$118+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Mar 20 — Mar 271
Round-trip
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 18, 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 18, 2026.
This Delta deal was found by Cheapflights users on 2/16. 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 9/87:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Fri 9/117:05 am
BOS
- PDX
1 stop11h 01m
Delta
Deal found 2/16![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/16. 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 58m
American Airlines
Deal found 2/16![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3010:59 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Wed 6/33:16 pm
BOS
- PDX
1 stop9h 35m
American Airlines
Deal found 2/18![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/711:47 pm
PDX
- BOS
1 stop8h 45m
American Airlines
Mon 4/134:38 pm
BOS
- PDX
1 stop9h 04m
American Airlines
Deal found 2/18![American Airlines logo]()
$210
This Delta deal was found by Cheapflights users on 2/17. 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 3/1112:30 am
PDX
- BOS
1 stop7h 25m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/17![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/16. 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 9/77:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Tue 9/156:35 pm
BOS
- PDX
1 stop8h 18m
Delta
Deal found 2/16![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/36:40 am
PDX
- BOS
1 stop11h 20m
American Airlines
Mon 3/95:31 pm
BOS
- PDX
1 stop9h 44m
American Airlines
Deal found 2/16![American Airlines logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2611:40 pm
PDX
- BOS
Nonstop5h 20m
JetBlue
Thu 5/287:05 pm
BOS
- PDX
Nonstop6h 20m
JetBlue
Deal found 2/18![JetBlue logo]()
$226
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Wed 6/36:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 2/18![Alaska Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 2/16. 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 4/2111:55 pm
PDX
- BOS
1 stop13h 10m
Southwest
Tue 4/282:25 pm
BOS
- PDX
2 stops11h 45m
Southwest
Deal found 2/16![Southwest logo]()
$230
This CheapOair deal was found by Cheapflights users on 2/17. 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.
Wed 6/35:46 pm
PDX
- BOS
1 stop10h 55m
Alaska Airlines
Tue 6/96:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/17. 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 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Tue 4/286:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 2/17![Delta logo]()
$238
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 18, 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 18, 2026.
This Delta deal was found by Cheapflights users on 2/14. 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 8/711:39 am
PDX
- BOS
1 stop7h 41m
Delta
Sun 8/163:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Deal found 2/14![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/14. 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 4/81:14 pm
PDX
- BOS
1 stop8h 09m
American Airlines
Mon 4/134:38 pm
BOS
- PDX
1 stop10h 19m
American Airlines
Deal found 2/14![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 2/15. 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 3/111:59 pm
PDX
- BOS
1 stop7h 50m
United Airlines
Wed 3/47:45 am
BOS
- PDX
1 stop10h 42m
United Airlines
Deal found 2/15![United Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 2/17. 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 4/85:40 am
PDX
- BDL
1 stop7h 20m
Southwest
Tue 4/147:50 am
BDL
- PDX
1 stop7h 40m
Southwest
Deal found 2/17![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 2/14. 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 3/121:55 pm
PDX
- BOS
1 stop7h 04m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/14![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/14. 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 8/611:39 am
PDX
- BOS
1 stop9h 13m
Delta
Sun 8/163:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Deal found 2/14![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/15. 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 3/2411:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Tue 3/317:10 am
BOS
- PDX
1 stop9h 01m
Delta
Deal found 2/15![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/15. 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 3/2412:30 am
PDX
- BOS
1 stop7h 25m
Delta
Tue 3/317:10 am
BOS
- PDX
1 stop9h 01m
Delta
Deal found 2/15![Delta logo]()
$218
This Priceline deal was found by Cheapflights users on 2/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:18 pm
PDX
- ACK
1 stop8h 07m
JetBlue
Sun 7/263:43 pm
ACK
- PDX
1 stop9h 40m
JetBlue
Deal found 2/16![JetBlue logo]()
$628
This Delta deal was found by Cheapflights users on 2/15. 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 3/265:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Wed 4/17:10 am
BOS
- PDX
1 stop9h 01m
Delta
Deal found 2/15![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/14. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/14![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:47 pm
PDX
- ALB
1 stop8h 40m
American Airlines
Tue 4/286:26 am
ALB
- PDX
1 stop9h 07m
American Airlines
Deal found 2/18![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 2/15. 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 4/2911:59 pm
PDX
- BDL
1 stop6h 56m
United Airlines
Wed 5/65:00 pm
BDL
- PDX
1 stop9h 55m
United Airlines
Deal found 2/15![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 2/15. 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 4/285:40 am
PDX
- BDL
1 stop7h 20m
Southwest
Tue 5/56:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Deal found 2/15![Southwest logo]()
$359
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
PDX
- BDL
1 stop8h 53m
American Airlines
Wed 5/64:09 pm
BDL
- PDX
1 stop10h 48m
American Airlines
Deal found 2/18![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 2/15. 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 5/611:55 pm
PDX
- BDL
1 stop7h 00m
United Airlines
Tue 5/125:00 pm
BDL
- PDX
1 stop8h 30m
United Airlines
Deal found 2/15![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 2/17. 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 4/2211:55 pm
PDX
- BDL
1 stop7h 45m
Southwest
Wed 4/2911:20 am
BDL
- PDX
2 stops10h 10m
Southwest
Deal found 2/17![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 2/16. 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 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Thu 4/306:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 2/16![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:23 pm
PDX
- BDL
1 stop7h 47m
American Airlines
Tue 5/54:09 pm
BDL
- PDX
1 stop10h 48m
American Airlines
Deal found 2/18![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 2/15. 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 4/2911:59 pm
PDX
- BDL
1 stop6h 56m
United Airlines
Tue 5/55:00 pm
BDL
- PDX
1 stop8h 30m
United Airlines
Deal found 2/15![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 2/15. 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 5/135:40 am
PDX
- BDL
2 stops10h 20m
Southwest
Tue 5/196:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Deal found 2/15![Southwest logo]()
$364
This Orbitz deal was found by Cheapflights users on 2/16. 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.
