$139+ Cheap flights from Oregon 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jul 19 — Jul 261
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Massachusetts with Cheapflights
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Cheapest flights from Oregon to MassachusettsExplore the most affordable flight options available from Oregon to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 19, 2026.
Explore the most affordable flight options available from Oregon to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 19, 2026.
This JetBlue deal was found by Cheapflights users on 6/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- ACK
1 stop7h 55m
JetBlue
Thu 8/273:43 pm
ACK
- PDX
1 stop9h 49m
JetBlue
Deal found 6/13![JetBlue logo]()
$280
This Delta deal was found by Cheapflights users on 6/16. 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 9/96:46 pm
BOI
- BOS
1 stop9h 44m
Delta
Mon 9/147:05 am
BOS
- BOI
1 stop8h 33m
Delta
Deal found 6/16![Delta logo]()
$285
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/45:07 am
PDX
- BOS
1 stop9h 06m
American Airlines
Fri 7/104:46 pm
BOS
- PDX
1 stop10h 09m
American Airlines
Deal found 6/15![American Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/14. 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 8/1811:17 pm
PDX
- BOS
1 stop7h 31m
United Airlines
Fri 8/215:01 pm
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 6/14![United Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 6/15. 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 8/2511:30 pm
PDX
- BOS
1 stop9h 45m
Southwest
Tue 9/12:45 pm
BOS
- PDX
2 stops10h 30m
Southwest
Deal found 6/15![Southwest logo]()
$290
This Delta deal was found by Cheapflights users on 6/15. 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 10/248:40 am
BOI
- BOS
1 stop9h 43m
Delta
Sun 11/15:40 am
BOS
- BOI
1 stop9h 02m
Delta
Deal found 6/15![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 6/14. 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 8/510:40 pm
PDX
- BOS
1 stop7h 49m
United Airlines
Wed 8/125:01 pm
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 6/14![United Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/810:30 pm
PDX
- BOS
1 stop8h 25m
American Airlines
Mon 7/136:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/16![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 6/16. 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 9/105:51 pm
EUG
- BOS
1 stop10h 49m
Delta
Wed 9/166:05 am
BOS
- EUG
1 stop8h 46m
Delta
Deal found 6/16![Delta logo]()
$293
This Southwest deal was found by Cheapflights users on 6/16. 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.
Mon 8/1011:30 pm
PDX
- BOS
1 stop9h 45m
Southwest
Mon 8/173:55 pm
BOS
- PDX
1 stop10h 10m
Southwest
Deal found 6/16![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 6/15. 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 8/128:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Sat 8/225:30 am
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 6/15![Southwest logo]()
$296
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/45:07 am
PDX
- BOS
1 stop9h 06m
American Airlines
Tue 7/76:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/15![American Airlines logo]()
$297
Best flights from Oregon to MassachusettsDiscover carefully curated flight deals from Oregon to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 19, 2026.
Discover carefully curated flight deals from Oregon to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 19, 2026.
This JetBlue deal was found by Cheapflights users on 6/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- ACK
1 stop7h 55m
JetBlue
Thu 8/273:43 pm
ACK
- PDX
1 stop9h 49m
JetBlue
Deal found 6/13![JetBlue logo]()
$280
This Delta deal was found by Cheapflights users on 6/17. 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 9/96:46 pm
BOI
- BOS
1 stop9h 44m
Delta
Mon 9/147:05 am
BOS
- BOI
1 stop8h 33m
Delta
Deal found 6/17![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Thu 9/242:15 pm
EUG
- BOS
1 stop7h 44m
United Airlines
Sat 9/269:20 am
BOS
- EUG
1 stop11h 26m
United Airlines
Deal found 6/14![United Airlines logo]()
$293
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Wed 8/192:10 pm
BOS
- PDX
2 stops11h 05m
Southwest
Deal found 6/18![Southwest logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 6/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:56 pm
PDX
- BOS
Nonstop5h 24m
Alaska Airlines
Thu 8/208:00 am
BOS
- PDX
1 stop13h 37m
Alaska Airlines
Deal found 6/18![Alaska Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 8/1811:34 pm
PDX
- ACK
2 stops12h 37m
American Airlines
Wed 8/2612:53 pm
ACK
- PDX
2 stops14h 06m
American Airlines
Deal found 6/15![American Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 6/16. 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 9/2912:14 pm
BOI
- BOS
1 stop10h 08m
Delta
Tue 10/205:40 am
BOS
- BOI
1 stop9h 02m
Delta
Deal found 6/16![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 6/17. 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 8/112:19 pm
EUG
- BOS
1 stop7h 55m
United Airlines
Tue 8/255:45 am
BOS
- EUG
2 stops12h 49m
United Airlines
Deal found 6/17![United Airlines logo]()
$308
This Southwest deal was found by Cheapflights users on 6/18. 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.
