Find flights
Deals
When to book
FAQs

Cheap flights from Boston to Portland from C$ 286

BOS — PDX
22 Nov — 29 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Portland

Enter your travel dates to find the best prices.

Cheapest flights from Boston to Portland

Thu 19/116:00 a.m. -
1 stop8h 47m
Thu 26/115:30 a.m. -
2 stops10h 27m
Deal found 22/10C$ 536
Fri 4/123:30 p.m. -
2 stops10h 55m
Fri 11/125:45 a.m. -
2 stops11h 10m
Deal found 20/10C$ 537
Wed 18/115:10 a.m. -
2 stops11h 00m
Wed 25/1111:30 p.m. -
1 stop8h 35m
Deal found 21/10C$ 540
Tue 10/111:10 p.m. -
2 stops12h 10m
Tue 17/116:55 a.m. -
2 stops12h 00m
Deal found 23/10C$ 544
Wed 4/111:29 p.m. -
1 stop8h 43m
Mon 9/112:34 p.m. -
1 stop7h 12m
Deal found 21/10C$ 546
Wed 16/122:25 p.m. -
2 stops10h 55m
Tue 29/1211:30 p.m. -
2 stops11h 50m
Deal found 22/10C$ 547
Thu 3/122:25 p.m. -
2 stops10h 55m
Sun 6/1211:30 p.m. -
2 stops9h 50m
Deal found 21/10C$ 548
Wed 4/115:55 p.m. -
1 stop8h 30m
Mon 9/1111:30 p.m. -
2 stops9h 50m
Deal found 21/10C$ 553
Tue 15/125:55 p.m. -
1 stop8h 30m
Sat 19/124:20 p.m. -
1 stop11h 25m
Deal found 18/10C$ 554
Wed 2/122:25 p.m. -
2 stops10h 55m
Sun 6/127:00 p.m. -
2 stops10h 20m
Deal found 21/10C$ 557
Tue 1/122:25 p.m. -
2 stops10h 55m
Sat 12/126:55 a.m. -
1 stop7h 10m
Deal found 20/10C$ 561

Find flight deals from Boston to Portland

Round-trip from

C$ 536

One-way from

C$ 286

Popular in

December

Cheapest in

January

Average price

C$ 703
United Airlines
  • United Airlines
  • 19/11-26/11
  • 3 total stops
  • 19h 14m total
  • Boston to Portland
Search Deals
United Airlines
  • United Airlines
  • 17/1-31/12
  • 2 total stops
  • 12h 09m total
  • Boston to Portland
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Tue 17/11

12:00 p.m.-9:13 p.m.

2 stops12h 13m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 296

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Fri 2/4

6:30 p.m.-11:52 p.m.

1 stop8h 22m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 307

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Tue 16/3

6:00 p.m.-11:43 p.m.

1 stop8h 43m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 307

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Mon 8/2

5:35 a.m.-1:45 p.m.

2 stops11h 10m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 314

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Mon 29/3

6:30 p.m.-11:52 p.m.

1 stop8h 22m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 321
Quickest round-trip

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Tue 16/3

5:06 p.m.-8:26 p.m.

Nonstop6h 20m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 342

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Thu 24/12

6:19 p.m.-12:49 a.m.

1 stop9h 30m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 356

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Fri 13/11

2:25 p.m.-11:55 p.m.

2 stops12h 30m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 363

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Thu 26/11

10:05 a.m.-5:15 p.m.

2 stops10h 10m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 363

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Fri 18/12

11:15 a.m.-8:20 p.m.

2 stops12h 05m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 363

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/10

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Boston to Portland

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

Cheapflights Insights

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

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

Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Boston to Portland (average of C$ 416). Flying from Boston to Portland in December is currently the most expensive (average of C$ 780). 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 BOS to PDX?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Portland as you normally would.

How much does it cost to fly round-trip from Boston to Portland?

Airfare is below average for this route at the moment.

Boston to Portland flights typically cost between C$ 544 and C$ 903 in November.
The cheapest round-trip price found within the last 5 days was C$ 536 on United Airlines (19 Nov-26 Nov).

Related info for your journey

  • How popular is this Boston to Portland flight route?

    The Boston Logan Intl to Portland 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 Boston to Portland?

    Airlines like Southwest and United Airlines fly from Boston to Portland in about 10h 55m. The time it takes to get you to your destination can typically vary by up to 2h 54m. There are 4068 km between Boston and Portland. Both multi-stop and direct flights can be found to your destination and back.

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

    No one likes to see their flight delayed. When booking a flight from Boston to Portland consider choosing Alaska Airlines (63%), Condor (60%) or Qatar Airways (55%) as they are the most reliable in getting you off to your destination on time.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston to Portland 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 Boston to Portland?

    Currently, January is the cheapest month in which you can book a flight from Boston to Portland (average of C$ 416). Flying from Boston to Portland in December is currently the most expensive (average of C$ 780). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Salem
Cannon Beach
Gresham

Browse thousands of different options on Cheapflights for your next trip

Fly with Cheapflights

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

Deals for Boston to Portland 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 Boston to Portland?

Cheapflights simply makes it quick and affordable to book flights from Boston to Portland by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Boston to Portland, users can toggle the no change fees filter when performing a flight search.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Portland from Boston today and book when prices fit your budget.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.