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Cheap flights from Portland to London Southend Airport from £275

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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SEN
24 May — 31 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Portland to Southend

Enter your travel dates to find the best prices.

Cheapest flights from Portland to Southend
Explore the most affordable flight options available from Portland to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 24 April 2026.

Sat 23/510:10
PDX
-
SEN
3 stops21h 00m
Multiple Airlines
Thu 4/617:15
SEN
-
PDX
3 stops32h 40m
Multiple Airlines
Deal found 21/4£2,091

Find flight deals from Portland to Southend

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Southend (SEN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 24 April 2026.

Round-trip from

£2,091

One-way from

£275

Popular in

July

Cheapest in

October

Average price

£536
23/5-4/6
  • 23/5-4/6
  • 6 total stops
  • 53h 40m total
  • Portland to London
Search Deals
6/5
  • 6/5
  • 3 total stops
  • 55h 25m total
  • Portland to London
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£88 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Portland 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 24 April 2026.
Use the filters below to find and compare flights from Portland to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

PortlandLondon

PDX - SEN

PDXSEN

Portland

Sat 23/5

10:10-15:10

3 stops21h 00m

London Southend

Thu 4/6

17:15-17:55

3 stops32h 40m

£2,091
Cheapest one-way

PortlandLondon

PDX - SEN

PDXSEN

Portland

Mon 5/10

15:30-07:55

3 stops32h 25m

£291

PortlandLondon

PDX - SEN

PDXSEN

Portland

Tue 26/5

15:30-13:00

3 stops37h 30m

£315

PortlandLondon

PDX - SEN

PDXSEN

Portland

Fri 7/8

19:05-19:20

3 stops40h 15m

£325
Fastest single journey

PortlandLondon

PDX - SEN

PDXSEN

Portland

Wed 9/9

19:05-21:25

3 stops18h 20m

£328

PortlandLondon

PDX - SEN

PDXSEN

Portland

Thu 8/10

15:30-20:10

3 stops20h 40m

£354

PortlandLondon

PDX - SEN

PDXSEN

Portland

Thu 28/5

15:30-19:35

3 stops20h 05m

£396

PortlandLondon

PDX - SEN

PDXSEN

Portland

Wed 19/8

19:05-10:45

2 stops31h 40m

£419

PortlandLondon

PDX - SEN

PDXSEN

Portland

Sat 16/5

23:03-19:35

3 stops36h 32m

£422

PortlandLondon

PDX - SEN

PDXSEN

Portland

Fri 31/7

19:05-19:20

2 stops40h 15m

£422

Flights are sorted by cheapest return flights first.

Deals found on 21/4

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight from Portland to Southend

Have a flexible travel schedule? Discover the best time to fly to Southend from Portland 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.

Related info for your journey

Find useful and relevant information for your journey from Portland to Southend. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to London Southend?

    Located just 6.0 mi from the city center, Portland is the airport most travelers will use when flying to London Southend from Portland. Booking flights from Portland (PDX) to London Southend should be relatively easy as there are 0 daily outbound flights to London Southend from 0 different airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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
Wembley
Croydon
Hounslow
Luton
Gatwick
Ilford
Slough
Hayes
Brentford
Colchester
Watford
Kingston upon Thames
Romford
Eastbourne
Ipswich
Southend-on-Sea
Guildford
Bishop's Stortford
Chelmsford

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How does Cheapflights help users find flights from Portland to Southend?

Deals for Portland to Southend flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Portland to Southend?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Portland to Southend.

Can Cheapflights find flights from Portland to Southend with no change fees?

Yes, we can. To see specific flights from Portland to Southend with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Portland to Southend become cheaper?

Yes! Start tracking prices for Portland to Southend flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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