$184+ Cheap flights from Boston to Portland (BOS - PDX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Portland are usually found in January or February, booked 60 days in advance, depart on a Wednesday or Thursday and return on a Friday
Cheap flight deals from Boston to Portland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to PortlandExplore the most affordable flight options available from Boston to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Boston to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:51 am -
1 stop15h 49m
Thu 10/299:44 pm -
Nonstop5h 28m
Deal found 9/9![Alaska Airlines logo]()
$327
This SmartFares deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:03 am -
1 stop9h 21m
Sat 10/317:03 am -
Nonstop5h 40m
Deal found 9/9![Alaska Airlines logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:03 am -
Nonstop6h 20m
Wed 11/1110:59 pm -
Nonstop5h 21m
Deal found 9/10![Alaska Airlines logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:03 am -
Nonstop6h 20m
Sat 11/73:04 pm -
1 stop11h 42m
Deal found 9/6![Alaska Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:05 am -
1 stop9h 29m
Thu 10/297:15 pm -
1 stop7h 37m
Deal found 9/9![United Airlines logo]()
$372
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:03 am -
1 stop10h 47m
Sat 11/1410:34 am -
1 stop16h 12m
Deal found 9/8![Alaska Airlines logo]()
$373
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:03 am -
1 stop29h 40m
Tue 11/1010:59 pm -
Nonstop5h 21m
Deal found 9/10![Alaska Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:48 pm -
1 stop10h 11m
Sat 10/179:44 pm -
1 stop8h 39m
Deal found 9/10![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:16 pm -
1 stop8h 51m
Sat 10/109:44 pm -
1 stop8h 39m
Deal found 9/5![American Airlines logo]()
$378
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:45 am -
2 stops10h 45m
Tue 10/2712:00 pm -
1 stop8h 55m
Deal found 9/7![Southwest logo]()
$382
Best flights from Boston to PortlandDiscover carefully curated flight deals from Boston to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Boston to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:03 am -
1 stop29h 40m
Tue 11/1010:59 pm -
Nonstop5h 21m
Deal found 9/10![Alaska Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:00 pm -
1 stop8h 27m
Sat 11/145:30 am -
1 stop8h 19m
Deal found 9/8![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:35 pm -
2 stops10h 40m
Mon 11/166:20 am -
1 stop7h 30m
Deal found 9/10![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:33 pm -
Nonstop6h 20m
Wed 12/29:59 pm -
1 stop7h 03m
Deal found 9/8![Alaska Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:10 am -
1 stop10h 27m
Tue 11/37:00 am -
1 stop7h 24m
Deal found 9/8![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:35 pm -
2 stops10h 40m
Mon 12/710:15 am -
2 stops10h 25m
Deal found 9/6![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:10 am -
1 stop13h 35m
Tue 10/276:30 am -
2 stops9h 05m
Deal found 9/6![Southwest logo]()
$398
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:08 am -
1 stop10h 47m
Mon 1/117:27 am -
Nonstop5h 26m
Deal found 9/10![Alaska Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:45 am -
1 stop15h 20m
Wed 12/210:15 am -
2 stops10h 25m
Deal found 9/6![Southwest logo]()
$398
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:08 am -
1 stop8h 14m
Tue 12/87:00 am -
Nonstop5h 27m
Deal found 9/9![Alaska Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/245:20 am -
2 stops10h 50m
Tue 12/2911:30 pm -
1 stop8h 30m
Deal found 9/8![Southwest logo]()
$412
This Alaska Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:33 pm -
Nonstop6h 20m
Tue 11/105:43 pm -
1 stop8h 57m
Deal found 9/5![Alaska Airlines logo]()
$417
Last-minute flights from Boston to PortlandDiscover last-minute flight deals from Boston to Portland. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Portland. Data last updated September 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:16 pm -
1 stop8h 51m
Sat 10/109:44 pm -
1 stop8h 39m
Deal found 9/5![American Airlines logo]()
$378
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:35 am -
1 stop11h 45m
Tue 10/278:35 am -
2 stops9h 45m
Deal found 9/5![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:03 am -
1 stop9h 21m
Tue 10/271:49 pm -
1 stop12h 39m
Deal found 9/8![Alaska Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:50 pm -
2 stops10h 20m
Mon 10/267:35 pm -
2 stops10h 15m
Deal found 9/6![Southwest logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:59 pm -
1 stop9h 06m
Mon 10/268:35 am -
1 stop7h 39m
Deal found 9/9![American Airlines logo]()
$377
This SmartFares deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:03 am -
1 stop9h 21m
Sat 10/317:03 am -
Nonstop5h 40m
Deal found 9/9![Alaska Airlines logo]()
$353
This Orbitz deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:46 pm -
Nonstop6h 14m
Tue 11/37:03 am -
Nonstop5h 27m
Deal found 9/8![Alaska Airlines logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:51 am -
1 stop15h 49m
Thu 10/299:44 pm -
Nonstop5h 28m
Deal found 9/9![Alaska Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:05 am -
1 stop9h 29m
Thu 10/297:15 pm -
1 stop7h 37m
Deal found 9/9![United Airlines logo]()
$372
One-way flights from Boston to PortlandSearch for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:07 am -
Nonstop6h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Alaska Airlines logo]()
$184
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:56 pm -
1 stop9h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:54 am -
1 stop9h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$189
