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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 27/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
27 Dec — 3 Jan1
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 27 November 2025.

Thu 4/1218:40BOS - SEN
2 stops13h 10mMultiple Airlines
Mon 8/1207:15SEN - BOS
2 stops17h 27mMultiple Airlines
Deal found 26/11£455
Tue 2/1221:50BOS - SEN
2 stops38h 25mMultiple Airlines
Thu 11/1206:50SEN - BOS
1 stop19h 05mMultiple Airlines
Deal found 26/11£458
Wed 10/1219:50BOS - SEN
2 stops20h 10mMultiple Airlines
Wed 17/1207:10SEN - BOS
2 stops15h 40mMultiple Airlines
Deal found 24/11£460
Sat 6/1217:10BOS - SEN
2 stops22h 05mMultiple Airlines
Thu 11/1206:50SEN - BOS
2 stops17h 05mMultiple Airlines
Deal found 26/11£463
Sun 28/1217:20BOS - SEN
2 stops16h 30mMultiple Airlines
Sun 11/107:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 25/11£667
Wed 3/1222:35BOS - SEN
1 stop13h 40mMultiple Airlines
Fri 12/1206:40SEN - BOS
2 stops18h 30mMultiple Airlines
Deal found 24/11£893
Sat 29/1118:05BOS - SEN
2 stops21h 05mMultiple Airlines
Sat 6/1207:15SEN - BOS
1 stop13h 32mMultiple Airlines
Deal found 24/11£1,010
Tue 30/1205:30BOS - SEN
2 stops23h 30mMultiple Airlines
Mon 5/107:15SEN - BOS
2 stops31h 17mMultiple Airlines
Deal found 24/11£1,029
Sat 27/1216:20BOS - SEN
2 stops13h 45mMultiple Airlines
Wed 31/1210:35SEN - BOS
2 stops14h 45mMultiple Airlines
Deal found 24/11£1,159

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 27 November 2025.

Round-trip from

£460

One-way from

£171

Popular in

June

Cheapest in

October

Average price

£442
10/12-17/12
  • 10/12-17/12
  • 4 total stops
  • 35h 50m total
  • Massachusetts to London
Search Deals
27/1
  • 27/1
  • 1 total stop
  • 32h 20m total
  • Massachusetts to London
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£59 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 27 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 6/12

17:10-20:15

2 stops22h 05m

London Southend

Thu 11/12

06:50-18:55

2 stops17h 05m

£463

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 12/2

13:00-12:50

2 stops18h 50m

London Southend

Wed 18/2

07:10-19:42

2 stops17h 32m

£470

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 25/2

16:15-12:00

2 stops14h 45m

London Southend

Sun 1/3

07:10-18:35

2 stops16h 25m

£507

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Fri 17/4

22:50-21:45

1 stop17h 55m

London Southend

Wed 22/4

08:25-21:05

1 stop17h 40m

£736

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 2/3

22:40-19:45

1 stop16h 05m

London Southend

Thu 5/3

06:50-20:55

1 stop19h 05m

£751

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 11/3

19:05-17:15

2 stops18h 10m

London Southend

Tue 17/3

07:35-17:03

1 stop13h 28m

£833

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

£901

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Tue 30/12

05:30-10:00

2 stops23h 30m

London Southend

Mon 5/1

07:15-09:32

2 stops31h 17m

£1,029

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 15/2

22:29-14:50

1 stop11h 21m

London Southend

Fri 20/2

06:40-20:10

2 stops18h 30m

£1,091

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Tue 27/1

22:40-12:00

1 stop32h 20m

£171

Flights are sorted by cheapest return flights first.

Deals found on 26/11

Showing 1-10 of 21 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
Slough
Croydon
Hounslow
Gatwick
Luton
Ilford
Wembley
Deal
Hayes
Colchester
Watford
Brentford
Winchester
Crawley
Romford
Chichester
Bedford
Guildford
Ipswich

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Alternative routes for Massachusetts to Southend

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

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