$108+ Cheap flights from Portland (PDX) to Massachusetts
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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Portland to Massachusetts 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
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Cheapest flights from Portland to MassachusettsExplore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. 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 9/2110:55 pm
PDX
- BOS
1 stop7h 05m
Delta
Fri 9/253:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Deal found 2/2![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/111:59 pm
PDX
- BOS
1 stop8h 39m
American Airlines
Wed 4/223:59 pm
BOS
- PDX
1 stop10h 54m
American Airlines
Deal found 2/1![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 1/31. 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 3/1711:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Wed 3/2511:15 am
BOS
- PDX
1 stop10h 50m
Delta
Deal found 1/31![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/2. 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 9/2411:10 am
PDX
- BOS
1 stop10h 13m
Delta
Fri 9/256:35 pm
BOS
- PDX
1 stop8h 18m
Delta
Deal found 2/2![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 1/31. 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 2/176:40 am
PDX
- BOS
1 stop11h 20m
American Airlines
Sat 2/214:49 pm
BOS
- PDX
1 stop10h 28m
American Airlines
Deal found 1/31![American Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/269:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Sat 4/46:00 am
BOS
- PDX
Nonstop6h 23m
Hawaiian Airlines
Deal found 2/2![Hawaiian Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 3/255:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Wed 4/110:20 am
BOS
- PDX
1 stop8h 41m
Delta
Deal found 2/1![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/2. 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 9/275:30 am
PDX
- BOS
1 stop7h 30m
Delta
Tue 9/293:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Deal found 2/2![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/2. 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 3/137:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/2![Delta logo]()
$239
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/311:59 pm
PDX
- BOS
2 stops9h 54m
United Airlines
Tue 3/106:00 am
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 2/2![United Airlines logo]()
$242
This Expedia deal was found by Cheapflights users on 2/2. 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.
Sat 3/287:00 am
PDX
- BOS
Nonstop5h 27m
Alaska Airlines
Tue 4/76:00 am
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$247
This American Airlines deal was found by Cheapflights users on 2/3. 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 8/1811:59 pm
PDX
- ACK
2 stops13h 35m
American Airlines
Wed 8/265:13 pm
ACK
- PDX
1 stop10h 45m
American Airlines
Deal found 2/3![American Airlines logo]()
$248
Best flights from Portland to MassachusettsDiscover carefully curated flight deals from Portland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Portland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. 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 2/246:00 am
PDX
- BOS
1 stop10h 15m
Delta
Sun 3/16:57 pm
BOS
- PDX
1 stop8h 18m
Delta
Deal found 2/2![Delta logo]()
$197
This Alaska Airlines deal was found by Cheapflights users on 1/31. 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 3/189:30 pm
PDX
- BOS
Nonstop5h 23m
Alaska Airlines
Tue 3/246:00 am
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/151:40 pm
PDX
- BOS
1 stop8h 09m
United Airlines
Wed 2/189:45 am
BOS
- PDX
1 stop8h 42m
United Airlines
Deal found 2/1![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2811:35 pm
PDX
- ALB
1 stop9h 17m
American Airlines
Sat 3/712:39 pm
ALB
- PDX
1 stop14h 38m
American Airlines
Deal found 2/1![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 2/2. 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 2/277:35 pm
PDX
- BOS
1 stop8h 15m
Delta
Sat 2/285:15 pm
BOS
- PDX
1 stop8h 37m
Delta
Deal found 2/2![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/2. 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 4/155:40 am
PDX
- ALB
1 stop7h 00m
Southwest
Sun 4/197:35 pm
ALB
- PDX
1 stop7h 30m
Southwest
Deal found 2/2![Southwest logo]()
