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Cheap flights from Massachusetts to London Southend Airport from £171

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 24/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
21 Dec — 28 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Massachusetts to Southend

Enter your travel dates to find the best prices.

Cheapest flights from Massachusetts to Southend
Explore the most affordable flight options available from Massachusetts to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 November 2025.

Wed 3/1218:40BOS - SEN
2 stops21h 20mMultiple Airlines
Mon 8/1207:15SEN - BOS
2 stops15h 47mMultiple Airlines
Deal found 19/11£477
Sat 13/1219:50BOS - SEN
2 stops20h 00mMultiple Airlines
Wed 17/1207:10SEN - BOS
2 stops15h 40mMultiple Airlines
Deal found 19/11£500
Wed 26/1116:35BOS - SEN
2 stops19h 40mMultiple Airlines
Mon 1/1212:20SEN - BOS
2 stops30h 45mMultiple Airlines
Deal found 19/11£525
Thu 27/1110:15BOS - SEN
2 stops21h 35mMultiple Airlines
Mon 1/1207:15SEN - BOS
2 stops35h 50mMultiple Airlines
Deal found 20/11£545
Sat 29/1110:15BOS - SEN
2 stops29h 35mMultiple Airlines
Mon 1/1207:15SEN - BOS
2 stops35h 50mMultiple Airlines
Deal found 19/11£656
Wed 26/1116:35BOS - SEN
2 stops19h 40mMultiple Airlines
Wed 3/1207:10SEN - BOS
2 stops17h 02mMultiple Airlines
Deal found 19/11£708
Mon 29/1205:30BOS - SEN
2 stops33h 15mMultiple Airlines
Sun 4/107:10SEN - BOS
2 stops18h 00mMultiple Airlines
Deal found 20/11£758
Wed 10/1220:50BOS - SEN
2 stops19h 10mMultiple Airlines
Wed 17/1207:10SEN - BOS
1 stop14h 10mMultiple Airlines
Deal found 19/11£763
Wed 26/1113:00BOS - SEN
2 stops23h 15mMultiple Airlines
Sat 29/1107:15SEN - BOS
2 stops17h 55mMultiple Airlines
Deal found 19/11£910

Cheap flight deals from Massachusetts to Southend

Keep the following information in mind while searching for Massachusetts to Southend flight deals. Data was last updated 21 November 2025.

Round-trip from

£461

One-way from

£171

Popular in

June

Cheapest in

October

Average price

£444
29/1-2/2
  • 29/1-2/2
  • 4 total stops
  • 33h 37m total
  • Massachusetts to London
Search Deals
24/3
  • 24/3
  • 1 total stop
  • 32h 20m total
  • Massachusetts to London
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£61 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Massachusetts 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 21 November 2025.
Use the filters below to find and compare flights from Massachusetts to London Southend Airport that are best for you.

Fly from

Massachusetts

Fly to

Southend

Route

Depart

Return

Price

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 13/12

19:50-20:50

2 stops20h 00m

London Southend

Wed 17/12

07:10-17:50

2 stops15h 40m

£500

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 7/1

21:15-17:15

2 stops15h 00m

London Southend

Fri 16/1

06:40-18:59

2 stops17h 19m

£548

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 29/12

05:30-19:45

2 stops33h 15m

London Southend

Sun 4/1

07:10-20:10

2 stops18h 00m

£758

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 15/3

23:42-14:50

1 stop11h 08m

London Southend

Fri 20/3

06:40-21:10

2 stops18h 30m

£902

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Tue 23/12

15:40-10:00

2 stops13h 20m

London Southend

Wed 31/12

07:10-18:35

2 stops16h 25m

£1,063

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Tue 23/12

21:50-14:30

2 stops11h 40m

London Southend

Sun 11/1

07:10-20:55

1 stop18h 45m

£1,071

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 21/2

22:29-20:10

1 stop16h 41m

London Southend

Sat 28/2

07:15-20:10

2 stops17h 55m

£1,125

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 30/11

18:05-14:50

2 stops15h 45m

London Southend

Fri 5/12

06:40-15:47

1 stop14h 07m

£1,148

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 21/12

15:40-10:30

2 stops13h 50m

London Southend

Mon 29/12

07:15-20:00

2 stops17h 45m

£1,198

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 6/12

22:35-20:10

1 stop16h 35m

London Southend

Sat 13/12

07:15-20:10

2 stops41h 55m

£1,220

Flights are sorted by cheapest return flights first.

Deals found on 20/11

Showing 1-10 of 24 results
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Best time to book a flight from Massachusetts to Southend

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

    While some choose either Albany Intl - London Southend or Hartford Bradley Intl - London Southend, Boston Logan Intl - London Southend is the most popular route from Massachusetts to London Southend Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts 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
Slough
Gatwick
Hounslow
Luton
Ilford
Wembley
Deal
Hayes
Colchester
Watford
Winchester
Crawley
Brentford
Romford
Chichester
Ipswich
Bedford
Eastbourne

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Alternative routes for Massachusetts to Southend

See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Massachusetts to Southend?

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