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Cheap flights from Portland to Boston from £147

PDX — BOS
29 Nov — 6 Dec1
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

Thu 3/1209:00 -
1 stop29h 08m
Mon 7/1218:13 -
1 stop22h 25m
Deal found 26/10£241
Tue 17/1114:34 -
1 stop7h 12m
Thu 19/1108:05 -
1 stop9h 32m
Deal found 27/10£244
Sat 5/1219:59 -
1 stop18h 09m
Thu 17/1207:40 -
1 stop19h 02m
Deal found 29/10£247
Thu 3/1213:50 -
1 stop6h 55m
Tue 8/1214:25 -
2 stops10h 55m
Deal found 29/10£248
Sat 5/1219:59 -
1 stop18h 09m
Sat 12/1218:13 -
1 stop18h 37m
Deal found 27/10£249
Tue 17/1106:55 -
2 stops12h 00m
Wed 18/1113:10 -
2 stops12h 10m
Deal found 27/10£252
Thu 19/1114:04 -
1 stop12h 36m
Tue 1/1218:13 -
1 stop25h 37m
Deal found 27/10£254
Wed 16/1214:51 -
1 stop11h 37m
Thu 7/118:14 -
1 stop18h 31m
Deal found 29/10£255
Fri 4/1207:00 -
1 stop9h 15m
Mon 7/1207:30 -
1 stop10h 08m
Deal found 26/10£259
Fri 4/1213:50 -
1 stop6h 55m
Mon 14/1215:30 -
2 stops10h 55m
Deal found 27/10£263
Mon 21/1207:05 -
1 stop19h 23m
Thu 7/118:14 -
1 stop18h 31m
Deal found 28/10£263
Thu 3/1206:55 -
2 stops12h 00m
Mon 7/1217:55 -
1 stop8h 30m
Deal found 29/10£267

Find flight deals from Portland to Boston

Round-trip from

£241

One-way from

£147

Popular in

December

Cheapest in

January

Average price

£357
Alaska Airlines
  • Alaska Airlines
  • 3/12-7/12
  • 2 total stops
  • 51h 33m total
  • Portland to Boston
Search Deals
Alaska Airlines
  • Alaska Airlines
  • 21/11-31/12
  • 1 total stop
  • 28h 55m total
  • Portland to Boston
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (£24 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£7 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 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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Fly to

Route

Depart

Return

Price

Cheapest return flight

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 11/1

10:36-17:03

1 stop27h 27m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£147

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sun 6/12

14:51-17:08

1 stop23h 17m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£158

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sun 25/4

22:59-09:24

1 stop7h 25m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£163

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sat 26/12

05:30-15:42

1 stop7h 12m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£163

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Tue 22/12

13:56-23:59

1 stop7h 03m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£163

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sat 21/11

23:10-09:17

1 stop7h 07m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£171
Fastest return journey

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 28/12

21:50-06:20

Nonstop5h 30m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£182

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Sun 20/12

21:50-06:20

Nonstop5h 30m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£182

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 21/12

21:50-06:20

Nonstop5h 30m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£182

PortlandBoston

PDX Portland - BOS Boston Logan Intl

PDXBOS

Portland

Mon 9/11

19:00-08:20

2 stops10h 20m

Boston Logan Intl

Wed 31/12

00:00-21:00

Nonstop0h 00m

£190

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 £249). Flying from Portland to Boston in December is currently the most expensive (average of £399). 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 below average for this route at the moment.

Portland to Boston flights typically cost between £301 and £490 in December.
The cheapest return price found within the last 5 days was £241 on Alaska Airlines (3 Dec–7 Dec).

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 6h 55m. Fly via Alaska Airlines, United Airlines, or Southwest 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 (74%), Qatar Airways (71%), JetBlue (55%).

  • 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 £249). Flying from Portland to Boston in December is currently the most expensive (average of £399). 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
Warwick
Waltham
Cambridge
Wellfleet
Peabody
Revere
Somerville
Chelmsford
Quincy
Raynham

Browse thousands of different options on Cheapflights for your next trip

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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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