Cheap flights to Caribbean Islands from $43

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight 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.
BOS — SJU
Mar 3 — Mar 101

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 3,397,584 searches and data was last updated on February 27, 2024.

Popular in

December

Cheapest in

September

Average price

$395

Round-trip from

$138

One-way from

$70
High demand for flights, 6% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in February 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 February 27, 2024
Explore Caribbean Islands

Cheap flights to Caribbean Islands in February & March 2024

Discover affordable flights and deals to Caribbean Islands in February and March 2024. In the last 7 days, Cheapflights users made a total of 3,397,584 searches and data was last updated on February 27, 2024.
The lowest-priced flights departing to Caribbean Islands in February and March 2024 can be found below. Be sure to check back soon as deals update often.
Tue 3/191:49 pmMCO - SJU
Nonstop2h 45mMultiple Airlines
Tue 4/167:43 pmSJU - MCO
Nonstop3h 32mMultiple Airlines
Deal found 2/26$121
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Tue 3/128:06 pmSJU - BWI
1 stop28h 42mMultiple Airlines
Deal found 2/25$128
Sat 3/2310:05 pmMCO - SJU
Nonstop2h 47mSpirit Airlines
Fri 4/52:30 amSJU - MCO
Nonstop3h 13mSpirit Airlines
Deal found 2/26$131
Tue 3/268:45 pmMCO - SJU
Nonstop2h 55mFrontier
Mon 4/13:06 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 2/26$132
Tue 3/2611:09 pmMCO - SJU
Nonstop2h 41mSpirit Airlines
Tue 4/26:50 amSJU - MCO
Nonstop3h 17mSpirit Airlines
Deal found 2/27$133
Thu 3/2811:59 pmMCO - SJU
Nonstop2h 47mSpirit Airlines
Tue 4/21:30 amSJU - MCO
Nonstop3h 12mSpirit Airlines
Deal found 2/26$138
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Tue 3/128:06 pmSJU - BWI
1 stop23h 39mMultiple Airlines
Deal found 2/26$138
Mon 3/251:46 pmMCO - SJU
Nonstop2h 54mFrontier
Mon 4/18:38 pmSJU - MCO
Nonstop3h 27mFrontier
Deal found 2/26$139
Mon 3/1811:03 pmBWI - SJU
Nonstop3h 47mSpirit Airlines
Thu 3/215:35 amSJU - BWI
Nonstop4h 15mSpirit Airlines
Deal found 2/26$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 3,397,584 searches and data were last updated on February 27, 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 4/177:10 pmBWI - SJU
Nonstop3h 56mFrontier
Wed 4/241:52 pmSJU - BWI
Nonstop4h 18mFrontier
Deal found 2/26$113
Tue 4/307:22 amPHL - SJU
1 stop11h 40mSpirit Airlines
Tue 5/77:57 pmSJU - PHL
1 stop12h 45mSpirit Airlines
Deal found 2/26$114
Tue 4/305:10 amPHL - SJU
1 stop12h 57mSpirit Airlines
Tue 5/77:57 pmSJU - PHL
1 stop12h 45mSpirit Airlines
Deal found 2/26$115
Tue 4/96:17 amMCO - SJU
1 stop5h 27mSpirit Airlines
Sat 4/136:50 pmSJU - MCO
Nonstop3h 15mSpirit Airlines
Deal found 2/25$119
Thu 4/1111:59 pmMCO - SJU
Nonstop2h 49mSpirit Airlines
Tue 4/1612:59 amSJU - MCO
Nonstop3h 12mSpirit Airlines
Deal found 2/26$120
Tue 3/191:49 pmMCO - SJU
Nonstop2h 45mMultiple Airlines
Tue 4/167:43 pmSJU - MCO
Nonstop3h 32mMultiple Airlines
Deal found 2/26$121
Tue 5/79:33 pmBWI - SJU
Nonstop3h 47mMultiple Airlines
Tue 5/143:41 pmSJU - BWI
1 stop15h 54mMultiple Airlines
Deal found 2/26$121
Thu 4/1111:25 pmMCO - SJU
Nonstop2h 50mFrontier
Sun 4/147:43 pmSJU - MCO
Nonstop3h 32mFrontier
Deal found 2/26$122
Tue 4/97:20 amPHL - SJU
1 stop11h 51mSpirit Airlines
Tue 4/237:57 pmSJU - PHL
1 stop13h 02mSpirit Airlines
Deal found 2/26$122

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 3,397,584 searches and data was last updated on February 27, 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 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Tue 3/128:06 pmSJU - BWI
1 stop28h 42mMultiple Airlines
Deal found 2/25$128
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Tue 3/128:06 pmSJU - BWI
1 stop23h 39mMultiple Airlines
Deal found 2/26$138
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Tue 3/128:06 pmSJU - BWI
2 stops21h 54mMultiple Airlines
Deal found 2/25$144
Mon 3/411:10 pmMCO - SJU
Nonstop2h 49mMultiple Airlines
Sun 3/103:50 amSJU - MCO
Nonstop3h 10mMultiple Airlines
Deal found 2/26$155
Tue 3/56:08 amPHL - SJU
1 stop6h 28mMultiple Airlines
Thu 3/79:06 pmSJU - PHL
1 stop12h 54mMultiple Airlines
Deal found 2/26$157
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Mon 3/112:33 amSJU - BWI
1 stop13h 31mMultiple Airlines
Deal found 2/26$158
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Mon 3/112:33 amSJU - BWI
1 stop13h 31mMultiple Airlines
Deal found 2/25$159
Mon 3/411:10 pmMCO - SJU
Nonstop2h 49mFrontier
Mon 3/116:30 amSJU - MCO
Nonstop3h 25mFrontier
Deal found 2/26$160
Tue 3/57:00 pmBWI - SJU
Nonstop3h 48mSpirit Airlines
Tue 3/52:10 amSJU - BWI
1 stop23h 38mSpirit Airlines
Deal found 2/25$162

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 3,397,584 searches and data was last updated on February 27, 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 5/1411:01 pmMCO - SJU
Nonstop2h 49mSpirit Airlines
Deal found 2/25$43
Tue 5/1411:01 pmMCO - SJU
Nonstop2h 49mSpirit Airlines
Deal found 2/26$44
Tue 3/1911:09 pmMCO - SJU
Nonstop2h 41mSpirit Airlines
Deal found 2/26$49
Wed 5/811:01 pmMCO - SJU
Nonstop2h 49mSpirit Airlines
Deal found 2/26$50
Tue 3/1911:09 pmMCO - SJU
Nonstop2h 41mSpirit Airlines
Deal found 2/26$56
Mon 4/155:10 amPHL - SJU
1 stop12h 52mSpirit Airlines
Deal found 2/25$58
Sat 3/1611:39 pmMCO - SJU
Nonstop2h 52mFrontier
Deal found 2/25$59
Tue 3/267:45 amMCO - SJU
Nonstop2h 54mFrontier
Deal found 2/26$60
Sat 4/278:57 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 2/26$61

Direct flights to Caribbean Islands

Wed 4/177:10 pmBWI - SJU
Nonstop3h 56mFrontier
Wed 4/241:52 pmSJU - BWI
Nonstop4h 18mFrontier
Deal found 2/26$113
Tue 4/98:45 pmMCO - SJU
Nonstop2h 55mFrontier
Sat 4/138:11 pmSJU - MCO
Nonstop3h 33mFrontier
Deal found 2/25$119
Thu 4/1111:59 pmMCO - SJU
Nonstop2h 49mSpirit Airlines
Tue 4/1612:59 amSJU - MCO
Nonstop3h 12mSpirit Airlines
Deal found 2/26$120
Tue 3/191:49 pmMCO - SJU
Nonstop2h 45mMultiple Airlines
Tue 4/167:43 pmSJU - MCO
Nonstop3h 32mMultiple Airlines
Deal found 2/26$121
Thu 4/1111:25 pmMCO - SJU
Nonstop2h 50mFrontier
Sun 4/147:43 pmSJU - MCO
Nonstop3h 32mFrontier
Deal found 2/26$122
Mon 4/157:10 pmBWI - SJU
Nonstop3h 56mFrontier
Wed 4/241:52 pmSJU - BWI
Nonstop4h 18mFrontier
Deal found 2/26$123
Wed 5/110:48 pmBWI - SJU
Nonstop3h 47mSpirit Airlines
Tue 5/1412:44 pmSJU - BWI
Nonstop4h 04mSpirit Airlines
Deal found 2/26$125
Wed 4/107:10 pmBWI - SJU
Nonstop3h 56mMultiple Airlines
Sun 4/145:30 amSJU - BWI
Nonstop4h 03mMultiple Airlines
Deal found 2/26$126
Tue 4/1611:06 pmMCO - SJU
Nonstop2h 50mFrontier
Wed 4/1710:23 amSJU - MCO
Nonstop3h 30mFrontier
Deal found 2/25$127

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 3,397,584 searches and data was last updated on February 27, 2024.

Fly from

Any airport

Budget

$113 - $243

Route

Depart

Return

Price

Baltimore/WashingtonSan Juan Luis Munoz Marin Intl

BWI - SJU

BWISJU

Baltimore/Washington

Wed 4/17

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 4/24

Nonstop4h 18m

$113

PhiladelphiaSan Juan Luis Munoz Marin Intl

PHL - SJU

PHLSJU

Philadelphia

Tue 4/30

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Tue 5/7

1 stop12h 45m

$114

PhiladelphiaSan Juan Luis Munoz Marin Intl

PHL - SJU

PHLSJU

Philadelphia

Tue 4/30

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Tue 5/7

1 stop12h 45m

$115

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Tue 3/19

Nonstop2h 45m

San Juan Luis Munoz Marin Intl

Tue 4/16

Nonstop3h 32m

$121

Baltimore/WashingtonSan Juan Luis Munoz Marin Intl

BWI - SJU

BWISJU

Baltimore/Washington

Tue 5/7

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Tue 5/14

1 stop15h 54m

$121

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 5/11

1 stop15h 45m

San Juan Luis Munoz Marin Intl

Fri 5/17

1 stop16h 10m

$208

Boston Logan IntlSan Juan Luis Munoz Marin Intl

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 4/4

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 4/6

Nonstop4h 15m

$213

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 4/9

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sat 4/13

Nonstop4h 09m

$223

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/29

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Sat 5/4

Nonstop3h 59m

$243

Flights are sorted by cheapest first

Deals found on 2/26

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 $53 while a round-trip flight costs $163. Price data was last updated on February 18, 2024.

Currently, September is the cheapest month in which you can book a flight to Caribbean Islands (average of $251). Flying to Caribbean Islands in March will prove the most costly (average of $356). 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

$287

March

$356

April

$316

May

$282

June

$336

July

$341

August

$278

September

$251

October

$264

November

$297

December

$299

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 February 27, 2024.
Peruse reviews from past customers who have flown Frontier, Spirit Airlines and American 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
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

8.1
Very good
11,830 reviews
8.1
Very good
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

8.1
Very good
9,255 reviews
8.1
Very good
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

8.0
Very good
3,267 reviews
8.1
Very good
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

7.7
Good
5,196 reviews
8.1
Very good
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

7.7
Good
1,377 reviews
8.1
Very good
11,830 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

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.

Browse thousands of different options on Cheapflights for your next trip

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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 $356/person
Business Classfrom $285/person
Prem Econ Classfrom $391/person
Economy Classfrom $10/person

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Can Cheapflights find flights to Caribbean Islands with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.

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