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Cheap flights to Caribbean from $233

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 17/7. 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
29 Apr — 6 May1
1 adult
Mon 29/4
Mon 6/5

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 24 April 2024
Explore Caribbean

Cheap flights to Caribbean in April & May 2024

Discover affordable flights and deals to Caribbean in April and May 2024. In the last 7 days, Cheapflights users made a total of 124,126 searches and data was last updated on 24 April 2024.
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 22/4$420
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$425
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 23/4$471
Tue 30/422:00ORD - SJU
1 stop12h 38mSpirit Airlines
Wed 1/519:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 23/4$473
Sat 11/508:52ORD - SJU
Nonstop4h 50mUnited Airlines
Tue 14/501:05SJU - ORD
1 stop8h 34mUnited Airlines
Deal found 23/4$528
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 22/4$547
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$555
Sat 27/408:45ORD - SJU
1 stop11h 39mUnited Airlines
Sun 28/407:00SJU - ORD
1 stop8h 42mUnited Airlines
Deal found 23/4$591
Sat 27/418:04ORD - SJU
Nonstop4h 47mUnited Airlines
Thu 2/501:05SJU - ORD
1 stop10h 35mUnited Airlines
Deal found 24/4$594

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 124,126 searches and data were last updated on 24 April 2024.
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 22/4$420
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$425
Sat 22/611:25ORD - SJU
1 stop7h 40mJetBlue
Tue 25/611:05SJU - ORD
1 stop9h 42mJetBlue
Deal found 23/4$432
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 23/4$471
Tue 30/422:00ORD - SJU
1 stop12h 38mSpirit Airlines
Wed 1/519:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 23/4$473
Sat 11/508:52ORD - SJU
Nonstop4h 50mUnited Airlines
Tue 14/501:05SJU - ORD
1 stop8h 34mUnited Airlines
Deal found 23/4$528
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 22/4$547
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$555
Sat 1/608:40ORD - SJU
1 stop7h 47mJetBlue
Tue 4/610:58SJU - ORD
1 stop8h 22mJetBlue
Deal found 23/4$557

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 124,126 searches and data was last updated on 24 April 2024.
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 22/4$420
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$425
Tue 30/411:20ORD - SJU
Nonstop4h 43mSpirit Airlines
Wed 1/506:10SJU - ORD
Nonstop5h 19mSpirit Airlines
Deal found 23/4$471
Tue 30/422:00ORD - SJU
1 stop12h 38mSpirit Airlines
Wed 1/519:57SJU - ORD
1 stop14h 26mSpirit Airlines
Deal found 23/4$473
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 22/4$547
Tue 30/407:03ORD - SJU
2 stops10h 59mSpirit Airlines
Wed 1/512:35SJU - ORD
1 stop9h 30mSpirit Airlines
Deal found 23/4$555
Sat 4/508:52ORD - SJU
Nonstop4h 50mUnited Airlines
Fri 17/501:05SJU - ORD
1 stop7h 34mUnited Airlines
Deal found 24/4$911
Fri 3/519:35ORD - SJU
1 stop8h 55mUnited Airlines
Sat 4/501:05SJU - ORD
1 stop8h 34mUnited Airlines
Deal found 23/4$1,030
Tue 30/408:52ORD - SJU
Nonstop4h 50mUnited Airlines
Sun 5/501:05SJU - ORD
1 stop7h 34mUnited Airlines
Deal found 23/4$1,050

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 124,126 searches and data was last updated on 24 April 2024.
Wed 17/723:19LAS - NAS
2 stops11h 51mDelta
Deal found 23/4$233
Fri 24/520:32LAS - NAS
1 stop15h 31mJetBlue
Deal found 23/4$278
Wed 12/617:32ORD - SJU
1 stop8h 28mJetBlue
Deal found 23/4$344
Tue 23/717:17LAS - MBJ
1 stop19h 48mDelta
Deal found 22/4$349
Wed 12/606:30ORD - SJU
2 stops17h 00mSouthwest
Deal found 23/4$380
Wed 12/618:00ORD - SJU
3 stops29h 55mSouthwest
Deal found 23/4$446
Wed 12/608:52ORD - SJU
Nonstop4h 50mUnited Airlines
Deal found 23/4$559
Wed 8/507:30ORD - SJU
1 stop12h 08mUnited Airlines
Deal found 23/4$641
Wed 8/505:00ORD - SJU
2 stops15h 00mAmerican Airlines
Deal found 23/4$765

Direct flights to Caribbean

Sat 11/508:52ORD - SJU
Nonstop4h 50mUnited Airlines
Wed 15/515:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 23/4$754
Thu 16/508:52ORD - SJU
Nonstop4h 50mUnited Airlines
Tue 21/515:50SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 24/4$903
Wed 3/708:52ORD - SJU
Nonstop4h 50mUnited Airlines
Sun 7/707:45SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 23/4$1,200
Sat 29/618:04ORD - SJU
Nonstop4h 47mUnited Airlines
Sun 21/707:45SJU - ORD
Nonstop5h 11mUnited Airlines
Deal found 23/4$1,914

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 24 April 2024.
7.7
Good
4,480 reviews

Entertainment

7.7

Comfort

7.7

Boarding

7.8

Crew

8.2

Food

7.5

Overall

7.7

Reviews

1 / 10

The crew were exceptional and really paid lots of attention to me. They even wrote a hand written note for my birthday and presented me with a very fancy desert. I was not expecting this level of attention.

7.7
Good
4,480 reviews
7.7
Good
4,480 reviews

Entertainment

7.7

Comfort

7.7

Boarding

7.8

Crew

8.2

Food

7.5

Overall

7.7

Reviews

1 / 10

The crew were exceptional and really paid lots of attention to me. They even wrote a hand written note for my birthday and presented me with a very fancy desert. I was not expecting this level of attention.

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.

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

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

  • What is the best airline to fly to Caribbean?

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

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

    San Juan Luis Munoz Marin Intl Airport is currently the cheapest airport to fly to in Caribbean. One-way flights to San Juan Luis Munoz Marin Intl Airport typically cost $49, while return flights cost around $477.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Auckland offers the quickest one-way flight (42 hours 30 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 car hire 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 km away from San Juan Luis Munoz Marin Intl Airport).

See more FAQs

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