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:41 pm -
1 stop12h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$190
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:03 am -
1 stop12h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Alaska Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:45 am -
2 stops10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$194
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:45 pm -
1 stop32h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Alaska Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:13 pm -
1 stop10h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:57 am -
2 stops30h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$202
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:45 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$204
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:00 pm -
1 stop9h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$209
Find flight deals from Boston to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Portland (PDX). 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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $327 (Alaska Airlines) |
One-way from | $184 (Alaska Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $399 |
Good round-trip deal | $417 or less |
Good one-way deal | $239 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Portland 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 7,457,451 searches. Data last updated September 10, 2026.
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
Cheapest round-trip
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Wed 3/3
5:06 pm-8:26 pm
Nonstop6h 20m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$184
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Mon 11/16
1:20 pm-10:15 pm
2 stops11h 55m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$194
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Tue 11/3
5:10 am-1:10 pm
2 stops11h 00m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$194
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Tue 10/20
3:50 pm-11:10 pm
2 stops10h 20m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$194
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Sat 10/3
1:55 pm-9:25 pm
2 stops10h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$204
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Fri 10/2
6:05 am-11:35 am
1 stop8h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$209
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Fri 12/11
5:45 pm-11:15 pm
1 stop32h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$209
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Wed 9/23
5:25 am-10:40 am
1 stop8h 15m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
Quickest round-trip
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Sat 10/31
10:07 am-1:19 pm
Nonstop6h 12m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$224
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Fri 10/23
4:46 pm-8:00 pm
Nonstop6h 14m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$224
Showing 1-10 of 24 resultsSorted by cheapest first
Compare providers for flights from Boston to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Portland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
BOS-PDX
Estimated round-trip 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.
Cheapflights Insights
Everything you need to know about your flight from Boston to Portland
Prices
Airlines
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 $297). Flying from Boston to Portland in December is currently the most expensive (average of $519). 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?
Find hourly flight availability from Boston to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
When flying from Boston to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The best insider tips for Boston to Portland flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Boston to Portland trip
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Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated September 10, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andUnited Airlines from Boston to Portland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Boston to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Lincoln City
Durham
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Clackamas
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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Alternative routes for Boston to Portland
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Complete your trip
Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Portland by cabin class
Find flights from Boston to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Portland flights
Browse other Boston and Portland flight options. Last updated on September 10, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
Top 8 airlines flying from Boston to Portland
Discover the top 8 airlines that operate flights from Boston to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$293 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$192 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$178 | Average$451 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$179 | Average$309 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$383 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$277 | Average$469 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$308 | Average$455 | FlexibilityNo cancel fee | On-time85% |