$130+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 17 — May 241
Round-trip
1 adult, Economy
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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 April 17, 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 April 17, 2026.
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 9/211:39 am
PDX
- BOS
1 stop7h 41m
Delta
Sat 9/128:15 am
BOS
- PDX
1 stop10h 43m
Delta
Deal found 4/13![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/2310:59 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Sat 5/306:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/15![American Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/2812:30 am
PDX
- BOS
1 stop7h 16m
Delta
Tue 5/126:45 pm
BOS
- PDX
1 stop7h 59m
Delta
Deal found 4/13![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 4/2911:59 pm
PDX
- BOS
1 stop8h 02m
United Airlines
Wed 5/64:35 pm
BOS
- PDX
1 stop9h 00m
United Airlines
Deal found 4/14![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 4/16. 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 6/2911:15 pm
PDX
- BOS
1 stop6h 52m
Delta
Tue 7/147:10 am
BOS
- PDX
1 stop8h 28m
Delta
Deal found 4/16![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 4/14. 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.
Wed 5/2712:20 pm
PDX
- BOS
1 stop9h 20m
Delta
Thu 5/2811:55 am
BOS
- PDX
1 stop10h 31m
Delta
Deal found 4/14![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 4/2912:30 am
PDX
- BOS
1 stop7h 16m
Delta
Sat 5/96:10 am
BOS
- PDX
1 stop9h 16m
Delta
Deal found 4/15![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 4/2912:30 am
PDX
- BOS
1 stop7h 16m
Delta
Mon 5/46:10 am
BOS
- PDX
1 stop12h 28m
Delta
Deal found 4/15![Delta logo]()
$258
This SmartFares deal was found by Cheapflights users on 4/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Sat 5/3010:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/14![JetBlue logo]()
$259
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/2210:40 pm
PDX
- BOS
1 stop8h 21m
American Airlines
Mon 5/256:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/14![American Airlines logo]()
$262
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/239:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 5/266:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/13![Alaska Airlines logo]()
$267
This United Airlines deal was found by Cheapflights users on 4/14. 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 9/152:15 pm
PDX
- BOS
1 stop7h 50m
United Airlines
Thu 10/16:00 am
BOS
- PDX
1 stop8h 35m
United Airlines
Deal found 4/14![United Airlines logo]()
$271
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 April 17, 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 April 17, 2026.
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 6/42:06 pm
PDX
- BOS
1 stop8h 22m
Delta
Sun 6/75:55 am
BOS
- PDX
1 stop7h 49m
Delta
Deal found 4/12![Delta logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/239:30 pm
PDX
- BOS
1 stop15h 18m
Alaska Airlines
Sat 5/306:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/13![Alaska Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 pm
PDX
- BOS
1 stop8h 00m
Southwest
Wed 5/62:25 pm
BOS
- PDX
2 stops11h 35m
Southwest
Deal found 4/14![Southwest logo]()
$329
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 8/1810:59 pm
PDX
- ACK
2 stops14h 31m
American Airlines
Wed 8/262:03 pm
ACK
- PDX
2 stops12h 04m
American Airlines
Deal found 4/12![American Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/2911:15 pm
PDX
- BOS
1 stop8h 05m
United Airlines
Sat 5/98:30 am
BOS
- PDX
2 stops12h 14m
United Airlines
Deal found 4/13![United Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 4/14. 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 9/158:40 am
PDX
- BOS
2 stops13h 25m
United Airlines
Thu 10/17:30 am
BOS
- PDX
1 stop9h 47m
United Airlines
Deal found 4/14![United Airlines logo]()
$352
This Trip.com deal was found by Cheapflights users on 4/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:46 pm
PDX
- HYA
1 stop16h 34m
Multiple Airlines
Sat 6/611:25 am
HYA
- PDX
1 stop24h 46m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$705
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 9/85:05 pm
PDX
- BOS
1 stop10h 04m
Delta
Fri 9/117:05 am
BOS
- PDX
1 stop11h 01m
Delta
Deal found 4/13![Delta logo]()
$358
This Alaska Airlines deal was found by Cheapflights users on 4/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:55 pm
PDX
- BOS
1 stop11h 45m
Alaska Airlines
Thu 7/96:03 am
BOS
- PDX
Nonstop6h 16m
Alaska Airlines
Deal found 4/16![Alaska Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 7/107:40 pm
PDX
- BOS
2 stops9h 25m
Southwest
Thu 7/166:45 pm
BOS
- PDX
1 stop8h 10m
Southwest
Deal found 4/13![Southwest logo]()
$403
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2710:40 pm
PDX
- ALB
1 stop9h 03m
United Airlines
Wed 6/34:43 pm
ALB
- PDX
1 stop8h 47m
United Airlines
Deal found 4/13![United Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 4/15. 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.