Mon 3/161:36 pm
PDX
- ACK
2 stops19h 04m
Multiple Airlines
Mon 3/231:30 pm
ACK
- PDX
1 stop9h 18m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$907
This United Airlines deal was found by Cheapflights users on 2/18. 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.
Sat 4/185:00 am
PDX
- ALB
2 stops9h 16m
United Airlines
Tue 4/282:43 pm
ALB
- PDX
1 stop8h 59m
United Airlines
Deal found 2/18![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 2/18. 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.
Sat 4/187:40 pm
PDX
- ALB
2 stops9h 25m
Southwest
Tue 4/289:10 am
ALB
- PDX
2 stops12h 20m
Southwest
Deal found 2/18![Southwest logo]()
$367
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/111:46 am
PDX
- ALB
1 stop9h 10m
American Airlines
Sun 4/55:17 pm
ALB
- PDX
1 stop9h 58m
American Airlines
Deal found 2/18![American Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 2/16. 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 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Wed 4/296:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 2/16![Delta logo]()
$256
This Southwest deal was found by Cheapflights users on 2/18. 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.
Wed 4/15:25 am
PDX
- ALB
1 stop7h 10m
Southwest
Sun 4/55:40 pm
ALB
- PDX
2 stops10h 50m
Southwest
Deal found 2/18![Southwest logo]()
$412
This American Airlines deal was found by Cheapflights users on 2/17. 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 8/310:30 pm
PDX
- ALB
1 stop8h 52m
American Airlines
Mon 8/106:24 pm
ALB
- PDX
1 stop9h 34m
American Airlines
Deal found 2/17![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 2/14. 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 6/211:05 am
PDX
- ALB
1 stop9h 25m
United Airlines
Fri 6/56:10 am
ALB
- PDX
1 stop8h 28m
United Airlines
Deal found 2/14![United Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 2/17. 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 6/179:20 pm
PDX
- ALB
1 stop8h 05m
Southwest
Sat 6/2011:05 am
ALB
- PDX
1 stop11h 35m
Southwest
Deal found 2/17![Southwest logo]()
$442
Last-minute flights from Portland to MassachusettsDiscover last-minute flight deals from Portland to Massachusetts. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Massachusetts. Data last updated February 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/36:40 am
PDX
- BOS
1 stop11h 20m
American Airlines
Mon 3/95:31 pm
BOS
- PDX
1 stop9h 44m
American Airlines
Deal found 2/16![American Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 2/16. 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 3/67:11 pm
PDX
- BOS
1 stop7h 49m
Delta
Wed 3/114:54 pm
BOS
- PDX
1 stop7h 59m
Delta
Deal found 2/16![Delta logo]()
$242
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/1010:35 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Mon 3/164:04 pm
BOS
- PDX
1 stop10h 05m
American Airlines
Deal found 2/16![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 2/15. 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 3/106:00 pm
PDX
- BOS
2 stops11h 05m
Southwest
Tue 3/176:00 pm
BOS
- PDX
1 stop8h 10m
Southwest
Deal found 2/15![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 2/18. 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.
Wed 3/1112:30 am
PDX
- BOS
1 stop7h 25m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/18![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/14. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/14![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/16. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Wed 3/181:55 pm
BOS
- PDX
1 stop11h 28m
Delta
Deal found 2/16![Delta logo]()
$239
This American Airlines deal was found by Cheapflights users on 2/15. 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 3/149:44 pm
PDX
- BDL
1 stop8h 23m
American Airlines
Sat 3/2111:05 am
BDL
- PDX
1 stop16h 10m
American Airlines
Deal found 2/15![American Airlines logo]()
$382
This United Airlines deal was found by Cheapflights users on 2/17. 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 3/1611:10 pm
PDX
- BDL
1 stop7h 22m
United Airlines
Wed 3/183:25 pm
BDL
- PDX
1 stop10h 35m
United Airlines
Deal found 2/17![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 2/17. 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 3/247:45 pm
PDX
- BOS
1 stop8h 05m
Delta
Tue 3/316:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/17![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/15. 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 3/2411:15 pm
PDX
- BDL
1 stop9h 49m
Delta
Wed 4/16:00 am
BDL
- PDX
1 stop9h 48m
Delta
Deal found 2/15![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/15. 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 3/265:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Mon 3/306:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/15![Delta logo]()
$248
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 18, 2026.
