$196+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Nov 22 — Nov 291
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 78 days in advance, depart on a Tuesday or Wednesday 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 October 23, 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 October 23, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/196:00 am -
1 stop8h 47m
Thu 11/265:30 am -
2 stops10h 27m
Deal found 10/22![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 10/20. 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.
Fri 12/43:30 pm -
2 stops10h 55m
Fri 12/115:45 am -
2 stops11h 10m
Deal found 10/20![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 10/21. 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 11/185:10 am -
2 stops11h 00m
Wed 11/2511:30 pm -
1 stop8h 35m
Deal found 10/21![Southwest logo]()
$385
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/176:00 am -
2 stops10h 22m
Tue 11/242:34 pm -
1 stop7h 12m
Deal found 10/20![United Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 11/41:29 pm -
1 stop8h 43m
Mon 11/92:34 pm -
1 stop7h 12m
Deal found 10/21![United Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/22. 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 12/162:25 pm -
2 stops10h 55m
Tue 12/2911:30 pm -
2 stops11h 50m
Deal found 10/22![Southwest logo]()
$390
This Southwest deal was found by Cheapflights users on 10/21. 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 12/32:25 pm -
2 stops10h 55m
Sun 12/611:30 pm -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$391
This Southwest deal was found by Cheapflights users on 10/21. 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 11/45:55 pm -
1 stop8h 30m
Mon 11/911:30 pm -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 10/18. 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 12/155:55 pm -
1 stop8h 30m
Sat 12/194:20 pm -
1 stop11h 25m
Deal found 10/18![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 10/21. 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 12/22:25 pm -
2 stops10h 55m
Sun 12/67:00 pm -
2 stops10h 20m
Deal found 10/21![Southwest logo]()
$397
This American Airlines deal was found by Cheapflights users on 10/19. 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 12/252:09 pm -
1 stop11h 04m
Tue 12/2911:59 pm -
1 stop8h 54m
Deal found 10/19![American Airlines logo]()
$398
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 October 23, 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 October 23, 2026.
This Southwest deal was found by Cheapflights users on 10/20. 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 11/45:55 pm -
1 stop8h 30m
Mon 11/911:30 pm -
2 stops9h 50m
Deal found 10/20![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 10/19. 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.
Thu 11/121:37 pm -
1 stop11h 23m
Mon 11/167:35 pm -
1 stop8h 45m
Deal found 10/19![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Tue 11/176:00 am -
2 stops10h 22m
Sun 11/2211:10 pm -
1 stop7h 07m
Deal found 10/18![United Airlines logo]()
$442
This Alaska Airlines deal was found by Cheapflights users on 10/20. 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 12/177:40 am -
1 stop19h 02m
Wed 12/239:50 pm -
Nonstop5h 30m
Deal found 10/20![Alaska Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 10/22. 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 12/12:25 pm -
2 stops10h 55m
Wed 12/96:00 am -
2 stops9h 45m
Deal found 10/22![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 10/21. 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.
Sat 4/176:00 pm -
1 stop8h 43m
Thu 4/225:30 am -
1 stop7h 24m
Deal found 10/21![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 10/22. 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.
Fri 11/66:30 pm -
1 stop8h 25m
Mon 11/911:30 pm -
2 stops9h 50m
Deal found 10/22![Southwest logo]()
$415
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/37:30 am -
1 stop10h 08m
Sun 12/65:00 am -
2 stops9h 55m
Deal found 10/22![United Airlines logo]()
$474
This Alaska Airlines deal was found by Cheapflights users on 10/22. 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 12/316:00 am -
Nonstop6h 40m
Sun 1/39:22 pm -
1 stop29h 06m
Deal found 10/22![Alaska Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 10/18. 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.
Fri 11/61:35 pm -
1 stop10h 15m
Wed 11/115:45 am -
1 stop7h 41m
Deal found 10/18![Delta logo]()
$467
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/196:00 am -
2 stops11h 37m
Sun 11/227:15 pm -
2 stops9h 28m
Deal found 10/20![United Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 10/18. 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.
