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Cheap flights from London Southend Airport to Caribbean from £341

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
1 Sep — 8 Sep1
1 adult

Cheap flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 27 August 2025.

Round-trip from

£597

One-way from

£341

Popular in

December

Cheapest in

September

Average price

£913
23/9-30/9
  • 23/9-30/9
  • 4 total stops
  • 37h 35m total
  • London to Caribbean
Search Deals
10/9
  • 10/9
  • 3 total stops
  • 29h 45m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (£17 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£17 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Southend to Caribbean

Cheapest flights from Southend to Caribbean
Explore the most affordable flight options available from Southend to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 27 August 2025.

Tue 23/907:00SEN - PUJ
2 stops16h 55mMultiple Airlines
Tue 30/921:25PUJ - SEN
2 stops20h 40mMultiple Airlines
Deal found 25/8£597
Tue 14/1007:00SEN - PUJ
2 stops16h 55mMultiple Airlines
Tue 21/1019:20PUJ - SEN
2 stops22h 45mMultiple Airlines
Deal found 25/8£692
Thu 9/1020:35SEN - PUJ
2 stops27h 45mMultiple Airlines
Thu 16/1015:05PUJ - SEN
2 stops19h 40mMultiple Airlines
Deal found 25/8£728
Wed 24/907:15SEN - PUJ
2 stops17h 05mMultiple Airlines
Wed 1/1021:20PUJ - SEN
2 stops20h 45mMultiple Airlines
Deal found 26/8£736
Mon 1/920:15SEN - MBJ
3 stops44h 55mMultiple Airlines
Thu 11/912:10MBJ - SEN
2 stops21h 35mMultiple Airlines
Deal found 26/8£1,069

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southend to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 27 August 2025.
Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Fly from

Southend

Fly to

Caribbean

Route

Depart

Return

Price

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 23/9

07:00-18:55

2 stops16h 55m

Punta Cana

Tue 30/9

21:25-23:05

2 stops20h 40m

£597

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 14/10

07:00-18:55

2 stops16h 55m

Punta Cana

Tue 21/10

19:20-23:05

2 stops22h 45m

£692

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 9/10

20:35-19:20

2 stops27h 45m

Punta Cana

Thu 16/10

15:05-15:45

2 stops19h 40m

£728

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 24/9

07:15-19:20

2 stops17h 05m

Punta Cana

Wed 1/10

21:20-23:05

2 stops20h 45m

£736

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 10/9

15:40-16:25

3 stops29h 45m

£341

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 9/12

20:20-15:33

3 stops48h 13m

£379

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 14/10

07:00-18:55

2 stops16h 55m

£381

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 15/10

07:15-19:20

2 stops17h 05m

£402

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 25/9

17:40-09:26

3 stops45h 46m

£418

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Fri 3/10

16:15-12:41

3 stops50h 26m

£422

Flights are sorted by cheapest return flights first.

Deals found on 25/8

Showing 1-10 of 26 results
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Best time to book a flight from Southend to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Southend with our price prediction graph.
Estimated return 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.

Cheapflights Insights

Everything you need to know about your flight from London Southend Airport to Caribbean
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Southend to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most popular routes from London Southend Airport to Caribbean?

    The most popular route from London Southend Airport to Caribbean is London Southend - Punta Cana. You may also consider London Southend - Havana Jose Marti Intl or London Southend - Montego Bay Sangster Intl.

  • Can I find deals for flights from Southend to Caribbean that include hotel bookings?

    Yes. In addition to deals on Southend to Caribbean flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Southend to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to Caribbean.

  • Can I find deals for business class flights from Southend to Caribbean?

    Yes. Cheapflights offers flight deals from Southend to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from London Southend Airport to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from London Southend Airport to Caribbean (average of £631). Flying from London Southend Airport to Caribbean in July is currently the most expensive (average of £1,027). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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How does Cheapflights help users find flights from Southend to Caribbean?

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Can Cheapflights find flights from Southend to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights from Southend to Caribbean with no change fees.

Can Cheapflights notify me if prices for flights from Southend to Caribbean become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean from Southend today and book when prices fit your budget.

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