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Cheap flights from London Southend Airport to Massachusetts from £345

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 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — BOS
9 Jun — 16 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap 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 10 May 2026.

Tue 19/506:30
SEN
-
BOS
1 stop19h 35m
Multiple Airlines
Wed 10/622:50
BOS
-
SEN
1 stop18h 00m
Multiple Airlines
Deal found 5/5£530
Thu 11/610:10
SEN
-
BOS
2 stops15h 00m
Multiple Airlines
Wed 17/605:50
BOS
-
SEN
2 stops26h 10m
Multiple Airlines
Deal found 5/5£591
Sun 7/607:25
SEN
-
BOS
2 stops16h 05m
Multiple Airlines
Sun 14/617:10
BOS
-
SEN
1 stop12h 20m
Multiple Airlines
Deal found 5/5£640
Sat 27/607:55
SEN
-
BOS
2 stops18h 00m
Multiple Airlines
Thu 9/720:50
BOS
-
SEN
2 stops17h 45m
Multiple Airlines
Deal found 7/5£643
Thu 4/610:10
SEN
-
BOS
2 stops16h 55m
Multiple Airlines
Sun 7/623:30
BOS
-
SEN
1 stop30h 50m
Multiple Airlines
Deal found 7/5£645
Fri 12/608:10
SEN
-
BOS
2 stops16h 45m
Multiple Airlines
Sun 14/615:40
BOS
-
SEN
2 stops13h 50m
Multiple Airlines
Deal found 6/5£661
Thu 21/510:10
SEN
-
BOS
2 stops14h 45m
Multiple Airlines
Thu 28/515:40
BOS
-
SEN
2 stops14h 05m
Multiple Airlines
Deal found 6/5£686
Thu 14/520:40
SEN
-
BOS
2 stops23h 05m
Multiple Airlines
Fri 22/521:15
BOS
-
SEN
2 stops19h 30m
Multiple Airlines
Deal found 7/5£690
Thu 21/510:10
SEN
-
BOS
1 stop14h 25m
Multiple Airlines
Wed 27/521:45
BOS
-
SEN
1 stop10h 15m
Multiple Airlines
Deal found 6/5£716
Fri 12/608:10
SEN
-
BOS
3 stops41h 45m
Multiple Airlines
Sat 20/618:25
BOS
-
SEN
2 stops20h 10m
Multiple Airlines
Deal found 6/5£722
Fri 29/511:20
SEN
-
BOS
2 stops13h 35m
Multiple Airlines
Sun 31/510:35
BOS
-
SEN
2 stops18h 55m
Multiple Airlines
Deal found 6/5£724
Mon 11/520:05
SEN
-
BDL
2 stops25h 25m
Multiple Airlines
Wed 20/518:00
BDL
-
SEN
2 stops14h 00m
Multiple Airlines
Deal found 8/5£1,889

Find flight deals from Southend to Massachusetts

Keep the following information in mind while searching for Southend to Massachusetts flight deals. Data was last updated 10 May 2026.

Round-trip from

£643

One-way from

£345

Popular in

June

Cheapest in

September

Average price

£499
27/6-9/7
  • 27/6-9/7
  • 4 total stops
  • 35h 45m total
  • London to Massachusetts
Search Deals
21/5
  • 21/5
  • 3 total stops
  • 39h 55m total
  • London to Massachusetts
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£38 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£6 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 10 May 2026.
Use the filters below to find and compare flights from London Southend Airport to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonBoston

SEN - BOS

SENBOS

London Southend

Sat 27/6

07:55-20:55

2 stops18h 00m

Boston Logan Intl

Thu 9/7

20:50-19:35

2 stops17h 45m

£643

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 4/6

10:10-22:05

2 stops16h 55m

Boston Logan Intl

Sun 7/6

23:30-11:20

1 stop30h 50m

£645
Fastest return journey

LondonBoston

SEN - BOS

SENBOS

London Southend

Fri 12/6

08:10-14:55

1 stop11h 45m

Boston Logan Intl

Sun 14/6

17:10-10:30

1 stop12h 20m

£667

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 21/5

10:10-19:55

2 stops14h 45m

Boston Logan Intl

Thu 28/5

15:40-10:45

2 stops14h 05m

£686

LondonBoston

SEN - BOS

SENBOS

London Southend

Fri 29/5

11:20-19:55

2 stops13h 35m

Boston Logan Intl

Sun 31/5

10:35-10:30

2 stops18h 55m

£724

LondonBoston

SEN - BOS

SENBOS

London Southend

Thu 4/6

10:10-19:50

2 stops14h 40m

Boston Logan Intl

Wed 10/6

18:50-13:00

2 stops13h 10m

£734

LondonBoston

SEN - BOS

SENBOS

London Southend

Sat 20/6

07:55-21:27

2 stops18h 32m

Boston Logan Intl

Fri 26/6

05:45-10:45

2 stops24h 00m

£739

LondonBoston

SEN - BOS

SENBOS

London Southend

Wed 27/5

08:25-20:55

2 stops17h 30m

Boston Logan Intl

Wed 10/6

18:50-13:00

2 stops13h 10m

£752

LondonBoston

SEN - BOS

SENBOS

London Southend

Wed 10/6

08:25-21:00

1 stop17h 35m

Boston Logan Intl

Sun 14/6

23:30-11:20

1 stop30h 50m

£801

LondonBoston

SEN - BOS

SENBOS

London Southend

Fri 3/7

11:20-19:35

1 stop13h 15m

Boston Logan Intl

Sat 11/7

23:25-19:20

2 stops14h 55m

£829

Flights are sorted by cheapest return flights first.

Deals found on 5/5

Showing 1-10 of 30 resultsSorted by cheapest first
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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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Alternative routes for Southend to Massachusetts

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