Thu 5/2810:55 am
PDX
- BOS
1 stop10h 55m
Southwest
Fri 5/293:45 pm
BOS
- PDX
2 stops11h 40m
Southwest
Deal found 4/15![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 6/311:21 am
PDX
- ALB
1 stop9h 37m
Delta
Sun 6/76:00 am
ALB
- PDX
1 stop7h 41m
Delta
Deal found 4/16![Delta logo]()
$416
This KAYAK deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:27 pm
PDX
- PVC
1 stop8h 48m
JetBlue
Tue 8/117:00 am
PVC
- PDX
1 stop9h 04m
JetBlue
Deal found 4/12![JetBlue logo]()
$924
This American Airlines deal was found by Cheapflights users on 4/16. 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 8/193:00 pm
PDX
- ACK
2 stops16h 26m
American Airlines
Tue 8/252:03 pm
ACK
- PDX
2 stops12h 19m
American Airlines
Deal found 4/16![American Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/410:40 pm
PDX
- BDL
1 stop8h 16m
United Airlines
Sat 6/63:30 pm
BDL
- PDX
1 stop8h 45m
United Airlines
Deal found 4/13![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/309:20 pm
PDX
- ALB
1 stop7h 45m
Southwest
Tue 7/146:55 pm
ALB
- PDX
1 stop7h 35m
Southwest
Deal found 4/13![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/2311:03 pm
PDX
- MVY
1 stop10h 36m
Delta
Thu 5/281:19 pm
MVY
- PDX
1 stop10h 41m
Delta
Deal found 4/15![Delta logo]()
$421
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/110:55 pm
PDX
- BOS
2 stops11h 56m
United Airlines
Sun 5/36:00 am
BOS
- PDX
1 stop11h 06m
United Airlines
Deal found 4/12![United Airlines logo]()
$415
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 6/2611:30 pm
PDX
- BOS
1 stop12h 50m
Southwest
Mon 6/294:45 pm
BOS
- PDX
1 stop10h 10m
Southwest
Deal found 4/12![Southwest logo]()
$419
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/1111:12 pm
PDX
- ALB
1 stop6h 51m
Delta
Fri 5/155:06 pm
ALB
- PDX
1 stop7h 56m
Delta
Deal found 4/12![Delta logo]()
$428
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 9/2410:59 pm
PDX
- BOS
2 stops9h 47m
United Airlines
Tue 10/67:30 am
BOS
- PDX
2 stops14h 11m
United Airlines
Deal found 4/15![United Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 4/16. 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.
Wed 8/267:05 am
PDX
- BDL
2 stops11h 05m
Southwest
Mon 9/148:00 am
BDL
- PDX
2 stops11h 35m
Southwest
Deal found 4/16![Southwest logo]()
$426
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Mon 7/610:57 pm
PDX
- MVY
2 stops11h 22m
American Airlines
Fri 7/101:49 pm
MVY
- PDX
2 stops12h 04m
American Airlines
Deal found 4/14![American Airlines logo]()
$593
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 9/212:40 am
PDX
- BDL
1 stop7h 08m
Delta
Mon 9/75:48 am
BDL
- PDX
1 stop7h 56m
Delta
Deal found 4/12![Delta logo]()
$457
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2211:55 pm
PDX
- ALB
2 stops11h 55m
Southwest
Thu 5/282:55 pm
ALB
- PDX
2 stops12h 15m
Southwest
Deal found 4/13![Southwest logo]()
$448
This Delta deal was found by Cheapflights users on 4/14. 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.