$398
This Delta deal was found by Cheapflights users on 2/1. 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 3/127:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Sun 3/156:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/1![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/2. 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 3/75:30 am
PDX
- BOS
1 stop7h 29m
Delta
Sun 3/155:50 am
BOS
- PDX
1 stop9h 58m
Delta
Deal found 2/2![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/1210:54 pm
PDX
- BOS
1 stop7h 27m
United Airlines
Mon 3/165:45 am
BOS
- PDX
1 stop9h 48m
United Airlines
Deal found 2/1![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 2/2512:40 am
PDX
- BOS
1 stop7h 11m
Delta
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Deal found 2/1![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/1. 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 3/65:30 am
PDX
- BOS
1 stop7h 29m
Delta
Mon 3/96:44 pm
BOS
- PDX
1 stop8h 10m
Delta
Deal found 2/1![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/259:44 pm
PDX
- BDL
1 stop8h 24m
American Airlines
Tue 3/312:30 pm
BDL
- PDX
1 stop11h 14m
American Airlines
Deal found 2/1![American Airlines logo]()
$367
This Expedia deal was found by Cheapflights users on 2/2. 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 3/47:15 am
PDX
- ACK
1 stop9h 35m
Multiple Airlines
Wed 3/1111:30 am
ACK
- PDX
1 stop11h 30m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$734
This Delta deal was found by Cheapflights users on 2/2. 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 2/275:30 am
PDX
- BOS
1 stop7h 29m
Delta
Thu 3/512:45 pm
BOS
- PDX
1 stop12h 39m
Delta
Deal found 2/2![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2511:35 pm
PDX
- BDL
2 stops12h 20m
American Airlines
Wed 3/46:04 pm
BDL
- PDX
1 stop9h 13m
American Airlines
Deal found 2/1![American Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/2811:59 pm
PDX
- ALB
2 stops11h 07m
United Airlines
Tue 3/310:10 am
ALB
- PDX
1 stop8h 17m
United Airlines
Deal found 2/1![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 2/3. 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 4/21:55 pm
PDX
- BOS
1 stop7h 04m
Delta
Sun 4/57:10 am
BOS
- PDX
1 stop8h 59m
Delta
Deal found 2/3![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 1/31. 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 3/411:35 pm
PDX
- BDL
1 stop7h 35m
American Airlines
Sat 3/76:53 am
BDL
- PDX
1 stop20h 24m
American Airlines
Deal found 1/31![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/2911:47 pm
PDX
- BDL
2 stops11h 56m
American Airlines
Wed 5/62:47 pm
BDL
- PDX
1 stop9h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/710:19 pm
PDX
- ALB
1 stop7h 51m
United Airlines
Tue 3/104:54 pm
ALB
- PDX
1 stop8h 51m
United Airlines
Deal found 2/1![United Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 2/2. 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 5/2910:35 am
PDX
- ALB
1 stop9h 55m
United Airlines
Sun 5/314:43 pm
ALB
- PDX
1 stop10h 09m
United Airlines
Deal found 2/2![United Airlines logo]()
$437
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 6/1811:40 pm
PDX
- PVC
1 stop11h 10m
JetBlue
Sun 6/2111:40 am
PVC
- PDX
1 stop13h 45m
JetBlue
Deal found 2/1![JetBlue logo]()
$1,165
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/1311:47 pm
PDX
- ALB
1 stop8h 40m
American Airlines
Wed 5/206:26 am
ALB
- PDX
1 stop8h 58m
American Airlines
Deal found 2/3![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 2/2. 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 6/2810:40 pm
PDX
- ALB
1 stop9h 02m
United Airlines
Thu 7/28:00 am
ALB
- PDX
1 stop10h 13m
United Airlines
Deal found 2/2![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2711:35 pm
PDX
- ALB
1 stop15h 19m
American Airlines
Tue 3/31:05 pm
ALB
- PDX
2 stops13h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 2/1. 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 5/2910:35 am
PDX
- ALB
1 stop9h 55m
United Airlines
Mon 6/16:42 pm
ALB
- PDX
1 stop8h 10m
United Airlines
Deal found 2/1![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 2/251:53 pm
PDX
- BDL
1 stop6h 28m
Delta
Wed 3/46:05 am
BDL
- PDX
1 stop9h 39m
Delta
Deal found 2/1![Delta logo]()
$367
This Expedia deal was found by Cheapflights users on 2/2. 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.
