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Cheap flights to Caribbean Islands from $49

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 7/9. 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.
BOS — SJU
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
1 adult, Economy
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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 2,637,452 searches and data was last updated on May 16, 2024.

Popular in

December

Cheapest in

September

Average price

$316

Round-trip from

$98

One-way from

$49
High demand for flights, 12% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in May 2024
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From New York to San Juan
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One-way flight from New York to Caribbean Islands
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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 16, 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 2,637,452 searches and data was last updated on May 16, 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 6/45:24 pmEWR - SJU
1 stop9h 41mSpirit Airlines
Wed 6/52:00 pmSJU - EWR
1 stop10h 47mSpirit Airlines
Deal found 5/15$120
Tue 5/2112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Wed 5/299:07 pmSJU - EWR
1 stop11h 53mSpirit Airlines
Deal found 5/15$127
Tue 5/289:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Tue 6/49:07 pmSJU - EWR
1 stop13h 06mSpirit Airlines
Deal found 5/15$128
Wed 5/2912:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Fri 6/212:30 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/15$130
Tue 6/45:24 pmEWR - SJU
1 stop9h 41mSpirit Airlines
Tue 6/184:55 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/15$132
Tue 5/289:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Wed 6/55:40 amSJU - EWR
1 stop11h 19mSpirit Airlines
Deal found 5/15$133
Tue 6/45:24 pmEWR - SJU
1 stop9h 41mSpirit Airlines
Wed 6/128:06 pmSJU - EWR
1 stop13h 07mSpirit Airlines
Deal found 5/15$135
Wed 5/295:24 pmEWR - SJU
1 stop9h 41mSpirit Airlines
Wed 6/58:06 pmSJU - EWR
1 stop14h 23mSpirit Airlines
Deal found 5/15$138
Tue 6/49:00 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Fri 6/142:30 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/15$139

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 2,637,452 searches and data were last updated on May 16, 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 7/175:59 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/246:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$98
Tue 7/911:08 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/176:07 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 5/15$99
Tue 7/911:08 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/176:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$103
Wed 7/2411:08 amJFK - SJU
Nonstop3h 54mFrontier
Tue 7/306:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$104
Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/15$104
Wed 7/245:59 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/316:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$105
Wed 7/175:59 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/316:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$108
Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/16$108
Wed 7/1011:08 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/176:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$110

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 2,637,452 searches and data was last updated on May 16, 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.
Tue 5/2112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Wed 5/294:45 amSJU - EWR
Nonstop4h 16mSpirit Airlines
Deal found 5/15$152
Sun 5/269:16 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Wed 5/299:07 pmSJU - EWR
1 stop13h 39mSpirit Airlines
Deal found 5/15$170
Tue 5/2112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Wed 5/299:07 pmSJU - EWR
2 stops25h 05mSpirit Airlines
Deal found 5/15$171
Tue 5/2110:57 amLGA - SJU
1 stop12h 44mMultiple Airlines
Wed 5/299:07 pmSJU - LGA
1 stop11h 53mMultiple Airlines
Deal found 5/15$179
Tue 5/2112:58 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Wed 5/225:40 amSJU - EWR
1 stop11h 19mSpirit Airlines
Deal found 5/14$179
Wed 5/224:00 pmLGA - SJU
1 stop23h 30mFrontier
Tue 5/286:00 amSJU - LGA
1 stop9h 05mFrontier
Deal found 5/15$180
Sun 5/269:16 pmEWR - SJU
Nonstop4h 04mSpirit Airlines
Mon 6/39:07 pmSJU - EWR
1 stop13h 39mSpirit Airlines
Deal found 5/15$181
Sat 5/2511:28 pmEWR - SJU
Nonstop4h 02mSpirit Airlines
Wed 5/299:07 pmSJU - EWR
1 stop13h 39mSpirit Airlines
Deal found 5/15$182
Wed 5/224:00 pmLGA - SJU
1 stop23h 30mFrontier
Tue 6/43:15 pmSJU - LGA
1 stop20h 21mFrontier
Deal found 5/15$184