Search for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 5/912:27 pm
PDX
- BDL
2 stops20h 48m
Frontier
Deal found 2/17![Frontier logo]()
$118
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/811:59 pm
PDX
- BOS
1 stop7h 47m
American Airlines
Deal found 2/15![American Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 2/18. 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.
Wed 5/138:06 pm
PDX
- BOS
1 stop8h 29m
Delta
Deal found 2/18![Delta logo]()
$120
This Expedia deal was found by Cheapflights users on 2/15. 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.
Mon 6/17:25 pm
PDX
- BOS
1 stop9h 16m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Wed 4/151:48 pm
PDX
- BOS
2 stops17h 17m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$125
This Alaska Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 2/15. 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 3/29:44 pm
PDX
- BOS
1 stop10h 13m
American Airlines
Deal found 2/15![American Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Wed 5/131:48 pm
PDX
- BOS
2 stops18h 57m
Frontier
Deal found 2/16![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 5/1811:48 am
PDX
- BOS
2 stops34h 03m
Frontier
Deal found 2/16![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 5/1612:27 pm
PDX
- BOS
2 stops33h 24m
Frontier
Deal found 2/17![Frontier logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/17. 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 3/38:30 am
PDX
- BOS
2 stops10h 21m
United Airlines
Deal found 2/17![United Airlines logo]()
$135
This Alaska Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:07 pm
PDX
- BOS
1 stop8h 52m
Alaska Airlines
Deal found 2/17![Alaska Airlines 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 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $118 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $387 |
Good round-trip deal | $337 or less |
Good one-way deal | $174 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 18, 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
Fri 8/7
11:39 am-10:20 pm
1 stop7h 41m
Boston Logan Intl
Sun 8/16
3:30 pm-11:53 pm
1 stop11h 23m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 3/12
1:55 pm-11:59 pm
1 stop7h 04m
Boston Logan Intl
Mon 3/16
6:45 pm-11:59 pm
1 stop8h 14m
$197
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 8/6
11:39 am-11:52 pm
1 stop9h 13m
Boston Logan Intl
Sun 8/16
3:30 pm-11:53 pm
1 stop11h 23m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 3/24
11:15 pm-9:16 am
1 stop7h 01m
Boston Logan Intl
Tue 3/31
7:10 am-1:11 pm
1 stop9h 01m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 3/24
12:30 am-10:55 am
1 stop7h 25m
Boston Logan Intl
Tue 3/31
7:10 am-1:11 pm
1 stop9h 01m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 3/26
5:36 pm-6:50 am
1 stop10h 14m
Boston Logan Intl
Wed 4/1
7:10 am-1:11 pm
1 stop9h 01m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 3/13
11:15 pm-9:16 am
1 stop7h 01m
Boston Logan Intl
Mon 3/16
6:45 pm-11:59 pm
1 stop8h 14m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 4/20
6:05 pm-6:55 am
1 stop9h 50m
Boston Logan Intl
Thu 4/30
6:45 pm-11:56 pm
1 stop8h 11m
$238
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 4/8
1:14 pm-12:23 am
1 stop8h 09m
Boston Logan Intl
Mon 4/13
4:38 pm-11:57 pm
1 stop10h 19m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 4/20
6:05 pm-6:55 am
1 stop9h 50m
Boston Logan Intl
Wed 4/29
6:45 pm-11:56 pm
1 stop8h 11m
$256
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-BDL
PDX-BOS
PDX-ALB
PDX-ACK
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-BDL
PDX-BOS
PDX-ALB
PDX-ACK
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 October is currently the most expensive (average of $197). 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 18, 2026.
It’s typically best to fly out from Portland to Massachusetts at noon. Doing so could potentially save you 48% 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 18, 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
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Overall
8.0
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Overall
8.0
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Overall
8.0
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Overall
8.0
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Overall
8.0
Boarding
8.1
Comfort
7.8
Food
7.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
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.
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Alternative routes for Portland to Massachusetts
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Complete your trip
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Find flights from Portland to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Massachusetts flights
Browse other Portland and Massachusetts flight options. Last updated on February 18, 2026.
Popular flight searches
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Portland to Massachusetts flights
Consider these flights traveling from Portland to Massachusetts.
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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$285 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$313 | 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$389 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$249 | Average$473 | FlexibilityNo cancel fee | On-time75% |