Mon 8/102:55 pm
BOI
- BOS
1 stop7h 35m
Southwest
Tue 8/189:05 am
BOS
- BOI
1 stop12h 40m
Southwest
Deal found 6/18![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 6/15. 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 10/295:30 pm
EUG
- BOS
1 stop10h 03m
Delta
Wed 11/46:30 pm
BOS
- EUG
1 stop8h 17m
Delta
Deal found 6/15![Delta logo]()
$293
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:27 pm
PDX
- ACK
1 stop10h 36m
JetBlue
Sat 8/223:43 pm
ACK
- PDX
1 stop9h 49m
JetBlue
Deal found 6/16![JetBlue logo]()
$348
This Delta deal was found by Cheapflights users on 6/16. 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 9/2512:31 pm
EUG
- BOS
1 stop8h 51m
Delta
Sat 9/266:05 am
BOS
- EUG
1 stop8h 46m
Delta
Deal found 6/16![Delta logo]()
$293
This Southwest deal was found by Cheapflights users on 6/17. 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.
Tue 9/16:45 am
PDX
- BOS
2 stops11h 40m
Southwest
Wed 9/163:20 pm
BOS
- PDX
2 stops9h 55m
Southwest
Deal found 6/17![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 6/17. 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 9/111:02 pm
PDX
- BOS
2 stops10h 45m
United Airlines
Tue 9/83:35 pm
BOS
- PDX
1 stop9h 28m
United Airlines
Deal found 6/17![United Airlines logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 6/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:35 pm
MFR
- BOS
1 stop9h 54m
Alaska Airlines
Sat 10/314:55 pm
BOS
- MFR
1 stop10h 04m
Alaska Airlines
Deal found 6/18![Alaska Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 6/14. 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.
Tue 8/1811:30 pm
PDX
- BOS
2 stops10h 10m
Southwest
Fri 8/2112:40 pm
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 6/14![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 6/14. 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 9/2412:31 pm
EUG
- BOS
1 stop8h 51m
Delta
Sun 9/276:05 am
BOS
- EUG
1 stop8h 46m
Delta
Deal found 6/14![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 6/15. 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 8/511:40 pm
PDX
- BDL
1 stop7h 41m
United Airlines
Wed 9/211:44 am
BDL
- PDX
1 stop10h 09m
United Airlines
Deal found 6/15![United Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 6/15. 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 6/2912:40 am
PDX
- ACK
2 stops10h 33m
American Airlines
Sat 7/41:05 pm
ACK
- PDX
1 stop10h 55m
American Airlines
Deal found 6/15![American Airlines logo]()
$430
This Southwest deal was found by Cheapflights users on 6/15. 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 8/142:55 pm
BOI
- BOS
1 stop7h 35m
Southwest
Mon 8/1711:15 am
BOS
- BOI
1 stop11h 25m
Southwest
Deal found 6/15![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 6/14. 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 9/111:02 pm
PDX
- ALB
1 stop8h 22m
United Airlines
Tue 9/84:53 pm
ALB
- PDX
1 stop8h 59m
United Airlines
Deal found 6/14![United Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:50 pm
BOI
- BOS
1 stop11h 09m
Delta
Wed 10/286:00 pm
BOS
- BOI
1 stop7h 55m
Delta
Deal found 6/18![Delta logo]()
$336
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Thu 7/238:11 am
BOI
- BDL
2 stops12h 49m
American Airlines
Tue 8/187:00 am
BDL
- BOI
1 stop9h 20m
American Airlines
Deal found 6/14![American Airlines logo]()
$455
This Alaska Airlines deal was found by Cheapflights users on 6/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:38 pm
RDM
- BOS
2 stops13h 50m
Alaska Airlines
Sat 10/317:00 am
BOS
- RDM
1 stop8h 38m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 10/318:45 am
PDX
- BOS
2 stops13h 17m
United Airlines
Tue 11/31:30 pm
BOS
- PDX
2 stops12h 08m
United Airlines
Deal found 6/14![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 6/16. 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 9/911:30 pm
PDX
- BDL
2 stops10h 30m
Southwest
Wed 9/163:05 pm
BDL
- PDX
2 stops10h 10m
Southwest