Fri 11/64:20 pm -
1 stop10h 35m
Wed 11/1110:15 am -
2 stops10h 30m
Deal found 10/18![Southwest logo]()
$482
Last-minute flights from Boston to PortlandDiscover last-minute flight deals from Boston to Portland. Data last updated October 23, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Portland. Data last updated October 23, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 11/41:29 pm -
1 stop8h 43m
Mon 11/92:34 pm -
1 stop7h 12m
Deal found 10/21![United Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/21. 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 11/45:55 pm -
1 stop8h 30m
Mon 11/911:30 pm -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 10/21. 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 11/128:15 am -
1 stop14h 20m
Mon 11/166:40 am -
2 stops12h 15m
Deal found 10/21![Southwest logo]()
$401
This Orbitz deal was found by Cheapflights users on 10/18. 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.
Thu 11/127:03 am -
1 stop12h 47m
Fri 11/137:03 am -
Nonstop5h 27m
Deal found 10/18![Alaska Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 10/18. 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.
Fri 11/1312:45 pm -
2 stops13h 00m
Wed 11/186:00 am -
1 stop7h 20m
Deal found 10/18![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/176:00 am -
2 stops10h 22m
Tue 11/242:34 pm -
1 stop7h 12m
Deal found 10/20![United Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/173:01 pm -
1 stop10h 26m
Thu 11/192:34 pm -
1 stop7h 12m
Deal found 10/19![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 10/21. 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 11/185:10 am -
2 stops11h 00m
Wed 11/2511:30 pm -
1 stop8h 35m
Deal found 10/21![Southwest logo]()
$385
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/196:00 am -
1 stop8h 47m
Thu 11/265:30 am -
2 stops10h 27m
Deal found 10/22![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 10/20. 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 11/198:25 am -
1 stop13h 20m
Sun 11/227:00 pm -
2 stops10h 05m
Deal found 10/20![Southwest logo]()
$406
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/266:00 am -
1 stop8h 47m
Sun 12/65:00 am -
2 stops9h 55m
Deal found 10/20![United Airlines logo]()
$402
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 October 23, 2026.
Search for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 12/1411:08 am -
2 stops32h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 1/1110:01 am -
2 stops32h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$199
This United Airlines deal was found by Cheapflights users on 10/19. 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 1/1510:35 am -
2 stops11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![United Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Mon 1/117:10 am -
1 stop9h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![American Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/1712:00 pm -
2 stops12h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 10/21. 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.
Tue 3/166:00 pm -
1 stop8h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 10/19. 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 12/25:30 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 10/22. 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.
Sun 12/204:10 pm -
1 stop9h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Sat 11/149:09 am -
3 stops29h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$230
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 October 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $382 (United Airlines) |
One-way from | $196 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $501 |
Good round-trip deal | $537 or less |
Good one-way deal | $353 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 October 23, 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
Tue 11/17
6:00 am-6:20 pm
3 stops15h 20m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$216
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Sun 12/20
4:10 pm-10:53 pm
1 stop9h 43m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Wed 11/18
3:01 pm-10:27 pm
1 stop10h 26m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Tue 3/16
6:00 pm-11:43 pm
1 stop8h 43m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Sat 11/14
1:29 pm-7:12 pm
1 stop8h 43m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Wed 11/18
2:25 pm-10:20 pm
2 stops10h 55m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$224
Quickest round-trip
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Tue 3/16
5:06 pm-8:26 pm
Nonstop6h 20m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$244
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Thu 12/24
5:55 pm-11:25 pm
1 stop8h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$254
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Wed 1/13
7:15 am-8:45 pm
3 stops16h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$274
BostonPortland
BOS Boston Logan Intl - PDX Portland
BOSPDX
Boston Logan Intl
Thu 4/1
8:15 am-6:31 pm
2 stops13h 16m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$289
Showing 1-10 of 22 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 October.
| 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
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 $297). Flying from Boston to Portland in December is currently the most expensive (average of $556). 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 October 23, 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
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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 October 23, 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.
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Boarding
8.1
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
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
Durham
Cannon Beach
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Lincoln City
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
Gresham
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Complete your trip
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Boston and Portland flights
Browse other Boston and Portland flight options. Last updated on October 23, 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 October 23, 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 October 23, 2026.
Top 6 airlines flying from Boston to Portland
Discover the top 6 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 October 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$312 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$479 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$179 | Average$344 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$384 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$237 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$277 | Average$485 | FlexibilityNo cancel fee | On-time75% |