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Cheap flights from Caribbean to London Southend Airport from £289

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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SEN
29 Mar — 5 Apr1
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 27 February 2026.

Tue 17/319:05
MBJ
-
SEN
3 stops23h 00m
Multiple Airlines
Mon 23/307:20
SEN
-
MBJ
3 stops40h 05m
Multiple Airlines
Deal found 27/2£780
Sun 24/515:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Sun 31/520:05
SEN
-
PUJ
2 stops26h 15m
Multiple Airlines
Deal found 27/2£781
Sat 11/411:55
PUJ
-
SEN
2 stops17h 30m
Multiple Airlines
Sat 18/416:50
SEN
-
PUJ
2 stops27h 00m
Multiple Airlines
Deal found 25/2£940
Thu 26/208:50
POS
-
SEN
3 stops24h 00m
Multiple Airlines
Thu 5/306:50
SEN
-
POS
3 stops27h 20m
Multiple Airlines
Deal found 24/2£1,128
Wed 3/616:20
BGI
-
SEN
2 stops19h 20m
Multiple Airlines
Fri 19/608:10
SEN
-
BGI
3 stops36h 15m
Multiple Airlines
Deal found 27/2£1,159
Mon 2/318:10
BGI
-
SEN
2 stops24h 25m
Multiple Airlines
Sun 15/317:25
SEN
-
BGI
2 stops24h 45m
Multiple Airlines
Deal found 26/2£1,170

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 27 February 2026.

Round-trip from

£780

One-way from

£289

Popular in

August

Cheapest in

November

Average price

£816
17/3-23/3
  • 17/3-23/3
  • 6 total stops
  • 63h 05m total
  • Caribbean to London
Search Deals
22/4
  • 22/4
  • 3 total stops
  • 27h 55m total
  • Caribbean to London
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£20 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (£6 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 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 27 February 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

Montego BayLondon

MBJ - SEN

MBJSEN

Montego Bay Sangster Intl

Tue 17/3

19:05-23:05

3 stops23h 00m

London Southend

Mon 23/3

07:20-18:25

3 stops40h 05m

£780

Punta CanaLondon

PUJ - SEN

PUJSEN

Punta Cana

Sun 24/5

15:05-19:35

2 stops23h 30m

London Southend

Sun 31/5

20:05-17:20

2 stops26h 15m

£781

Punta CanaLondon

PUJ - SEN

PUJSEN

Punta Cana

Sat 11/4

11:55-10:25

2 stops17h 30m

London Southend

Sat 18/4

16:50-14:50

2 stops27h 00m

£940

BridgetownLondon

BGI - SEN

BGISEN

Bridgetown Grantley Adams Intl

Wed 3/6

16:20-16:40

2 stops19h 20m

London Southend

Fri 19/6

08:10-15:25

3 stops36h 15m

£1,159

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Wed 11/3

06:30-21:00

3 stops34h 30m

£293

BridgetownLondon

BGI - SEN

BGISEN

Bridgetown Grantley Adams Intl

Sun 15/3

19:25-14:55

2 stops39h 30m

£345

BridgetownLondon

BGI - SEN

BGISEN

Bridgetown Grantley Adams Intl

Thu 12/3

17:25-13:15

2 stops39h 50m

£356

San JuanLondon

SJU - SEN

SJUSEN

San Juan Luis Munoz Marin Intl

Mon 23/3

13:51-19:45

3 stops25h 54m

£357

BridgetownLondon

BGI - SEN

BGISEN

Bridgetown Grantley Adams Intl

Thu 5/3

15:50-13:15

3 stops41h 25m

£357

George TownLondon

GCM - SEN

GCMSEN

George Town Owen Roberts Intl

Sat 20/6

13:45-07:55

3 stops36h 10m

£357

Flights are sorted by cheapest return flights first.

Deals found on 23/2

Showing 1-10 of 34 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 Montego Bay Sangster Intl - London Southend, Port of Spain Piarco Intl - London Southend or Bridgetown Grantley Adams 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
Milton Keynes
Croydon
Wembley
Luton
Gatwick
Slough
Hounslow
Ilford
Hayes
Brentford
Colchester
Watford
Guildford
Kingston upon Thames
Eastbourne
Ipswich
Chelmsford
Bedford
Romford
Folkestone

Browse thousands of different options on Cheapflights for your next trip

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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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