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Cheap flights from London Southend Airport to Massachusetts from £334

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — BOS
20 Dec — 27 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to Massachusetts

Keep the following information in mind while searching for Southend to Massachusetts flight deals. Data was last updated 20 November 2025.

Round-trip from

£600

One-way from

£334

Popular in

December

Cheapest in

September

Average price

£447
8/1-11/1
  • 8/1-11/1
  • 3 total stops
  • 38h 25m total
  • London to Massachusetts
Search Deals
20/1
  • 20/1
  • 3 total stops
  • 33h 05m total
  • London to Massachusetts
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (£16 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Southend to Massachusetts

Enter your travel dates to find the best prices.

Cheapest flights from Southend to Massachusetts
Explore the most affordable flight options available from Southend to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 November 2025.

Thu 4/1206:50SEN - BOS
2 stops18h 20mMultiple Airlines
Sat 6/1218:05BOS - SEN
2 stops21h 10mMultiple Airlines
Deal found 17/11£657
Thu 11/1206:50SEN - BOS
2 stops18h 20mMultiple Airlines
Sun 4/117:20BOS - SEN
2 stops16h 30mMultiple Airlines
Deal found 17/11£664
Sun 21/1207:10SEN - BOS
1 stop18h 45mMultiple Airlines
Sun 4/117:20BOS - SEN
2 stops16h 30mMultiple Airlines
Deal found 19/11£713
Wed 24/1217:20SEN - BOS
3 stops31h 50mMultiple Airlines
Sun 4/119:50BOS - SEN
2 stops14h 00mMultiple Airlines
Deal found 17/11£754
Tue 16/1215:55SEN - BOS
3 stops33h 05mMultiple Airlines
Sat 27/1206:15BOS - SEN
3 stops33h 35mMultiple Airlines
Deal found 18/11£790
Thu 11/1218:05SEN - BOS
2 stops24h 20mMultiple Airlines
Sun 21/1206:15BOS - SEN
3 stops23h 15mMultiple Airlines
Deal found 18/11£793
Mon 24/1107:15SEN - BOS
2 stops15h 35mMultiple Airlines
Sat 29/1118:40BOS - SEN
2 stops21h 10mMultiple Airlines
Deal found 18/11£829
Wed 19/1107:10SEN - BOS
2 stops15h 40mMultiple Airlines
Sun 30/1115:40BOS - SEN
2 stops13h 50mMultiple Airlines
Deal found 18/11£837
Thu 18/1206:50SEN - BOS
1 stop19h 05mMultiple Airlines
Sat 27/1215:40BOS - SEN
2 stops24h 10mMultiple Airlines
Deal found 18/11£873
Wed 17/1207:10SEN - BOS
2 stops15h 40mMultiple Airlines
Thu 1/116:20BOS - SEN
2 stops15h 30mMultiple Airlines
Deal found 18/11£922
Mon 15/1211:15SEN - BDL
3 stops33h 55mMultiple Airlines
Mon 22/1207:00BDL - SEN
3 stops31h 45mMultiple Airlines
Deal found 16/11£1,290

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southend to Massachusetts 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 20 November 2025.
Use the filters below to find and compare flights from London Southend Airport to Massachusetts that are best for you.

Fly from

Southend

Fly to

Massachusetts

Route

Depart

Return

Price

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 8/1

06:50-20:55

1 stop19h 05m

Boston Logan Intl

Sun 11/1

22:40-23:00

2 stops19h 20m

£600

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 11/12

06:50-20:10

2 stops18h 20m

Boston Logan Intl

Thu 18/12

20:40-22:10

3 stops20h 30m

£788

LondonBoston

SEN - BOS

SENBOS

London Southend

Tue 16/12

15:55-20:00

3 stops33h 05m

Boston Logan Intl

Sat 27/12

06:15-20:50

3 stops33h 35m

£790

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 18/12

06:50-20:55

1 stop19h 05m

Boston Logan Intl

Sat 27/12

15:40-20:50

2 stops24h 10m

£873

LondonBoston

SEN - BOS

SENBOS

London Southend

Wed 17/12

07:10-17:50

2 stops15h 40m

Boston Logan Intl

Thu 1/1

16:20-12:50

2 stops15h 30m

£922

LondonBoston

SEN - BOS

SENBOS

London Southend

Mon 22/12

12:20-18:55

1 stop11h 35m

Boston Logan Intl

Sun 28/12

20:50-14:50

1 stop13h 00m

£1,002

LondonHartford

SEN - BDL

SENBDL

London Southend

Mon 15/12

11:15-16:10

3 stops33h 55m

Hartford Bradley Intl

Mon 22/12

07:00-19:45

3 stops31h 45m

£1,290

LondonBoston

SEN - BOS

SENBOS

London Southend

Sat 20/12

07:15-17:50

2 stops15h 35m

Boston Logan Intl

Mon 29/12

16:20-10:15

2 stops12h 55m

£1,358

LondonBoston

SEN - BOS

SENBOS

London Southend

Sun 28/12

07:10-20:55

1 stop18h 45m

Boston Logan Intl

Sat 3/1

16:45-12:15

2 stops14h 30m

£1,379

LondonBoston

SEN - BOS

SENBOS

London Southend

Sat 20/12

07:15-20:11

2 stops17h 56m

Boston Logan Intl

Sun 4/1

20:50-14:50

1 stop13h 00m

£1,440

Flights are sorted by cheapest return flights first.

Deals found on 18/11

Showing 1-10 of 20 results
1
2

Best time to book a flight from Southend to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Southend 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 London Southend Airport to Massachusetts
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 Southend to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Southend to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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