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Cheap flights from Portland to Boston from £136

PDX — BOS
9 Oct — 16 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Portland to Boston

Enter your travel dates to find the best prices.

Cheapest flights from Portland to Boston

Wed 21/1014:53 -
1 stop11h 28m
Wed 28/1010:07 -
Nonstop6h 12m
Deal found 7/9£261
Sat 31/1007:03 -
Nonstop5h 40m
Sat 7/1109:03 -
Nonstop6h 20m
Deal found 7/9£271
Sat 17/1010:30 -
1 stop15h 51m
Sat 24/1016:46 -
Nonstop6h 14m
Deal found 9/9£277
Sat 31/1006:20 -
1 stop7h 45m
Sat 7/1108:00 -
1 stop12h 55m
Deal found 7/9£278
Fri 30/1005:20 -
1 stop7h 45m
Mon 2/1112:45 -
2 stops12h 05m
Deal found 5/9£282
Tue 27/1007:09 -
1 stop19h 19m
Sat 31/1007:51 -
1 stop15h 49m
Deal found 7/9£283
Mon 7/1210:40 -
1 stop27h 50m
Wed 9/1217:06 -
Nonstop6h 20m
Deal found 9/9£284
Wed 30/908:00 -
1 stop13h 30m
Tue 6/1014:50 -
2 stops11h 20m
Deal found 7/9£286
Sat 17/1023:35 -
1 stop8h 35m
Sat 24/1005:25 -
2 stops11h 35m
Deal found 9/9£289
Mon 19/1021:15 -
2 stops15h 20m
Wed 21/1015:50 -
2 stops10h 20m
Deal found 7/9£290

Find flight deals from Portland to Boston

Round-trip from

£261

One-way from

£136

Popular in

December

Cheapest in

January

Average price

£303
Alaska Airlines
  • Alaska Airlines
  • 21/10-28/10
  • 1 total stop
  • 17h 40m total
  • Portland to Boston
Search Deals
Alaska Airlines
  • Alaska Airlines
  • 7/11-31/12
  • Nonstop
  • 5h 27m total
  • Portland to Boston
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (£16 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£6 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Portland to Boston that are best for you.

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Price

Cheapest return flight

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Tue 6/10

21:44-06:12

Nonstop5h 28m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£136

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sat 7/11

08:30-22:00

2 stops10h 30m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£143

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sun 7/3

19:40-06:33

1 stop7h 53m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£154

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 5/10

19:35-08:50

2 stops10h 15m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£165

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sun 25/10

21:44-06:12

Nonstop5h 28m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£165
Fastest return journey

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Fri 6/11

22:59-07:20

Nonstop5h 21m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£165

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 9/11

22:59-07:20

Nonstop5h 21m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£165

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sat 26/9

08:30-19:22

1 stop7h 52m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£169

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Thu 22/10

18:55-08:47

2 stops10h 52m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£184

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Wed 4/11

05:00-21:59

2 stops13h 59m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£184

Flights are sorted by cheapest return flights first.

Deals found on 6/9

Showing 1-10 of 24 resultsSorted by cheapest first
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Best time to book a flight from Portland to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Portland with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Portland to Boston

How far ahead should I book a flight from Portland to Boston?

The best time to book flights from Portland to Boston is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Portland to Boston?

Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of £241). Flying from Portland to Boston in December is currently the most expensive (average of £390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PDX to BOS?

When flying from Portland to Boston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost for a return flight from Portland to Boston?

Airfare is typical for this route at the moment.

Portland to Boston flights typically cost between £247 and £387 in October.
The cheapest return price found within the last 5 days was £261 on Alaska Airlines (21 Oct–28 Oct).

Related info for your journey

  • How popular is this Portland to Boston flight route?

    The Portland to Boston Logan Intl flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Portland to Boston?

    There are many flights that can get you from Portland to Boston in 5h 30m. Fly via Southwest or Alaska Airlines to get the fastest option. The distance between Portland and Boston is about 2528 mi. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most reliable airlines from Portland to Boston?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Portland to Boston on time: Alaska Airlines (84%), Qatar Airways (83%), JetBlue (54%).

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Portland to Boston?

    Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of £241). Flying from Portland to Boston in December is currently the most expensive (average of £390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Burlington
Canton
North Truro
Waltham
Warwick
Cambridge
Wellfleet
Peabody
Revere
Somerville
Quincy
Chelmsford

Browse thousands of different options on Cheapflights for your next trip

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

Deals for Portland to Boston 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 Boston?

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 Boston.

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

Yes! Cheapflights helps users easily find flights from Portland to Boston with no change fees.

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Of course! You can now track prices for flights from Portland to Boston and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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