$140+ Cheap flights from Boston to Portland (BOS - PDX)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
May 23 — May 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 May, booked 68 days in advance, depart on a Wednesday or Tuesday and return on a Saturday
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 April 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 April 23, 2026.
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:30 am
BOS
- PDX
1 stop8h 14m
Delta
Mon 9/145:45 pm
PDX
- BOS
1 stop9h 50m
Delta
Deal found 4/20![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:04 pm
BOS
- PDX
1 stop9h 19m
American Airlines
Mon 5/2510:59 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Deal found 4/21![American Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Sun 9/65:18 am
PDX
- BOS
1 stop11h 24m
American Airlines
Deal found 4/21![American Airlines logo]()
$243
This Delta deal was found by Cheapflights users on 4/19. 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.
Sat 5/96:10 am
BOS
- PDX
1 stop9h 16m
Delta
Sat 5/2311:58 am
PDX
- BOS
1 stop8h 56m
Delta
Deal found 4/19![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Sat 5/306:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Sat 6/61:45 pm
PDX
- BOS
1 stop7h 29m
American Airlines
Deal found 4/20![American Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 4/22. 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 6/75:30 am
BOS
- PDX
1 stop8h 11m
Delta
Wed 6/1011:55 am
PDX
- BOS
1 stop8h 59m
Delta
Deal found 4/22![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 4/22. 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.
Mon 8/249:40 am
BOS
- PDX
1 stop8h 20m
Southwest
Tue 9/111:30 pm
PDX
- BOS
1 stop7h 25m
Southwest
Deal found 4/22![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 6/111:55 am
BOS
- PDX
1 stop8h 14m
Delta
Fri 6/55:51 pm
PDX
- BOS
1 stop10h 42m
Delta
Deal found 4/21![Delta logo]()
$263
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Wed 6/33:00 pm
BOS
- PDX
1 stop9h 51m
American Airlines
Wed 6/1010:40 pm
PDX
- BOS
1 stop8h 17m
American Airlines
Deal found 4/19![American Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 4/21. 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 8/135:40 am
BOS
- PDX
1 stop9h 25m
Southwest
Tue 8/183:00 pm
PDX
- BOS
1 stop12h 00m
Southwest
Deal found 4/21![Southwest logo]()
$266
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 April 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 April 23, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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.
Sun 6/75:30 am
BOS
- PDX
1 stop8h 11m
Delta
Wed 6/1012:23 pm
PDX
- BOS
1 stop8h 55m
Delta
Deal found 4/21![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 4/23. 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 9/225:25 am
BOS
- PDX
2 stops10h 10m
Southwest
Sat 9/261:35 pm
PDX
- BOS
2 stops13h 25m
Southwest
Deal found 4/23![Southwest logo]()
$274
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:32 pm
BOS
- PDX
Nonstop6h 15m
Alaska Airlines
Sat 5/307:15 am
PDX
- BOS
1 stop19h 29m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 4/18. 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 7/76:00 am
BOS
- PDX
1 stop8h 38m
United Airlines
Thu 7/162:25 pm
PDX
- BOS
1 stop7h 43m
United Airlines
Deal found 4/18![United Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 4/23. 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 8/182:45 pm
BOS
- PDX
2 stops10h 30m
Southwest
Tue 8/2511:30 pm
PDX
- BOS
2 stops10h 10m
Southwest
Deal found 4/23![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 4/21. 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.
Thu 5/1411:55 am
BOS
- PDX
1 stop8h 16m
Delta
Sun 5/1712:20 pm
PDX
- BOS
1 stop9h 20m
Delta
Deal found 4/21![Delta logo]()
$318
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 7/75:00 pm
BOS
- PDX
1 stop10h 02m
United Airlines
Fri 7/102:25 pm
PDX
- BOS
1 stop7h 43m
United Airlines
Deal found 4/21![United Airlines logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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 5/146:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Tue 5/199:47 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/226:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Sun 5/319:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 4/18. 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.
Thu 6/255:30 am
BOS
- PDX
1 stop8h 11m
Delta
Mon 6/2911:15 pm
PDX
- BOS
1 stop6h 52m
Delta
Deal found 4/18![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 4/20. 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 7/106:45 pm
BOS
- PDX
1 stop8h 10m
Southwest
Mon 7/137:40 pm
PDX
- BOS
2 stops9h 20m
Southwest
Deal found 4/20![Southwest logo]()
$412
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Wed 5/277:15 am
PDX
- BOS
1 stop19h 29m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$387
Last-minute flights from Boston to PortlandDiscover last-minute flight deals from Boston to Portland. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Portland. Data last updated April 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/62:12 pm
BOS
- PDX
1 stop9h 51m
American Airlines
Mon 5/1111:40 pm
PDX
- BOS
1 stop10h 31m
American Airlines
Deal found 4/23![American Airlines logo]()
$276
This Delta deal was found by Cheapflights users on 4/19. 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.
