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Cheap flights from Caribbean to London Southend Airport from £343

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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SEN
27 Jun — 4 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Caribbean to Southend

Enter your travel dates to find the best prices.

Cheapest flights from Caribbean to Southend
Explore the most affordable flight options available from Caribbean to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 May 2026.

Sat 13/618:09
SJU
-
SEN
3 stops23h 01m
Multiple Airlines
Sun 21/620:05
SEN
-
SJU
3 stops47h 55m
Multiple Airlines
Deal found 24/5£1,067

Find flight deals from Caribbean to Southend

Keep the following information in mind while searching for Caribbean to Southend flight deals. Data was last updated 28 May 2026.

Round-trip from

£1,067

One-way from

£343

Popular in

April

Cheapest in

November

Average price

£823
13/6-21/6
  • 13/6-21/6
  • 6 total stops
  • 70h 56m total
  • Caribbean to London
Search Deals
8/9
  • 8/9
  • 3 total stops
  • 25h 05m total
  • Caribbean to London
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (£42 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£14 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Caribbean to Southend 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 28 May 2026.
Use the filters below to find and compare flights from Caribbean to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Sat 13/6

18:09-22:10

3 stops23h 01m

London Southend

Sun 21/6

20:05-15:00

3 stops47h 55m

£1,067
Cheapest one-way

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Tue 8/9

13:35-19:40

3 stops25h 05m

£343

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Tue 15/9

14:26-19:40

3 stops24h 14m

£343

George TownLondon

GCM - SEN

GCMSEN

George Town Owen Roberts Intl

Tue 16/6

13:45-20:10

3 stops48h 25m

£348

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Fri 10/7

15:36-07:10

3 stops58h 34m

£350

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Mon 3/8

17:15-22:20

2 stops48h 05m

£358

Punta CanaLondon

PUJ - SEN

PUJSEN

Punta Cana

Sun 28/6

15:05-18:50

2 stops22h 45m

£379

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Sat 18/7

17:34-15:40

3 stops41h 06m

£397

Punta CanaLondon

PUJ - SEN

PUJSEN

Punta Cana

Tue 30/6

21:20-22:20

2 stops20h 00m

£397

KingstonLondon

KIN - SEN

KINSEN

Kingston Norman Manley

Mon 20/7

15:30-16:10

3 stops42h 40m

£402

Flights are sorted by cheapest return flights first.

Deals found on 23/5

Showing 1-10 of 31 resultsSorted by cheapest first
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Best time to book a flight from Caribbean to Southend

Have a flexible travel schedule? Discover the best time to fly to Southend from Caribbean 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 Caribbean to London Southend Airport
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 Caribbean to Southend. 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 Caribbean to London Southend Airport?

    When deciding which route to take from Caribbean to London Southend Airport consider Bridgetown Grantley Adams Intl - London Southend, Montego Bay Sangster Intl - London Southend or George Town Owen Roberts Intl - London Southend as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Southend 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

Travelling to a place near London Southend Airport?

Book flights to London Southend Airport if you plan to visit one of these locations
Hounslow
Milton Keynes
Wembley
Luton
Gatwick
Croydon
Ilford
Slough
Hayes
Brentford
Colchester
Kingston upon Thames
Eastbourne
Ipswich
Watford
Romford
Guildford
Borehamwood
Southall
Southend-on-Sea

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Southend

See prices for flight routes from nearby airports that may be better suited for you.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Southend from Caribbean today with Cheapflights!

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Caribbean to Southend.

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

Yes, we can. To see specific flights from Caribbean to Southend with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes! Start tracking prices for Caribbean to Southend flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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