Cheap flights to Caribbean Islands from $44

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 6/5. 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
Jun 4 — Jun 111

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 2,784,634 searches and data was last updated on May 30, 2024.

Popular in

December

Cheapest in

September

Average price

$317

Round-trip from

$103

One-way from

$44
High demand for flights, 12% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in May 2024
From New York to San Juan
One-way flight from New York to Caribbean Islands

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 30, 2024
Explore Caribbean Islands

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 2,784,634 searches and data was last updated on May 30, 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.
Wed 6/55:45 amLGA - SJU
2 stops21h 25mSpirit Airlines
Wed 6/128:06 pmSJU - LGA
1 stop12h 54mSpirit Airlines
Deal found 5/29$144
Wed 6/1911:08 amJFK - SJU
Nonstop3h 52mFrontier
Wed 6/266:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$148
Tue 6/117:28 amEWR - SJU
1 stop11h 37mSpirit Airlines
Thu 6/209:15 pmSJU - EWR
1 stop11h 55mSpirit Airlines
Deal found 5/29$150
Tue 6/1111:08 amJFK - SJU
Nonstop3h 52mFrontier
Wed 6/198:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/29$151
Tue 6/114:59 pmLGA - SJU
1 stop26h 06mSpirit Airlines
Fri 6/148:06 pmSJU - LGA
1 stop12h 54mSpirit Airlines
Deal found 5/30$151
Tue 6/111:03 pmEWR - SJU
2 stops14h 23mSpirit Airlines
Sat 6/158:06 pmSJU - EWR
1 stop13h 07mSpirit Airlines
Deal found 5/29$153
Tue 6/1111:08 amJFK - SJU
Nonstop3h 52mFrontier
Sat 6/156:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$154
Wed 6/1211:08 amJFK - SJU
Nonstop3h 52mFrontier
Tue 6/186:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$155
Tue 6/111:03 pmEWR - SJU
2 stops14h 23mSpirit Airlines
Wed 6/129:06 pmSJU - EWR
1 stop12h 07mSpirit Airlines
Deal found 5/29$155

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 2,784,634 searches and data were last updated on May 30, 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 6/55:45 amLGA - SJU
2 stops21h 25mSpirit Airlines
Wed 6/128:06 pmSJU - LGA
1 stop12h 54mSpirit Airlines
Deal found 5/29$144
Fri 9/69:50 amEWR - SJU
2 stops25h 38mSpirit Airlines
Wed 9/115:51 amSJU - EWR
1 stop10h 49mSpirit Airlines
Deal found 5/29$145
Tue 8/2711:15 amEWR - SJU
1 stop7h 56mSpirit Airlines
Sat 9/75:51 amSJU - EWR
2 stops17h 05mSpirit Airlines
Deal found 5/29$146
Wed 8/2111:08 amEWR - SJU
Nonstop4h 05mMultiple Airlines
Mon 8/267:16 pmSJU - EWR
2 stops21h 17mMultiple Airlines
Deal found 5/29$147
Wed 6/1911:08 amJFK - SJU
Nonstop3h 52mFrontier
Wed 6/266:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$148
Tue 8/2711:49 amEWR - SJU
1 stop7h 22mSpirit Airlines
Wed 8/285:51 amSJU - EWR
1 stop10h 49mSpirit Airlines
Deal found 5/29$148
Wed 8/2111:49 amEWR - SJU
1 stop7h 22mSpirit Airlines
Mon 8/267:57 pmSJU - EWR
2 stops20h 36mSpirit Airlines
Deal found 5/29$149
Sat 9/145:59 amJFK - SJU
Nonstop3h 59mFrontier
Sat 9/148:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/30$150
Tue 9/108:35 amLGA - SJU
1 stop8h 26mSpirit Airlines
Wed 9/117:57 pmSJU - LGA
1 stop13h 03mSpirit Airlines
Deal found 5/29$150

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 2,784,634 searches and data was last updated on May 30, 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.
Wed 6/55:45 amLGA - SJU
2 stops21h 25mSpirit Airlines
Wed 6/128:06 pmSJU - LGA
1 stop12h 54mSpirit Airlines
Deal found 5/29$144
Wed 6/52:49 pmEWR - SJU
1 stop12h 21mSpirit Airlines
Wed 7/175:45 amSJU - EWR
1 stop11h 14mSpirit Airlines
Deal found 5/29$156
Wed 6/56:00 amLGA - SJU
3 stops21h 10mSpirit Airlines
Wed 6/128:06 pmSJU - LGA
1 stop12h 54mSpirit Airlines
Deal found 5/29$157
Wed 6/512:15 pmEWR - SJU
2 stops14h 55mSpirit Airlines
Wed 6/128:06 pmSJU - EWR
1 stop13h 07mSpirit Airlines
Deal found 5/29$157
Wed 6/56:00 amEWR - SJU
1 stop13h 05mSpirit Airlines
Tue 6/112:59 pmSJU - EWR
3 stops34h 54mSpirit Airlines
Deal found 5/29$159
Wed 6/52:49 pmEWR - SJU
1 stop12h 21mSpirit Airlines
Wed 6/124:45 amSJU - EWR
Nonstop4h 15mSpirit Airlines
Deal found 5/29$165
Sun 6/911:08 amJFK - SJU
Nonstop3h 52mFrontier
Tue 6/186:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/30$168
Sun 6/911:08 amJFK - SJU
Nonstop3h 52mFrontier
Sat 6/158:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/30$171
Wed 6/52:49 pmEWR - SJU
1 stop12h 21mSpirit Airlines
Sat 6/85:40 amSJU - EWR
1 stop11h 28mSpirit Airlines
Deal found 5/29$176

