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Southend

$248+ Cheap flights from Massachusetts to Southend (SEN)

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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
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Cheap 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 February 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:50 pm
BOS
-
SEN
1 stop17h 55m
Multiple Airlines
Wed 4/298:25 am
SEN
-
BOS
1 stop17h 40m
Multiple Airlines
Deal found 2/19$529
This Mytrip deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:35 pm
BOS
-
SEN
2 stops14h 45m
Multiple Airlines
Wed 4/228:25 am
SEN
-
BOS
2 stops19h 14m
Multiple Airlines
Deal found 2/16$587
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:40 pm
BOS
-
SEN
1 stop16h 05m
Multiple Airlines
Thu 2/266:50 am
SEN
-
BOS
1 stop19h 05m
Multiple Airlines
Deal found 2/18$591
This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:30 am
BOS
-
SEN
2 stops27h 20m
Multiple Airlines
Mon 3/237:15 am
SEN
-
BOS
2 stops35h 50m
Multiple Airlines
Deal found 2/19$619
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:40 pm
BOS
-
SEN
2 stops13h 10m
Multiple Airlines
Sat 3/77:15 am
SEN
-
BOS
2 stops15h 47m
Multiple Airlines
Deal found 2/18$620
This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:20 pm
BOS
-
SEN
2 stops14h 55m
Multiple Airlines
Tue 3/247:35 am
SEN
-
BOS
2 stops16h 20m
Multiple Airlines
Deal found 2/19$628
This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:50 pm
BOS
-
SEN
2 stops18h 10m
Multiple Airlines
Wed 3/117:10 am
SEN
-
BOS
2 stops16h 02m
Multiple Airlines
Deal found 2/19$640
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:40 pm
BOS
-
SEN
2 stops15h 35m
Multiple Airlines
Sat 3/77:15 am
SEN
-
BOS
2 stops15h 47m
Multiple Airlines
Deal found 2/18$649
This Mytrip deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/293:35 pm
BOS
-
SEN
2 stops16h 25m
Multiple Airlines
Thu 5/710:10 am
SEN
-
BOS
2 stops14h 45m
Multiple Airlines
Deal found 2/17$650
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:40 pm
BOS
-
SEN
2 stops13h 10m
Multiple Airlines
Fri 3/66:40 am
SEN
-
BOS
2 stops16h 22m
Multiple Airlines
Deal found 2/18$657
This Mytrip deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:50 pm
BOS
-
SEN
2 stops14h 25m
Multiple Airlines
Sat 2/287:15 am
SEN
-
BOS
2 stops15h 47m
Multiple Airlines
Deal found 2/17$662

Find flight deals from Massachusetts to Southend

Keep the following information in mind while searching for Massachusetts to Southend flight deals. Data was last updated February 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$529
(Kiwi.com)

One-way from

$248
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$548
Provider with most accurate pricing for Boston Logan Intl-London (LON) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-London (LON) flights.
Search Deals
From Massachusetts to London Southend
Search Deals
One-way flight from Massachusetts to London Southend
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated February 20, 2026.
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

Fri 4/24

10:50 pm-9:45 pm

1 stop17h 55m

London Southend

Wed 4/29

8:25 am-9:05 pm

1 stop17h 40m

$529

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 3/19

5:30 am-12:50 pm

2 stops27h 20m

London Southend

Mon 3/23

7:15 am-3:05 pm

2 stops35h 50m

$619

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 3/18

10:20 pm-5:15 pm

2 stops14h 55m

London Southend

Tue 3/24

7:35 am-7:55 pm

2 stops16h 20m

$628

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 3/4

9:50 pm-9:00 pm

2 stops18h 10m

London Southend

Wed 3/11

7:10 am-7:12 pm

2 stops16h 02m

$640

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 4/29

3:35 pm-1:00 pm

2 stops16h 25m

London Southend

Thu 5/7

10:10 am-7:55 pm

2 stops14h 45m

$650

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 3/19

5:25 pm-12:50 pm

2 stops15h 25m

London Southend

Wed 3/25

7:10 am-9:27 pm

2 stops18h 17m

$668

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 3/16

5:25 pm-10:20 am

2 stops12h 55m

London Southend

Fri 3/20

6:40 am-9:27 pm

3 stops18h 47m

$707

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 3/16

11:40 pm-7:45 pm

1 stop16h 05m

London Southend

Thu 3/19

6:50 am-9:55 pm

1 stop19h 05m

$716

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Wed 4/29

3:35 pm-1:00 pm

2 stops16h 25m

London Southend

Mon 5/4

11:10 am-7:55 pm

2 stops13h 45m

$720

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 3/5

4:25 pm-12:50 pm

3 stops15h 25m

London Southend

Mon 3/9

7:15 am-6:02 pm

2 stops14h 47m

$731

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 32 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 round-trip 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 vacation 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

Traveling to a place near London Southend Airport?

Book flights to London Southend Airport if you plan to visit one of these locations
Ilford
Croydon
Hounslow
Southend-on-Sea
Harrow
Eastleigh
Gatwick
Dartford
Dover
Winchester
Orpington
Watford
Hayes
Borehamwood
Aylesbury
Chipping Norton
Kingston upon Thames
Eastbourne
Sutton
Slough

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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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