Sat 5/96:10 am
BOS
- PDX
1 stop9h 16m
Delta
Sat 5/2311:58 am
PDX
- BOS
1 stop8h 56m
Delta
Deal found 4/19![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/144:32 pm
BOS
- PDX
1 stop10h 16m
American Airlines
Tue 5/1911:23 pm
PDX
- BOS
1 stop8h 49m
American Airlines
Deal found 4/23![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:55 pm
BOS
- PDX
1 stop11h 00m
Delta
Wed 5/2011:20 am
PDX
- BOS
1 stop10h 20m
Delta
Deal found 4/20![Delta logo]()
$272
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:04 pm
BOS
- PDX
1 stop9h 19m
American Airlines
Mon 5/2510:59 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Deal found 4/21![American Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Fri 5/296:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Sat 6/610:40 pm
PDX
- BOS
1 stop7h 01m
American Airlines
Deal found 4/20![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Fri 5/296:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Mon 6/111:43 pm
PDX
- BOS
1 stop9h 06m
American Airlines
Deal found 4/20![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/296:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Sun 5/3110:40 pm
PDX
- BOS
1 stop7h 01m
American Airlines
Deal found 4/23![American Airlines logo]()
$273
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Sat 5/306:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Sat 6/61:45 pm
PDX
- BOS
1 stop7h 29m
American Airlines
Deal found 4/20![American Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Sat 5/304:05 pm
BOS
- PDX
1 stop8h 41m
United Airlines
Sun 6/710:40 pm
PDX
- BOS
1 stop7h 59m
United Airlines
Deal found 4/20![United Airlines logo]()
$275
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 April 23, 2026.
Search for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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.
Sun 5/105:51 am
BOS
- PDX
1 stop9h 39m
Delta
Deal found 4/21![Delta logo]()
$140
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/235:49 pm
BOS
- PDX
1 stop9h 03m
American Airlines
Deal found 4/23![American Airlines logo]()
$143
This Alaska Airlines deal was found by Cheapflights users on 4/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:32 pm
BOS
- PDX
Nonstop6h 15m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$144
This Southwest deal was found by Cheapflights users on 4/20. 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.
Sat 6/139:20 am
BOS
- PDX
1 stop13h 20m
Southwest
Deal found 4/20![Southwest logo]()
$145
This Cheapflightsfares deal was found by Cheapflights users on 4/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:57 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 4/20![JetBlue logo]()
$149
This United Airlines deal was found by Cheapflights users on 4/22. 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 10/16:00 am
BOS
- PDX
1 stop8h 55m
United Airlines
Deal found 4/22![United Airlines logo]()
$153
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:03 am
BOS
- PDX
Nonstop6h 16m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/22![American Airlines logo]()
$155
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 7/146:45 pm
BOS
- PDX
1 stop8h 17m
United Airlines
Deal found 4/21![United Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:00 am
BOS
- PDX
2 stops37h 35m
Frontier
Deal found 4/21![Frontier logo]()
$158
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:40 pm
BOS
- PDX
1 stop18h 06m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sun 5/106:00 am
BOS
- PDX
1 stop9h 35m
United Airlines
Deal found 4/23![United Airlines logo]()
$160
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 April 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $238 (Delta) |
One-way from | $140 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $392 |
Good round-trip deal | $346 or less |
Good one-way deal | $179 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 2,558,603 searches. Data last updated April 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 - PDX
BOSPDX
Boston Logan Intl
Sun 6/7
5:30 am-10:41 am
1 stop8h 11m
Portland
Wed 6/10
12:23 pm-12:18 am
1 stop8h 55m
$238
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Tue 9/22
5:25 am-12:35 pm
2 stops10h 10m
Portland
Sat 9/26
1:35 pm-6:00 am
2 stops13h 25m
$274
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Tue 8/18
2:45 pm-10:15 pm
2 stops10h 30m
Portland
Tue 8/25
11:30 pm-12:40 pm
2 stops10h 10m
$293
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Sat 5/23
5:32 pm-8:47 pm
Nonstop6h 15m
Portland
Sat 5/30
7:15 am-5:44 am
1 stop19h 29m
$297
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Tue 7/7
6:00 am-11:38 am
1 stop8h 38m
Portland
Thu 7/16
2:25 pm-1:08 am
1 stop7h 43m
$300
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Thu 5/14
11:55 am-5:11 pm
1 stop8h 16m
Portland
Sun 5/17
12:20 pm-12:40 am
1 stop9h 20m
$318
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Tue 7/7
5:00 pm-12:02 am
1 stop10h 02m
Portland
Fri 7/10
2:25 pm-1:08 am
1 stop7h 43m
$347
Quickest round-trip
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Thu 5/14
6:00 am-9:11 am
Nonstop6h 11m
Portland
Tue 5/19
9:47 pm-6:21 am
Nonstop5h 34m
$347
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Fri 5/22
6:00 am-9:11 am
Nonstop6h 11m
Portland
Sun 5/31
9:46 pm-6:20 am
Nonstop5h 34m
$372
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Thu 5/21
6:00 am-9:11 am
Nonstop6h 11m
Portland
Wed 5/27
7:15 am-5:44 am
1 stop19h 29m
$387
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 April.
| 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 |
- 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 67 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 $520). 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 April 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
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
Our travel experts
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 April 23, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andHawaiian 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
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Food
7.0
Crew
8.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
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
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Pacific City
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Boston
Popular flights
Portland flight routes
Alternative routes for Boston to Portland
See prices for flight routes from nearby airports that may be better suited for you.
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 April 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 April 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 April 23, 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 2,558,603 searches. Data last updated April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$336 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$116 | Average$328 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$271 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$385 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$178 | Average$302 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$196 | Average$411 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$360 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$252 | Average$452 | FlexibilityNo cancel fee | On-time75% |