Mon 8/1710:55 pm
PDX
- BDL
1 stop6h 47m
Delta
Mon 8/315:48 am
BDL
- PDX
1 stop7h 56m
Delta
Deal found 4/14![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
PDX
- BDL
1 stop7h 21m
United Airlines
Wed 8/2610:00 am
BDL
- PDX
1 stop8h 30m
United Airlines
Deal found 4/16![United Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 4/15. 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.
Fri 7/311:30 pm
PDX
- ALB
1 stop8h 15m
Southwest
Wed 7/224:15 pm
ALB
- PDX
2 stops10h 15m
Southwest
Deal found 4/15![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 4/16. 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.
Thu 5/711:12 pm
PDX
- ALB
1 stop9h 39m
Delta
Thu 5/142:12 pm
ALB
- PDX
2 stops10h 50m
Delta
Deal found 4/16![Delta logo]()
$464
Last-minute flights from Portland to MassachusettsDiscover last-minute flight deals from Portland to Massachusetts. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Massachusetts. Data last updated April 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/2812:30 am
PDX
- BOS
1 stop7h 16m
Delta
Wed 5/66:54 pm
BOS
- PDX
1 stop8h 03m
Delta
Deal found 4/13![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 4/2911:59 pm
PDX
- BOS
1 stop8h 02m
United Airlines
Wed 5/64:35 pm
BOS
- PDX
1 stop9h 00m
United Airlines
Deal found 4/14![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 4/2912:30 am
PDX
- BOS
1 stop7h 16m
Delta
Tue 5/126:10 am
BOS
- PDX
1 stop9h 23m
Delta
Deal found 4/15![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 4/2912:30 am
PDX
- BOS
1 stop7h 16m
Delta
Mon 5/46:10 am
BOS
- PDX
1 stop12h 28m
Delta
Deal found 4/15![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/291:23 pm
PDX
- BOS
1 stop8h 02m
American Airlines
Fri 5/14:21 pm
BOS
- PDX
1 stop10h 33m
American Airlines
Deal found 4/14![American Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/411:47 pm
PDX
- BOS
1 stop8h 45m
American Airlines
Thu 5/73:59 pm
BOS
- PDX
1 stop9h 48m
American Airlines
Deal found 4/12![American Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 5/2012:20 pm
PDX
- BOS
1 stop9h 20m
Delta
Thu 5/2811:55 am
BOS
- PDX
1 stop10h 31m
Delta
Deal found 4/15![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/2210:40 pm
PDX
- BOS
1 stop8h 21m
American Airlines
Mon 5/256:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/14![American Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/2310:59 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Sat 5/306:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/15![American Airlines logo]()
$219
This SmartFares deal was found by Cheapflights users on 4/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Sat 5/3010:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/14![JetBlue logo]()
$259
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/239:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 5/266:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/13![Alaska Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 4/14. 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.
Wed 5/2712:20 pm
PDX
- BOS
1 stop9h 20m
Delta
Thu 5/2811:55 am
BOS
- PDX
1 stop10h 31m
Delta
Deal found 4/14![Delta logo]()
$247
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 April 17, 2026.