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 2,637,452 searches and data was last updated on May 16, 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 7/911:08 amJFK - SJU
Nonstop3h 54mFrontier
Deal found 5/15$49
Tue 6/46:30 amLGA - SJU
1 stop12h 41mSpirit Airlines
Deal found 5/15$51
Wed 9/45:59 amJFK - SJU
Nonstop3h 59mFrontier
Deal found 5/15$52
Tue 7/911:08 amJFK - SJU
Nonstop3h 54mFrontier
Deal found 5/15$54
Wed 7/1011:08 amJFK - SJU
Nonstop3h 59mFrontier
Deal found 5/16$55
Wed 9/45:59 amJFK - SJU
Nonstop3h 59mFrontier
Deal found 5/15$57
Tue 6/46:30 amLGA - SJU
1 stop12h 41mSpirit Airlines
Deal found 5/15$57
Tue 6/411:59 amLGA - SJU
1 stop7h 12mSpirit Airlines
Deal found 5/15$58
Sun 6/165:59 amJFK - SJU
Nonstop3h 52mFrontier
Deal found 5/15$69

Direct flights to Caribbean Islands

Wed 7/175:59 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/246:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$98
Tue 7/911:08 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/176:07 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 5/15$99
Tue 7/911:08 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/176:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$103
Wed 7/2411:08 amJFK - SJU
Nonstop3h 54mFrontier
Tue 7/306:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/15$104
Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/15$104
Wed 7/245:59 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/316:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$105
Wed 7/175:59 amJFK - SJU
Nonstop3h 59mFrontier
Wed 7/316:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$108
Wed 9/45:59 amEWR - SJU
Nonstop4h 05mFrontier
Sat 9/148:15 pmSJU - EWR
Nonstop4h 08mFrontier
Deal found 5/16$108
Wed 7/1011:08 amJFK - SJU
Nonstop3h 54mFrontier
Wed 7/176:08 amSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/16$110

Find flights to Caribbean Islands within your budget

Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,637,452 searches and data was last updated on May 16, 2024.

Fly from

Any airport

Budget

$98 - $183

Route

Depart

Return

Price

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/17

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 7/24

Nonstop4h 00m

$98

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/9

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 7/17

Nonstop4h 03m

$99

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/9

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 7/17

Nonstop4h 00m

$103

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/24

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Tue 7/30

Nonstop4h 00m

$104

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Wed 5/29

1 stop11h 28m

San Juan Luis Munoz Marin Intl

Tue 6/4

1 stop13h 06m

$144

New York LaGuardiaSan Juan Luis Munoz Marin Intl

LGA - SJU

LGASJU

New York LaGuardia

Tue 5/28

1 stop12h 44m

San Juan Luis Munoz Marin Intl

Tue 6/4

1 stop11h 53m

$148

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 9/6

Nonstop4h 19m

San Juan Luis Munoz Marin Intl

Mon 9/9

Nonstop4h 04m

$165

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/11

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 6/19

Nonstop3h 58m

$177

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/20

1 stop17h 11m

San Juan Luis Munoz Marin Intl

Tue 8/27

1 stop14h 22m

$183

Flights are sorted by cheapest first

Deals found on 5/15

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 $56 while a round-trip flight costs $136. Price data was last updated on May 12, 2024.

Currently, September is the cheapest month in which you can book a flight to Caribbean Islands (average of $250). Flying to Caribbean Islands in March will prove the most costly (average of $338). 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

$338

April

$296

May

$272

June

$314

July

$330

August

$278

September

$250

October

$265

November

$301

December

$301

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 May 10, 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 16, 2024.
Peruse reviews from past customers who have flown Frontier, Spirit Airlines 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.
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
6,040 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,673 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Copa Airlines
8.0
Very good
2,707 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

JetBlue
7.6
Good
4,472 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Avianca
7.5
Good
3,765 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Overall

8.2

Comfort

8.1

Entertainment

7.8

Food

7.3

Crew

8.7

Boarding

8.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

  • 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 $136, however they can be found for as little as $54.

  • 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

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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 $358/person
Business Classfrom $206/person
Prem Econ Classfrom $379/person
Economy Classfrom $37/person

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