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Cheap flights from London Southend Airport to Caribbean from £296

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 14/7. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
1 Aug — 8 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to Caribbean

Enter your travel dates to find the best prices.

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 2 July 2026.

Mon 13/716:00
SEN
-
PUJ
2 stops32h 25m
Multiple Airlines
Sun 19/721:30
PUJ
-
SEN
2 stops19h 55m
Multiple Airlines
Deal found 1/7£636
Tue 7/707:00
SEN
-
PUJ
2 stops17h 25m
Multiple Airlines
Tue 14/721:20
PUJ
-
SEN
2 stops20h 00m
Multiple Airlines
Deal found 30/6£681
Tue 15/906:30
SEN
-
MBJ
3 stops34h 50m
Multiple Airlines
Tue 29/916:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 2/7£728
Mon 31/816:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 15/916:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 28/6£859
Sun 5/715:35
SEN
-
PUJ
2 stops30h 45m
Multiple Airlines
Sun 12/715:05
PUJ
-
SEN
2 stops22h 45m
Multiple Airlines
Deal found 29/6£885
Sat 11/717:20
SEN
-
PUJ
2 stops34h 05m
Multiple Airlines
Sat 18/719:20
PUJ
-
SEN
2 stops21h 50m
Multiple Airlines
Deal found 29/6£904
Tue 30/607:00
SEN
-
PUJ
2 stops17h 25m
Multiple Airlines
Tue 7/721:20
PUJ
-
SEN
2 stops20h 00m
Multiple Airlines
Deal found 29/6£922
Fri 23/1020:40
SEN
-
SJU
3 stops46h 50m
Multiple Airlines
Sun 22/1114:25
SJU
-
SEN
2 stops20h 10m
Multiple Airlines
Deal found 29/6£944
Thu 27/816:35
SEN
-
MBJ
3 stops29h 00m
Multiple Airlines
Tue 1/916:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 1/7£974
Tue 29/906:30
SEN
-
MBJ
3 stops34h 50m
Multiple Airlines
Tue 20/1016:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 30/6£980
Fri 3/713:30
SEN
-
PUJ
3 stops32h 55m
Multiple Airlines
Fri 10/721:20
PUJ
-
SEN
2 stops19h 25m
Multiple Airlines
Deal found 28/6£1,003
Thu 2/720:40
SEN
-
PUJ
2 stops26h 35m
Multiple Airlines
Thu 9/719:30
PUJ
-
SEN
2 stops18h 40m
Multiple Airlines
Deal found 27/6£1,009

Find flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 2 July 2026.

Round-trip from

£636

One-way from

£296

Popular in

December

Cheapest in

June

Average price

£953
13/7-19/7
  • 13/7-19/7
  • 4 total stops
  • 52h 20m total
  • London to Caribbean
Search Deals
14/7
  • 14/7
  • 2 total stops
  • 35h 15m 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. 2% potential price decrease (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 2 July 2026.
Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 13/7

16:00-19:25

2 stops32h 25m

Punta Cana

Sun 19/7

21:30-22:25

2 stops19h 55m

£636

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 15/9

06:30-11:20

3 stops34h 50m

Montego Bay Sangster Intl

Tue 29/9

16:20-19:40

2 stops21h 20m

£728

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 31/8

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 15/9

16:20-19:40

2 stops21h 20m

£859

LondonSan Juan

SEN - SJU

SENSJU

London Southend

Fri 23/10

20:40-14:30

3 stops46h 50m

San Juan Luis Munoz Marin Intl

Sun 22/11

14:25-14:35

2 stops20h 10m

£944

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 27/8

16:35-15:35

3 stops29h 00m

Montego Bay Sangster Intl

Tue 1/9

16:20-19:40

2 stops21h 20m

£974

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 29/9

06:30-11:20

3 stops34h 50m

Montego Bay Sangster Intl

Tue 20/10

16:20-19:40

2 stops21h 20m

£980

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Sun 6/9

07:25-11:20

3 stops33h 55m

Montego Bay Sangster Intl

Sun 20/9

16:55-19:35

2 stops20h 40m

£1,011

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 15/7

07:05-19:25

2 stops17h 20m

Punta Cana

Sat 18/7

21:15-22:10

2 stops19h 55m

£1,118

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Sun 26/7

17:30-11:20

3 stops47h 50m

Montego Bay Sangster Intl

Tue 1/9

16:20-19:40

2 stops21h 20m

£1,130

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Wed 15/7

18:00-11:20

3 stops47h 20m

Montego Bay Sangster Intl

Tue 4/8

12:30-11:45

2 stops17h 15m

£1,146

Flights are sorted by cheapest return flights first.

Deals found on 1/7

Showing 1-10 of 44 resultsSorted by cheapest first
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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 - Montego Bay Sangster Intl. You may also consider London Southend - Punta Cana or London Southend - Havana Jose Marti 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.

See more FAQs

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Alternative routes for Southend to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Stansted to Lisbon flights
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London City to John F Kennedy Intl flights
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London City to Amsterdam flights

Fly with Cheapflights

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

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Why should you use Cheapflights to find cheap flight tickets from Southend to Caribbean?

Millions of users choose and trust Cheapflights to book the best flight deals from Southend to Caribbean for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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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