Search for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 7/1112:35 am
PDX
- BOS
1 stop7h 08m
Delta
Deal found 4/15![Delta logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 6/42:38 pm
PDX
- BOS
2 stops38h 11m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$131
This Alaska Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/289:50 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Deal found 4/13![Alaska Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/135:05 pm
PDX
- BOS
1 stop10h 15m
Delta
Deal found 4/12![Delta logo]()
$139
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 7/146:15 am
PDX
- BOS
1 stop9h 56m
Delta
Deal found 4/12![Delta logo]()
$140
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Deal found 4/14![JetBlue logo]()
$142
This Expedia deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Fri 5/299:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Deal found 4/13![Alaska Airlines logo]()
$144
This KAYAK deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/202:20 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 4/12![JetBlue logo]()
$146
This eDestinos deal was found by Cheapflights users on 4/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:31 pm
PDX
- BOS
2 stops36h 13m
Frontier
Deal found 4/15![Frontier logo]()
$147
This KAYAK deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:20 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 4/13![JetBlue logo]()
$148
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 7/2710:30 pm
PDX
- HYA
1 stop10h 48m
American Airlines
Deal found 4/12![American Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/118:46 pm
PDX
- BDL
1 stop30h 34m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$174
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 April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Delta) |
One-way from | $130 (Delta) |
Popular in | December |
Cheapest in | August |
Average price | $420 |
Good round-trip deal | $315 or less |
Good one-way deal | $161 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 April 17, 2026.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 6/4
2:06 pm-1:28 am
1 stop8h 22m
Boston Logan Intl
Sun 6/7
5:55 am-10:44 am
1 stop7h 49m
$217
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 5/23
9:30 pm-3:48 pm
1 stop15h 18m
Boston Logan Intl
Sat 5/30
6:00 am-9:11 am
Nonstop6h 11m
$287
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 5/2
11:55 pm-10:55 am
1 stop8h 00m
Boston Logan Intl
Wed 5/6
2:25 pm-11:00 pm
2 stops11h 35m
$329
PortlandNantucket
PDX - ACK
PDXACK
Portland
Tue 8/18
10:59 pm-4:30 pm
2 stops14h 31m
Nantucket Memorial
Wed 8/26
2:03 pm-11:07 pm
2 stops12h 04m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 4/29
11:15 pm-10:20 am
1 stop8h 05m
Boston Logan Intl
Sat 5/9
8:30 am-5:44 pm
2 stops12h 14m
$352
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 9/15
8:40 am-1:05 am
2 stops13h 25m
Boston Logan Intl
Thu 10/1
7:30 am-2:17 pm
1 stop9h 47m
$352
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 9/8
5:05 pm-6:09 am
1 stop10h 04m
Boston Logan Intl
Fri 9/11
7:05 am-3:06 pm
1 stop11h 01m
$358
PortlandAlbany
PDX - ALB
PDXALB
Portland
Wed 5/27
10:40 pm-10:43 am
1 stop9h 03m
Albany Intl
Wed 6/3
4:43 pm-10:30 pm
1 stop8h 47m
$375
PortlandHartford
PDX - BDL
PDXBDL
Portland
Thu 6/4
10:40 pm-9:56 am
1 stop8h 16m
Hartford Bradley Intl
Sat 6/6
3:30 pm-9:15 pm
1 stop8h 45m
$399
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 7/1
2:55 pm-5:40 am
1 stop11h 45m
Boston Logan Intl
Thu 7/9
6:03 am-9:19 am
Nonstop6h 16m
$402
Showing 1-10 of 60 resultsSorted by cheapest first
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-HYA
PDX-BDL
PDX-ACK
PDX-ALB
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-HYA
PDX-BDL
PDX-ACK
What is the cheapest month to book a flight from Portland to Massachusetts?
Currently, March is the cheapest month in which you can book a flight from Portland to Massachusetts (average of $98). Flying from Portland to Massachusetts in January is currently the most expensive (average of $142). 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 April 17, 2026.
It’s typically best to fly out from Portland to Massachusetts at noon. Doing so could potentially save you 41% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Portland to Massachusetts
Explore weekly flight availability from Portland to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 17, 2026.
The most flights from PDX to USMA are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Portland to Massachusetts?
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 April 17, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andHawaiian 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.
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Food
7.0
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 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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Search flights from Portland to Massachusetts by cabin class
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 April 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$277 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$326 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$294 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$277 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$389 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$375 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$476 | FlexibilityNo cancel fee | On-time75% |