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Cheap flights from Massachusetts to London Southend Airport from £167

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 18/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
9 Sep — 16 Sep1
1 adult

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 4 September 2025.

Round-trip from

£430

One-way from

£167

Popular in

June

Cheapest in

January

Average price

£434
29/12-11/1
  • 29/12-11/1
  • 2 total stops
  • 34h 50m total
  • Massachusetts to London
Search Deals
18/11
  • 18/11
  • 1 total stop
  • 32h 20m total
  • Massachusetts to London
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£57 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 September 2025
Search Deals

Find flight deals from Massachusetts to Southend

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 4 September 2025.

Mon 29/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Sun 11/107:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 3/9£430
Thu 2/1020:50BOS - SEN
2 stops13h 55mMultiple Airlines
Mon 6/1011:05SEN - BOS
2 stops15h 55mMultiple Airlines
Deal found 3/9£441
Sat 8/1119:50BOS - SEN
2 stops20h 00mMultiple Airlines
Wed 12/1107:10SEN - BOS
2 stops15h 40mMultiple Airlines
Deal found 3/9£443
Sat 6/1222:40BOS - SEN
1 stop16h 35mMultiple Airlines
Sun 14/1207:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 2/9£516
Mon 24/1121:20BOS - SEN
2 stops20h 05mMultiple Airlines
Thu 27/1107:15SEN - BOS
2 stops17h 55mMultiple Airlines
Deal found 3/9£533
Mon 8/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Sun 21/1207:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 3/9£607
Sat 22/1121:20BOS - SEN
2 stops18h 30mMultiple Airlines
Mon 1/1207:15SEN - BOS
2 stops16h 40mMultiple Airlines
Deal found 2/9£610
Mon 15/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Thu 15/106:50SEN - BOS
1 stop19h 05mMultiple Airlines
Deal found 3/9£648
Wed 19/1121:20BOS - SEN
2 stops14h 55mMultiple Airlines
Fri 21/1107:35SEN - BOS
2 stops17h 35mMultiple Airlines
Deal found 3/9£661
Mon 15/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Sun 28/1207:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 2/9£723
Wed 15/1018:05BDL - SEN
2 stops17h 35mMultiple Airlines
Mon 20/1016:55SEN - BDL
2 stops28h 40mMultiple Airlines
Deal found 3/9£1,373
Wed 24/918:05BDL - SEN
2 stops21h 45mMultiple Airlines
Fri 26/916:15SEN - BDL
2 stops29h 20mMultiple Airlines
Deal found 3/9£1,831

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 4 September 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

Mon 29/12

22:40-19:45

1 stop16h 05m

London Southend

Sun 11/1

07:10-20:55

1 stop18h 45m

£430

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 2/10

20:50-15:45

2 stops13h 55m

London Southend

Mon 6/10

11:05-22:00

2 stops15h 55m

£441

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 8/11

19:50-20:50

2 stops20h 00m

London Southend

Wed 12/11

07:10-17:50

2 stops15h 40m

£443

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 6/12

22:40-20:15

1 stop16h 35m

London Southend

Sun 14/12

07:10-20:55

1 stop18h 45m

£516

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 24/11

21:20-22:25

2 stops20h 05m

London Southend

Thu 27/11

07:15-20:10

2 stops17h 55m

£533

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 8/12

22:40-19:45

1 stop16h 05m

London Southend

Sun 21/12

07:10-20:55

1 stop18h 45m

£607

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 22/11

21:20-20:50

2 stops18h 30m

London Southend

Mon 1/12

07:15-18:55

2 stops16h 40m

£610

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 15/12

22:40-19:45

1 stop16h 05m

London Southend

Thu 15/1

06:50-20:55

1 stop19h 05m

£648

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 19/11

21:20-17:15

2 stops14h 55m

London Southend

Fri 21/11

07:35-20:10

2 stops17h 35m

£661

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 15/12

22:40-19:45

1 stop16h 05m

London Southend

Sun 28/12

07:10-20:55

1 stop18h 45m

£723

Flights are sorted by cheapest return flights first.

Deals found on 3/9

Showing 1-10 of 31 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 Hartford Bradley Intl - London Southend or Albany 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
Hounslow
Gatwick
Slough
Luton
Deal
Wembley
Ilford
Crawley
Hayes
Ipswich
Watford
Folkestone
Chichester
Winchester
Dartford
Eastbourne
Guildford
Bishop's Stortford

Browse thousands of different options on Cheapflights for your next trip

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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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