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Cheap flights from Massachusetts to London Southend Airport from £201

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
19 Dec — 26 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 19 November 2025.

Sun 7/1217:10BOS - SEN
2 stops16h 40mMultiple Airlines
Tue 9/1207:35SEN - BOS
2 stops16h 20mMultiple Airlines
Deal found 17/11£479
Wed 26/1116:35BOS - SEN
2 stops19h 40mMultiple Airlines
Mon 1/1212:20SEN - BOS
2 stops30h 45mMultiple Airlines
Deal found 17/11£512
Mon 29/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Sun 18/107:10SEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 16/11£547
Wed 17/1211:35BOS - SEN
2 stops28h 25mMultiple Airlines
Wed 24/1207:10SEN - BOS
2 stops15h 40mMultiple Airlines
Deal found 15/11£731
Mon 8/1222:40BOS - SEN
1 stop16h 05mMultiple Airlines
Thu 18/1206:50SEN - BOS
1 stop19h 05mMultiple Airlines
Deal found 18/11£750
Sat 22/1122:25BOS - SEN
2 stops16h 50mMultiple Airlines
Thu 27/1106:50SEN - BOS
2 stops18h 20mMultiple Airlines
Deal found 16/11£798
Wed 19/1119:50BOS - SEN
2 stops16h 25mMultiple Airlines
Fri 21/1106:40SEN - BOS
2 stops16h 10mMultiple Airlines
Deal found 17/11£805
Wed 19/1121:50BOS - SEN
2 stops14h 25mMultiple Airlines
Mon 1/1212:20SEN - BOS
2 stops30h 45mMultiple Airlines
Deal found 18/11£887
Wed 26/1116:35BOS - SEN
2 stops19h 40mMultiple Airlines
Sun 30/1110:20SEN - BOS
3 stops38h 35mMultiple Airlines
Deal found 18/11£906
Mon 22/1207:00BDL - SEN
3 stops31h 45mMultiple Airlines
Wed 31/1207:00SEN - BDL
3 stops38h 10mMultiple Airlines
Deal found 16/11£1,388

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 19 November 2025.

Round-trip from

£479

One-way from

£201

Popular in

June

Cheapest in

October

Average price

£442
7/12-9/12
  • 7/12-9/12
  • 4 total stops
  • 33h 00m 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 (£60 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 19 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

Sun 7/12

17:10-14:50

2 stops16h 40m

London Southend

Tue 9/12

07:35-18:55

2 stops16h 20m

£479

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 8/2

17:10-14:50

2 stops16h 40m

London Southend

Sat 14/2

07:15-18:59

2 stops16h 44m

£511

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 11/3

20:50-17:15

2 stops16h 25m

London Southend

Sat 21/3

07:15-18:50

2 stops15h 35m

£560

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 17/12

11:35-21:00

2 stops28h 25m

London Southend

Wed 24/12

07:10-17:50

2 stops15h 40m

£731

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 8/12

22:40-19:45

1 stop16h 05m

London Southend

Thu 18/12

06:50-20:55

1 stop19h 05m

£750

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Tue 23/12

15:40-10:00

2 stops13h 20m

London Southend

Wed 31/12

07:10-20:20

2 stops18h 10m

£1,216

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sun 7/12

22:35-14:50

1 stop11h 15m

London Southend

Sat 13/12

07:15-20:10

2 stops41h 55m

£1,258

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 22/12

22:40-19:45

1 stop16h 05m

London Southend

Sun 28/12

07:10-20:55

1 stop18h 45m

£1,285

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 21/2

22:29-20:10

1 stop16h 41m

London Southend

Fri 27/2

06:40-20:10

2 stops18h 30m

£1,288

HartfordLondon

BDL - SEN

BDLSEN

Hartford Bradley Intl

Mon 22/12

07:00-19:45

3 stops31h 45m

London Southend

Wed 31/12

07:00-16:10

3 stops38h 10m

£1,388

Flights are sorted by cheapest return flights first.

Deals found on 16/11

Showing 1-10 of 27 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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