mSpirit Airlines
Deal found 5/2$54
Tue 5/2111:59 amLGA - SJU
1 stop7h 12mSpirit Airlines
Deal found 5/1$57
Tue 5/145:24 pmEWR - SJU
1 stop9h 41mSpirit Airlines
Deal found 5/2$57
Tue 5/2111:59 amLGA - SJU
1 stop7h 12mSpirit Airlines
Deal found 5/1$58
Tue 5/149:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Deal found 5/1$59

Direct flights to Caribbean Islands

Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/2$102
Wed 9/411:08 amJFK - SJU
Nonstop3h 59mFrontier
Sat 9/148:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/2$104
Wed 9/115:59 amEWR - SJU
Nonstop4h 05mFrontier
Tue 9/248:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/1$117
Wed 9/1111:08 amJFK - SJU
Nonstop3h 59mFrontier
Sat 9/148:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/1$118
Wed 5/1511:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Wed 6/54:45 amSJU - EWR
Nonstop4h 15mSpirit Airlines
Deal found 5/1$118
Wed 5/1511:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Fri 5/171:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$119
Tue 5/219:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Thu 5/237:03 amSJU - EWR
Nonstop4h 17mSpirit Airlines
Deal found 5/2$124
Tue 5/219:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Fri 5/241:49 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/1$136
Tue 5/219:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Thu 6/66:57 amSJU - EWR
Nonstop4h 17mSpirit Airlines
Deal found 4/30$138

Average price of flights to Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the cheapest months to travel. The average price of a one-way flight to Caribbean Islands is currently $52 while a round-trip flight costs $149. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight to Caribbean Islands (average of $252). Flying to Caribbean Islands in March will prove the most costly (average of $339). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

$278

February

$286

March

$339

April

$303

May

$282

June

$317

July

$333

August

$278

September

$252

October

$265

November

$300

December

$302

Temperature and rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature and rainfall totals by month.

SJU

Temperature

77 - 82.4 °F

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

When is the best time to book a flight to Caribbean Islands?

Use this chart to determine the optimal time to book a round-trip flight to Caribbean Islands. Price data was last updated on January 28, 2024.
Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated May 2, 2024.
Peruse reviews from past customers who have flown Spirit Airlines, Frontier and Delta to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Delta
8.1
Very good
10,861 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Copa Airlines
8.0
Very good
2,828 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

KLM
7.9
Good
1,608 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

JetBlue
7.6
Good
4,558 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Avianca
7.5
Good
3,876 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

  • Can I find cheaper flights to Caribbean Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

    Based on reviews from Cheapflights users, Western Air is rated the highest out of the airlines that fly to Caribbean Islands.

  • What is the cheapest airport to fly to in Caribbean Islands?

    null is currently the cheapest airport to fly to in Caribbean Islands. One-way flights to null typically cost null, while round-trip flights cost around null.

  • How much is a round-trip flight to Caribbean Islands?

    A round-trip flight to Caribbean Islands will typically cost around $156, however they can be found for as little as $40.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Miami offers the quickest one-way flight (0 hours 40 minutes).

  • Does San Juan Luis Munoz Marin Intl Airport have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl Airport can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl Airport?

    Yes. San Juan Luis Munoz Marin Intl Airport has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl Airport (0.0 mi away from San Juan Luis Munoz Marin Intl Airport).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Flights to Eureka
Flights to Gainesville
Flights to Cuba
Flights to Vancouver
Flights to Dublin
Flights to Doha
Flights to Clearwater
Flights to Uganda
Flights to Morelia
Flights to Jacksonville, North Carolina
Flights to Riviera Maya

Search flights to Caribbean Islands by cabin class

Find flights to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Classfrom $368/person
Business Classfrom $206/person
Prem Econ Classfrom $379/person
Economy Classfrom $41/person

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Saint Peter Jersey
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Naxos
Flights to Ningbo Lishe Intl
Flights to Edremit/Korfez
Flights to Bourgas
Flights to Bodø
Flights to Pellston Emmet County
Flights to Cornwall Newquay
Flights to Ordu/Giresun
Flights to Batumi
Flights to Mason City
Flights to Biarritz Parme
Flights to Zakynthos Dionsios Salomos
Flights to Cortez Montezuma County
Flights to Clermont-Ferrand Aulnat
Flights to Nevsehir
Flights to Hyannis Barnstable
Flights to Girona Costa Brava
Flights to Kagoshima
Flights to Perugia Sant Egidio
Flights to Oran Es Senia
Flights to Chios
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines