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Cheap flights to Caribbean from $223

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 20/4. 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.
WAS — SJU
2 Apr — 9 Apr1
1 adult
Tue 2/4
Tue 9/4

Find deals on flights to Caribbean by searching across hundreds of travel sites at once.

 
Cheapflights users frequently choose these airlines when searching for flights to Caribbean, based on our search results.
Cheapflights users frequently choose these airlines when searching for flights to Caribbean, based on our search results.
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Cheap flights to Caribbean in March & April 2024

Discover affordable flights and deals to Caribbean in March and April 2024. In the last 7 days, Cheapflights users made a total of 122,226 searches and data was last updated on 28 March 2024.
Tue 23/407:27ORD - SJU
1 stop10h 35mSpirit Airlines
Wed 24/419:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 27/3$262
Tue 23/407:27ORD - SJU
1 stop10h 35mSpirit Airlines
Wed 24/406:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 27/3$283
Tue 23/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 24/419:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 27/3$287
Tue 23/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 24/406:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 27/3$315
Tue 9/407:30ORD - SJU
1 stop10h 41mSpirit Airlines
Wed 10/419:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 26/3$343
Tue 9/409:21ORD - SJU
Nonstop4h 41mSpirit Airlines
Wed 10/418:59SJU - ORD
1 stop15h 24mSpirit Airlines
Deal found 26/3$358
Tue 9/407:25ORD - SJU
2 stops10h 46mSpirit Airlines
Wed 10/414:54SJU - ORD
1 stop10h 15mSpirit Airlines
Deal found 26/3$503
Fri 19/422:05LAS - NAS
1 stop15h 43mDelta
Tue 30/414:21NAS - LAS
1 stop13h 14mDelta
Deal found 26/3$635
Sun 28/405:32ORD - SJU
1 stop6h 45mDelta
Sat 4/513:35SJU - ORD
1 stop8h 59mDelta
Deal found 26/3$640

Caribbean 2024 flight deals

Explore flight deals for Caribbean in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 122,226 searches and data were last updated on 28 March 2024.
Tue 23/407:27ORD - SJU
1 stop10h 35mSpirit Airlines
Wed 24/406:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 27/3$283
Tue 23/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 24/419:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 27/3$287
Tue 23/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 24/406:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 27/3$315
Tue 9/407:30ORD - SJU
1 stop10h 41mSpirit Airlines
Wed 10/419:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 26/3$343
Tue 9/409:21ORD - SJU
Nonstop4h 41mSpirit Airlines
Wed 10/418:59SJU - ORD
1 stop15h 24mSpirit Airlines
Deal found 26/3$358
Tue 9/407:25ORD - SJU
2 stops10h 46mSpirit Airlines
Wed 10/414:54SJU - ORD
1 stop10h 15mSpirit Airlines
Deal found 26/3$503
Tue 5/1114:00ORD - SJU
1 stop7h 59mDelta
Tue 12/1115:49SJU - ORD
1 stop6h 43mDelta
Deal found 26/3$598
Sat 9/1114:00ORD - SJU
1 stop7h 59mDelta
Tue 12/1115:49SJU - ORD
1 stop6h 43mDelta
Deal found 27/3$623
Fri 19/422:05LAS - NAS
1 stop15h 43mDelta
Tue 30/414:21NAS - LAS
1 stop13h 14mDelta
Deal found 26/3$635

Flights to Caribbean departing soon

Discover available last-minute flight options to Caribbean, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 122,226 searches and data was last updated on 28 March 2024.
Sat 6/408:52ORD - SJU
Nonstop4h 50mUnited Airlines
Wed 10/415:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$678
Tue 2/408:52ORD - SJU
Nonstop4h 50mUnited Airlines
Sun 7/407:45SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$1,190
Thu 4/408:47ORD - SJU
2 stops13h 03mDelta
Tue 9/407:30SJU - ORD
1 stop7h 45mDelta
Deal found 26/3$5,377
Tue 2/408:47ORD - SJU
2 stops13h 03mDelta
Sun 7/414:15SJU - ORD
1 stop7h 53mDelta
Deal found 26/3$5,627

One-way flights to Caribbean

Explore one-way flight options to Caribbean 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 122,226 searches and data was last updated on 28 March 2024.
Sat 20/418:04ORD - SJU
Nonstop4h 47mUnited Airlines
Deal found 27/3$223
Fri 19/722:00LAS - NAS
1 stop11h 45mDelta
Deal found 27/3$230
Sun 26/505:40ORD - SJU
1 stop6h 40mDelta
Deal found 26/3$287
Thu 4/714:30ORD - SJU
1 stop7h 14mDelta
Deal found 27/3$353
Sun 7/706:00ORD - SJU
1 stop6h 16mDelta
Deal found 27/3$445
Mon 1/708:52ORD - SJU
Nonstop4h 50mUnited Airlines
Deal found 27/3$488
Sat 6/706:00ORD - SJU
1 stop8h 10mDelta
Deal found 27/3$527
Wed 3/406:00ORD - SJU
1 stop10h 38mDelta
Deal found 26/3$687
Wed 15/500:40LAS - MBJ
1 stop10h 18mDelta
Deal found 26/3$698

Direct flights to Caribbean

Tue 23/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 24/406:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 27/3$315
Wed 17/408:52ORD - SJU
Nonstop4h 50mUnited Airlines
Sun 21/407:45SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$747
Sat 13/418:04ORD - SJU
Nonstop4h 47mUnited Airlines
Wed 17/415:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$787
Mon 12/808:52ORD - SJU
Nonstop4h 50mUnited Airlines
Thu 15/815:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$893
Fri 19/418:04ORD - SJU
Nonstop4h 47mUnited Airlines
Tue 23/415:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$895
Sun 4/808:52ORD - SJU
Nonstop4h 50mUnited Airlines
Thu 8/815:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$975
Sat 20/718:04ORD - SJU
Nonstop4h 47mUnited Airlines
Sun 28/707:45SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$983
Mon 5/808:52ORD - SJU
Nonstop4h 50mUnited Airlines
Wed 14/815:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 27/3$1,065
Thu 11/708:52ORD - SJU
Nonstop4h 50mUnited Airlines
Sat 20/715:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 28/3$1,155

Find flights to Caribbean within your budget

Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 122,226 searches and data was last updated on 28 March 2024.

Fly from

Any airport

Budget

$262 - $688

Route

Departure

Return

Price

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 23/4

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Wed 24/4

1 stop14h 26m

$262

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 23/4

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Wed 24/4

Nonstop5h 19m

$283

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 23/4

2 stops10h 59m

San Juan Luis Munoz Marin Intl

Wed 24/4

1 stop14h 26m

$287

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 23/4

Nonstop4h 43m

San Juan Luis Munoz Marin Intl

Wed 24/4

Nonstop5h 19m

$315

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 9/4

1 stop10h 41m

San Juan Luis Munoz Marin Intl

Wed 10/4

1 stop14h 26m

$343

Las Vegas Harry Reid IntlNassau Intl

LAS - NAS

LASNAS

Las Vegas Harry Reid Intl

Fri 19/4

1 stop15h 43m

Nassau Intl

Tue 30/4

1 stop13h 14m

$635

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 15/9

Nonstop4h 47m

San Juan Luis Munoz Marin Intl

Wed 18/9

1 stop7h 29m

$637

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 23/4

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Tue 23/4

1 stop9h 26m

$657

Las Vegas Harry Reid IntlNassau Intl

LAS - NAS

LASNAS

Las Vegas Harry Reid Intl

Sat 20/4

1 stop9h 01m

Nassau Intl

Sun 28/4

1 stop15h 24m

$688

Flights are sorted by cheapest first

Deals found on 27/3

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 28 March 2024.
7.9
Good
1,684 reviews

Boarding

7.8

Comfort

7.6

Crew

8.4

Overall

7.9

Food

7.3

Entertainment

7.3

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.9
Good
1,684 reviews
7.9
Good
1,684 reviews

Boarding

7.8

Comfort

7.6

Crew

8.4

Overall

7.9

Food

7.3

Entertainment

7.3

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.7
Good
4,553 reviews
7.9
Good
1,684 reviews

Boarding

7.8

Comfort

7.6

Crew

8.4

Overall

7.9

Food

7.3

Entertainment

7.3

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.4
Good
11,481 reviews
7.9
Good
1,684 reviews

Boarding

7.8

Comfort

7.6

Crew

8.4

Overall

7.9

Food

7.3

Entertainment

7.3

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

Where are the most popular flight destinations in Caribbean?

According to our users, the most popular flight destination in Caribbean is Cuba, followed by Jamaica, Dominican Republic, The Bahamas and Trinidad and Tobago.
  • What is the best way to travel around the Caribbean?

    Much of the Caribbean is surrounded by water, making it a continent with many beaches. To travel between the countries, compare flights to the Caribbean that may include anything from a cruise package to island hopping between the larger ports. You will find that urban cities make use of standard forms of transportation as well as more adventurous ones. In Jamaica, taxis are advised to get around locally. In the Bahamas, however, the water taxis and the local buses, known as jitneys, are popular. In Haiti you can try the famous tap-tap taxis or the motorskilets . Car hire is a good suggestion for all urban areas in the Caribbean with yacht cruises, ferries and taxis also being recommended.

  • What are some things to do in the Caribbean?

    Searching for Caribbean flight deals you can find many countries to explore with many different cultures. If you're heading to Jamaica, you'll find the Bob Marley House, Trench Town Culture Yard and the Emancipation Park which are great cultural sights. Visit the Blue Mountains and enjoy beautiful hiking trails and waterfalls. In the Bahamas you will be surrounded by modern resorts as well as cultural sights. With 700 small islands, it is the ideal Caribbean spot for island-hopping; such as Pig Island to visit the feral, but friendly pigs that swim in the sea to greet you. In Haiti, you can see the mountaintop fortress of Citadelle la Ferrière, the ruins of Sans-Souci Palace or enjoy miles of unspoilt beaches, despite it being one of the Caribbean’s most popular destinations.

  • How long is the flight to the Caribbean?

    When you book flights to the Caribbean you will find a wide variety of times, depending on which country you’re visiting, but most involve two or three stops. From Auckland Airport to Norman Manley Airport in Kingston, Jamaica you may average 35h flying time with two stops. Many cheap flights to the Caribbean are much longer so book in advance for shorter trips. Flying to Nassau Airport in the Bahamas from Auckland Airport will average just under 40h with three stops, and if you would like to travel from Christchurch Airport in New Zealand to Port-au-Prince Airport in Haiti, you can expect to travel for an average of just under 45h.

  • What do I need to do before my flight to the Caribbean?

    When planning your flight to the Caribbean you will be relieved that New Zealand citizens do not require a visa. Being a hot climate means mosquitoes so make sure you pack repellent, sunscreen and appropriate clothing. December to February has the least rainfall in the Caribbean and is considered a good time for flying to the Caribbean. Some of the countries are considered to have high crime rates so be careful with your personal belongings. American dollars are widely accepted and English is understood but it’s always good to brush up on a few local expressions.

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