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Cheap flights from Boston to London Southend Airport from £254

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 29/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
3 Jun — 10 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Southend

Enter your travel dates to find the best prices.

Cheapest flights from Boston to Southend
Explore the most affordable flight options available from Boston to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 May 2026.

Wed 3/622:50
BOS
-
SEN
1 stop18h 00m
Multiple Airlines
Wed 10/608:25
SEN
-
BOS
1 stop17h 35m
Multiple Airlines
Deal found 1/5£616
Tue 14/710:40
BOS
-
SEN
2 stops20h 05m
Multiple Airlines
Fri 24/711:20
SEN
-
BOS
2 stops13h 35m
Multiple Airlines
Deal found 1/5£687
Wed 24/605:10
BOS
-
SEN
2 stops30h 30m
Multiple Airlines
Sat 4/707:55
SEN
-
BOS
2 stops17h 00m
Multiple Airlines
Deal found 29/4£703
Wed 1/710:40
BOS
-
SEN
2 stops25h 00m
Multiple Airlines
Sun 5/719:50
SEN
-
BOS
2 stops24h 20m
Multiple Airlines
Deal found 30/4£722
Sat 20/618:25
BOS
-
SEN
2 stops20h 10m
Multiple Airlines
Sat 27/607:55
SEN
-
BOS
3 stops30h 55m
Multiple Airlines
Deal found 1/5£724
Fri 8/522:50
BOS
-
SEN
1 stop17h 55m
Multiple Airlines
Tue 12/506:30
SEN
-
BOS
1 stop19h 35m
Multiple Airlines
Deal found 1/5£739
Fri 26/615:35
BOS
-
SEN
2 stops14h 10m
Multiple Airlines
Sat 4/707:55
SEN
-
BOS
2 stops17h 00m
Multiple Airlines
Deal found 1/5£744

Find flight deals from Boston to Southend

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Southend (SEN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 4 May 2026.

Round-trip from

£616

One-way from

£254

Popular in

June

Cheapest in

October

Average price

£501
3/6-10/6
  • 3/6-10/6
  • 2 total stops
  • 35h 35m total
  • Boston to London
Search Deals
29/7
  • 29/7
  • 1 total stop
  • 17h 55m total
  • Boston to London
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£64 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£11 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 Boston 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 4 May 2026.
Use the filters below to find and compare flights from Boston to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 3/6

22:50-21:50

1 stop18h 00m

London Southend

Wed 10/6

08:25-21:00

1 stop17h 35m

£616

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 24/6

05:10-16:40

2 stops30h 30m

London Southend

Sat 4/7

07:55-19:55

2 stops17h 00m

£703

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 1/7

10:40-16:40

2 stops25h 00m

London Southend

Sun 5/7

19:50-15:10

2 stops24h 20m

£722

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Fri 26/6

15:35-10:45

2 stops14h 10m

London Southend

Sat 4/7

07:55-19:55

2 stops17h 00m

£744

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 25/6

15:35-10:45

2 stops14h 10m

London Southend

Mon 29/6

11:10-19:55

2 stops13h 45m

£761

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 17/6

15:40-13:00

2 stops16h 20m

London Southend

Mon 22/6

11:10-19:55

2 stops13h 45m

£763

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 2/7

15:35-10:45

2 stops14h 10m

London Southend

Mon 6/7

19:20-09:05

3 stops42h 45m

£817
Fastest return journey

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 28/6

15:35-10:30

2 stops13h 55m

London Southend

Mon 6/7

11:10-19:55

2 stops13h 45m

£819

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Fri 15/5

22:50-21:45

1 stop17h 55m

London Southend

Tue 19/5

06:30-21:05

1 stop19h 35m

£847
Cheapest one-way

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 20/7

20:50-12:55

3 stops35h 05m

£258

Flights are sorted by cheapest return flights first.

Deals found on 2/5

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight from Boston to Southend

Have a flexible travel schedule? Discover the best time to fly to Southend from Boston 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.

Related info for your journey

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

  • What airport do you fly from for flights from Boston to London Southend?

    For a flight from Boston to London Southend, you will be flying from Logan Intl. Boston Logan Intl (BOS) is just 2.6 mi from the center of the city. Logan Intl is the only Boston airport and it handles 0 outbound flights to London Southend per day. 0 airlines have flights to London Southend from Boston Logan Intl on a regular basis.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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
Wembley
Croydon
Hounslow
Luton
Gatwick
Ilford
Slough
Hayes
Brentford
Colchester
Romford
Watford
Kingston upon Thames
Eastbourne
Ipswich
Southend-on-Sea
Guildford
Bishop's Stortford
Chelmsford

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

Cheapflights helps you find that perfect flight to Southend from Boston by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Yes, we can. To see specific flights from Boston 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 Boston to Southend become cheaper?

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

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