Tue 3/36:00 am
PDX
- ACK
2 stops10h 50m
Multiple Airlines
Tue 3/107:00 am
ACK
- PDX
2 stops11h 48m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$765
This Expedia deal was found by Cheapflights users on 2/2. 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 2/187:15 am
PDX
- ACK
1 stop9h 35m
Multiple Airlines
Sun 2/221:30 pm
ACK
- PDX
1 stop9h 30m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$1,004
This Expedia deal was found by Cheapflights users on 2/2. 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.
Tue 2/171:36 pm
PDX
- HYA
2 stops18h 26m
Multiple Airlines
Sat 2/217:05 am
HYA
- PDX
2 stops17h 05m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$1,128
Last-minute flights from Portland to MassachusettsDiscover last-minute flight deals from Portland to Massachusetts. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Massachusetts. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 1/31. 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 2/176:40 am
PDX
- BOS
1 stop11h 20m
American Airlines
Sat 2/214:49 pm
BOS
- PDX
1 stop10h 28m
American Airlines
Deal found 1/31![American Airlines logo]()
$219
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/2010:38 pm
PDX
- BOS
1 stop7h 37m
United Airlines
Mon 2/231:55 pm
BOS
- PDX
1 stop9h 48m
United Airlines
Deal found 2/1![United Airlines logo]()
$248
This Delta deal was found by Cheapflights users on 1/31. 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 2/249:45 pm
PDX
- BOS
1 stop9h 17m
Delta
Thu 3/512:45 pm
BOS
- PDX
1 stop12h 39m
Delta
Deal found 1/31![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/2. 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 2/265:30 am
PDX
- BOS
1 stop7h 29m
Delta
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Deal found 2/2![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/311:59 pm
PDX
- BOS
1 stop7h 51m
United Airlines
Wed 3/116:00 am
BOS
- PDX
2 stops10h 44m
United Airlines
Deal found 2/3![United Airlines logo]()
$242
This Expedia deal was found by Cheapflights users on 2/3. 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.
Tue 3/31:36 pm
PDX
- BOS
1 stop7h 23m
Alaska Airlines
Wed 3/114:36 pm
BOS
- PDX
Nonstop6h 24m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 2/1. 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 3/55:30 am
PDX
- BOS
1 stop7h 29m
Delta
Mon 3/911:15 am
BOS
- PDX
1 stop10h 48m
Delta
Deal found 2/1![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/2. 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 3/137:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/2![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 1/31. 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 3/1711:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Wed 3/2511:15 am
BOS
- PDX
1 stop10h 50m
Delta
Deal found 1/31![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 1/31. 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.
Wed 3/1812:30 am
PDX
- BOS
1 stop7h 25m
Delta
Wed 3/2511:15 am
BOS
- PDX
1 stop10h 50m
Delta
Deal found 1/31![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 3/255:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Wed 4/110:20 am
BOS
- PDX
1 stop8h 41m
Delta
Deal found 2/1![Delta logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/269:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Sat 4/46:00 am
BOS
- PDX
Nonstop6h 23m
Hawaiian Airlines
Deal found 2/2![Hawaiian Airlines logo]()
$226
One-way flights from Portland to MassachusettsSearch for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Fri 5/2211:40 pm
PDX
- BOS
Nonstop5h 20m
JetBlue
Deal found 2/1![JetBlue logo]()
$108
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 4/19:30 pm
PDX
- BOS
Nonstop5h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$109
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 3/47:15 am
PDX
- BOS
Nonstop5h 21m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 2/1. 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 4/128:05 pm
PDX
- BOS
1 stop7h 45m
Delta
Deal found 2/1![Delta logo]()
$120
This Trip.com deal was found by Cheapflights users on 1/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:48 pm
PDX
- BOS
1 stop12h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$122
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/116:22 am
PDX
- BOS
1 stop11h 08m
American Airlines
Deal found 2/1![American Airlines logo]()
$127
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 3/299:30 pm
PDX
- BOS
Nonstop5h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$129
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/1610:38 pm
PDX
- BOS
1 stop9h 07m
United Airlines
Deal found 2/2![United Airlines logo]()
$130
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:48 am
PDX
- BOS
1 stop14h 13m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/2511:59 pm
PDX
- BOS
2 stops9h 54m
United Airlines
Deal found 2/2![United Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/210:18 pm
PDX
- BOS
3 stops39h 27m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 3/1812:30 am
PDX
- BOS
1 stop7h 25m
Delta
Deal found 2/3![Delta logo]()
$139
Find flight deals from Portland to Massachusetts
Keep the following information in mind while searching for Portland to Massachusetts flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $108 (Cheapflightsfares) |
Popular in | December |
Cheapest in | May |
Average price | $317 |
Good round-trip deal | $342 or less |
Good one-way deal | $208 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Massachusetts 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 February 3, 2026.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.
