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Southend

$224+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SEN
Sep 10 — Sep 171
Wed 9/10
Wed 9/17
1 adult, Economy
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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 September 5, 2025.

Round-trip from

$543
(Kiwi.com)

One-way from

$224
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$582
From Massachusetts to London Southend
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One-way flight from Massachusetts to London Southend
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Highest demand for flights based on searches. 14% potential increase in price ($103 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 5, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/4. 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 12/2910:40 pmBOS - SEN
1 stop16h 05mMultiple Airlines
Sun 1/117:10 amSEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 9/4$543
This Mytrip deal was found by Cheapflights users on 9/3. 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 10/28:50 pmBOS - SEN
2 stops13h 55mMultiple Airlines
Mon 10/611:05 amSEN - BOS
2 stops15h 55mMultiple Airlines
Deal found 9/3$592
This Mytrip deal was found by Cheapflights users on 9/3. 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.
Sat 11/87:50 pmBOS - SEN
2 stops20h 00mMultiple Airlines
Wed 11/127:10 amSEN - BOS
2 stops15h 40mMultiple Airlines
Deal found 9/3$594
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 12/610:40 pmBOS - SEN
1 stop16h 35mMultiple Airlines
Sun 12/147:10 amSEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 9/2$692
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 12/810:40 pmBOS - SEN
1 stop16h 05mMultiple Airlines
Thu 12/116:50 amSEN - BOS
1 stop19h 05mMultiple Airlines
Deal found 9/4$706
This Mytrip deal was found by Cheapflights users on 9/3. 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 11/249:20 pmBOS - SEN
2 stops20h 05mMultiple Airlines
Thu 11/277:15 amSEN - BOS
2 stops17h 55mMultiple Airlines
Deal found 9/3$715
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 12/810:40 pmBOS - SEN
1 stop16h 05mMultiple Airlines
Sun 12/217:10 amSEN - BOS
1 stop18h 45mMultiple Airlines
Deal found 9/3$814
This Mytrip deal was found by Cheapflights users on 9/2. 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.
Sat 11/229:20 pmBOS - SEN
2 stops18h 30mMultiple Airlines
Mon 12/17:15 amSEN - BOS
2 stops16h 40mMultiple Airlines
Deal found 9/2$818
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 12/1510:40 pmBOS - SEN
1 stop16h 05mMultiple Airlines
Thu 1/156:50 amSEN - BOS
1 stop19h 05mMultiple Airlines
Deal found 9/3$869
This Mytrip deal was found by Cheapflights users on 9/3. 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 10/156:05 pmBDL - SEN
2 stops17h 35mMultiple Airlines
Mon 10/204:55 pmSEN - BDL
2 stops28h 40mMultiple Airlines
Deal found 9/3$1,841
This Mytrip deal was found by Cheapflights users on 9/3. 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 9/246:05 pmBDL - SEN
2 stops21h 45mMultiple Airlines
Fri 9/264:15 pmSEN - BDL
2 stops29h 20mMultiple Airlines
Deal found 9/3$2,455

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 September 5, 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 12/29

10:40 pm-7:45 pm

1 stop16h 05m

London Southend

Sun 1/11

7:10 am-8:55 pm

1 stop18h 45m

$543

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Thu 10/2

8:50 pm-3:45 pm

2 stops13h 55m

London Southend

Mon 10/6

11:05 am-10:00 pm

2 stops15h 55m

$592

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 11/8

7:50 pm-8:50 pm

2 stops20h 00m

London Southend

Wed 11/12

7:10 am-5:50 pm

2 stops15h 40m

$594

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 12/6

10:40 pm-8:15 pm

1 stop16h 35m

London Southend

Sun 12/14

7:10 am-8:55 pm

1 stop18h 45m

$692

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 12/8

10:40 pm-7:45 pm

1 stop16h 05m

London Southend

Thu 12/11

6:50 am-8:55 pm

1 stop19h 05m

$706

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 11/24

9:20 pm-10:25 pm

2 stops20h 05m

London Southend

Thu 11/27

7:15 am-8:10 pm

2 stops17h 55m

$715

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 12/8

10:40 pm-7:45 pm

1 stop16h 05m

London Southend

Sun 12/21

7:10 am-8:55 pm

1 stop18h 45m

$814

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Sat 11/22

9:20 pm-8:50 pm

2 stops18h 30m

London Southend

Mon 12/1

7:15 am-6:55 pm

2 stops16h 40m

$818

BostonLondon

BOS - SEN

BOSSEN

Boston Logan Intl

Mon 12/15

10:40 pm-7:45 pm

1 stop16h 05m

London Southend

Thu 1/15

6:50 am-8:55 pm

1 stop19h 05m

$869

HartfordLondon

BDL - SEN

BDLSEN

Hartford Bradley Intl

Wed 10/15

6:05 pm-4:40 pm

2 stops17h 35m

London Southend

Mon 10/20

4:55 pm-4:35 pm

2 stops28h 40m

$1,841

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 23 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 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 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
Hounslow
Hayes
Thornton Heath
Southend-on-Sea
Harrow
Canterbury
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Chelmsford
Bedford
Wembley
Folkestone
Chichester

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Alternative routes for Massachusetts to Southend

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