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 2,784,634 searches and data was last updated on May 30, 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.
Wed 6/52:49 pmEWR - SJU
1 stop12h 21mSpirit Airlines
Deal found 5/29$44
Tue 8/2711:15 amEWR - SJU
1 stop7h 56mSpirit Airlines
Deal found 5/29$46
Wed 6/56:00 amEWR - SJU
1 stop13h 05mSpirit Airlines
Deal found 5/29$47
Tue 6/111:03 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Deal found 5/30$51
Wed 6/51:03 pmEWR - SJU
1 stop14h 07mSpirit Airlines
Deal found 5/30$52
Wed 8/2811:49 amEWR - SJU
1 stop7h 22mSpirit Airlines
Deal found 5/29$53
Wed 6/126:00 amEWR - SJU
1 stop7h 02mSpirit Airlines
Deal found 5/28$57
Tue 8/2711:59 amLGA - SJU
1 stop7h 12mSpirit Airlines
Deal found 5/29$58
Mon 8/2611:15 amEWR - SJU
1 stop7h 00mSpirit Airlines
Deal found 5/28$64

Direct flights to Caribbean Islands

Wed 6/1911:08 amJFK - SJU
Nonstop3h 52mFrontier
Wed 6/266:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$148
Tue 6/1111:08 amJFK - SJU
Nonstop3h 52mFrontier
Wed 6/198:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/29$151
Mon 7/110:55 pmEWR - SJU
Nonstop4h 05mSpirit Airlines
Wed 7/34:45 amSJU - EWR
Nonstop4h 15mSpirit Airlines
Deal found 5/29$151
Tue 6/1111:08 amJFK - SJU
Nonstop3h 52mFrontier
Sat 6/156:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$154
Wed 6/1211:08 amJFK - SJU
Nonstop3h 52mFrontier
Tue 6/186:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$155
Mon 6/105:59 amJFK - SJU
Nonstop3h 52mFrontier
Tue 6/186:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$158
Sat 6/297:29 pmEWR - SJU
Nonstop4h 05mMultiple Airlines
Wed 7/106:00 amSJU - EWR
Nonstop4h 07mMultiple Airlines
Deal found 5/30$159
Mon 6/105:59 amJFK - SJU
Nonstop3h 52mFrontier
Tue 6/186:00 amSJU - JFK
Nonstop4h 08mFrontier
Deal found 5/29$160
Mon 6/105:59 amJFK - SJU
Nonstop3h 52mFrontier
Sat 6/158:15 pmSJU - JFK
Nonstop4h 00mFrontier
Deal found 5/30$161

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 2,784,634 searches and data was last updated on May 30, 2024.

Fly from

Any airport

Budget

$103 - $234

Route

Depart

Return

Price

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 9/10

1 stop13h 57m

San Juan Luis Munoz Marin Intl

Wed 9/11

1 stop10h 49m

$103

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 9/10

2 stops15h 15m

San Juan Luis Munoz Marin Intl

Wed 9/11

1 stop10h 49m

$117

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 6/11

1 stop11h 37m

San Juan Luis Munoz Marin Intl

Wed 6/12

1 stop13h 23m

$123

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 9/10

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 9/17

Nonstop4h 08m

$126

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 9/7

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sat 9/7

Nonstop4h 00m

$133

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Wed 9/4

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 9/14

Nonstop4h 08m

$137

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Wed 9/4

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Tue 9/10

Nonstop4h 10m

$165

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Sun 7/21

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Thu 7/25

Nonstop4h 20m

$225

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/11

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Wed 9/25

1 stop17h 37m

$234

Flights are sorted by cheapest first

Deals found on 5/29

Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 24, 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 30, 2024.
Peruse reviews from past customers who have flown American Airlines, Frontier and Spirit Airlines 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.
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

8.1
Very good
9,192 reviews
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

8.0
Very good
10,457 reviews
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

8.0
Very good
2,617 reviews
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

7.6
Good
4,365 reviews
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

7.5
Good
2,866 reviews
8.1
Very good
9,192 reviews

Crew

8.6

Entertainment

7.3

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

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