Fly from
Portland
Fly to
Massachusetts
Route
Depart
Return
Price
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 2/24
6:00 am-7:15 pm
1 stop10h 15m
Boston Logan Intl
Sun 3/1
6:57 pm-12:15 am
1 stop8h 18m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 2/27
7:35 pm-6:50 am
1 stop8h 15m
Boston Logan Intl
Sat 2/28
5:15 pm-10:52 pm
1 stop8h 37m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 3/12
7:43 pm-6:49 am
1 stop8h 06m
Boston Logan Intl
Sun 3/15
6:45 pm-11:59 pm
1 stop8h 14m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 3/7
5:30 am-3:59 pm
1 stop7h 29m
Boston Logan Intl
Sun 3/15
5:50 am-12:48 pm
1 stop9h 58m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 2/25
12:40 am-10:51 am
1 stop7h 11m
Boston Logan Intl
Mon 3/2
6:37 pm-11:53 pm
1 stop8h 16m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 3/6
5:30 am-3:59 pm
1 stop7h 29m
Boston Logan Intl
Mon 3/9
6:44 pm-11:54 pm
1 stop8h 10m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 2/27
5:30 am-3:59 pm
1 stop7h 29m
Boston Logan Intl
Thu 3/5
12:45 pm-10:24 pm
1 stop12h 39m
$238
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 3/18
9:30 pm-5:53 am
Nonstop5h 23m
Boston Logan Intl
Tue 3/24
6:00 am-9:23 am
Nonstop6h 23m
$247
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 4/2
1:55 pm-11:59 pm
1 stop7h 04m
Boston Logan Intl
Sun 4/5
7:10 am-1:09 pm
1 stop8h 59m
$258
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 2/15
1:40 pm-12:49 am
1 stop8h 09m
Boston Logan Intl
Wed 2/18
9:45 am-3:27 pm
1 stop8h 42m
$259
Showing 1-10 of 60 results
Best time to book a flight from Portland to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Portland with our price prediction graph.
PDX-BOS
PDX-ALB
PDX-BDL
PDX-MVY
PDX-PVC
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 Portland to Massachusetts
PDX-USMA
PDX-BOS
PDX-ALB
PDX-BDL
PDX-MVY
What is the cheapest month to book a flight from Portland to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from Portland to Massachusetts (average of $108). Flying from Portland to Massachusetts in March is currently the most expensive (average of $213). 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 PDX to MA?
Find hourly flight availability from Portland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
It’s typically best to fly out from Portland to Massachusetts at noon. Doing so could potentially save you 47% on the flight price compared to flying in the morning, which is usually more expensive.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated February 3, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Portland to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Related info for your journey
Find useful and relevant information for your journey from Portland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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 for Portland to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Portland to Massachusetts
Discover the top 7 airlines that operate flights from Portland to Massachusetts. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$287 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$314 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$277 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$406 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$392 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$252 | Average$475 | FlexibilityNo cancel fee | On-time75% |