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Cheap flights from Boston to Portland from C$ 254

BOS — PDX
10 Oct — 17 Oct1
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 29/107:51 a.m. -
1 stop15h 49m
Thu 29/109:44 p.m. -
Nonstop5h 28m
Deal found 9/9C$ 452
Tue 3/119:03 a.m. -
Nonstop6h 20m
Tue 10/1110:59 p.m. -
Nonstop5h 21m
Deal found 10/9C$ 507
Sat 7/119:03 a.m. -
Nonstop6h 20m
Sat 7/113:04 p.m. -
1 stop11h 42m
Deal found 6/9C$ 513
Thu 29/108:05 a.m. -
1 stop9h 29m
Thu 29/1011:30 p.m. -
1 stop7h 04m
Deal found 10/9C$ 514
Tue 3/117:03 a.m. -
1 stop29h 40m
Wed 11/1110:59 p.m. -
Nonstop5h 21m
Deal found 10/9C$ 518
Tue 17/114:33 p.m. -
Nonstop6h 20m
Wed 2/129:59 p.m. -
1 stop7h 03m
Deal found 10/9C$ 521
Sat 24/101:55 p.m. -
2 stops10h 35m
Sat 31/106:20 a.m. -
1 stop7h 45m
Deal found 10/9C$ 528
Tue 8/125:45 p.m. -
1 stop18h 53m
Wed 9/121:50 p.m. -
1 stop7h 15m
Deal found 9/9C$ 532
Tue 20/102:50 p.m. -
2 stops10h 25m
Tue 27/108:35 a.m. -
2 stops9h 45m
Deal found 10/9C$ 535
Fri 20/118:15 a.m. -
1 stop14h 20m
Sat 16/18:35 a.m. -
2 stops11h 05m
Deal found 6/9C$ 536
Fri 23/106:35 p.m. -
1 stop8h 40m
Sat 31/106:20 a.m. -
2 stops10h 05m
Deal found 9/9C$ 542

Find flight deals from Boston to Portland

Round-trip from

C$ 452

One-way from

C$ 254

Popular in

December

Cheapest in

January

Average price

C$ 551
Alaska Airlines
  • Alaska Airlines
  • 29/10-29/10
  • 1 total stop
  • 21h 17m total
  • Boston to Portland
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Alaska Airlines
  • Alaska Airlines
  • 8/12-31/12
  • Nonstop
  • 6h 20m total
  • Boston to Portland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 22 potential savings vs. average RT 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 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 9/3

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$ 254
Quickest round-trip

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 24/10

4:46 p.m.-8:00 p.m.

Nonstop6h 14m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 254

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 5/12

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$ 254

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 24/10

10:45 a.m.-6:30 p.m.

2 stops10h 45m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 268

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 3/10

1:55 p.m.-9:25 p.m.

2 stops10h 30m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 282

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Thu 3/12

10:40 a.m.-6:58 p.m.

1 stop11h 18m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 289

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Mon 8/3

4:40 p.m.-9:53 p.m.

1 stop8h 13m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 303

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Mon 7/12

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$ 310

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Wed 23/9

2:45 p.m.-10:15 p.m.

2 stops10h 30m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 323

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Tue 8/12

9:30 a.m.-6:20 p.m.

2 stops11h 50m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 344

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 22 resultsSorted by cheapest first
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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 59 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$ 410). Flying from Boston to Portland in December is currently the most expensive (average of C$ 717). 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$ 455 and C$ 683 in October.
The cheapest round-trip price found within the last 5 days was C$ 452 on Alaska Airlines (29 Oct-29 Oct).

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 Alaska Airlines, United Airlines, and Southwest fly from Boston to Portland in about 8h 27m. The time it takes to get you to your destination can typically vary by up to 21h 13m. 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 Qatar Airways (82%), Alaska Airlines (82%) or Condor (78%) 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$ 410). Flying from Boston to Portland in December is currently the most expensive (average of C$ 717). 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
Lincoln City
Gresham

Browse thousands of different options on Cheapflights for your next trip

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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.

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