Deal found 6/16![Southwest logo]()
$366
This JetBlue deal was found by Cheapflights users on 6/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:27 pm
PDX
- ACK
1 stop7h 55m
JetBlue
Tue 9/17:00 am
ACK
- PDX
1 stop9h 04m
JetBlue
Deal found 6/15![JetBlue logo]()
$507
This Delta deal was found by Cheapflights users on 6/14. 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 9/258:44 pm
PDX
- BOS
1 stop7h 56m
Delta
Tue 9/298:15 am
BOS
- PDX
1 stop7h 32m
Delta
Deal found 6/14![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 8/68:01 am
BOI
- BDL
2 stops12h 53m
American Airlines
Tue 8/117:00 am
BDL
- BOI
1 stop9h 20m
American Airlines
Deal found 6/18![American Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 6/16. 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.
Mon 9/711:30 pm
PDX
- BOS
2 stops11h 05m
Southwest
Thu 9/101:10 pm
BOS
- PDX
2 stops11h 00m
Southwest
Deal found 6/16![Southwest logo]()
$368
Last-minute flights from Oregon to MassachusettsDiscover last-minute flight deals from Oregon to Massachusetts. Data last updated June 19, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Massachusetts. Data last updated June 19, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 6/235:30 am
BOI
- BOS
1 stop9h 15m
Delta
Mon 9/285:55 am
BOS
- BOI
1 stop9h 43m
Delta
Deal found 6/14![Delta logo]()
$285
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/45:07 am
PDX
- BOS
1 stop9h 06m
American Airlines
Fri 7/104:46 pm
BOS
- PDX
1 stop10h 09m
American Airlines
Deal found 6/15![American Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/45:07 am
PDX
- BOS
1 stop9h 06m
American Airlines
Tue 7/76:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/15![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/810:30 pm
PDX
- BOS
1 stop8h 25m
American Airlines
Mon 7/136:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/16![American Airlines logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Tue 7/219:55 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 6/17![JetBlue logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Sun 7/127:36 pm
BOS
- PDX
Nonstop6h 12m
JetBlue
Deal found 6/17![JetBlue logo]()
$317
This JetBlue deal was found by Cheapflights users on 6/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Tue 7/149:55 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 6/17![JetBlue logo]()
$307
This JetBlue deal was found by Cheapflights users on 6/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Sat 7/189:55 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 6/17![JetBlue logo]()
$308
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Wed 7/152:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Thu 7/169:55 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 6/18![JetBlue logo]()
$319
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Thu 7/1610:30 pm
PDX
- BOS
1 stop7h 13m
American Airlines
Tue 7/283:03 pm
BOS
- PDX
1 stop11h 27m
American Airlines
Deal found 6/15![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/1810:30 pm
PDX
- BOS
1 stop7h 13m
American Airlines
Tue 8/45:05 pm
BOS
- PDX
1 stop9h 25m
American Airlines
Deal found 6/15![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 7/2310:30 pm
PDX
- BOS
1 stop7h 13m
American Airlines
Sun 7/266:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/18![American Airlines logo]()
$318
One-way flights from Oregon to MassachusettsSearch for one-way flight options from Oregon to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 19, 2026.
Search for one-way flight options from Oregon to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 19, 2026.
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 9/228:00 am
PDX
- BOS
1 stop10h 27m
American Airlines
Deal found 6/15![American Airlines logo]()
$139
This Delta deal was found by Cheapflights users on 6/16. 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 9/22:53 pm
BOI
- BOS
1 stop7h 05m
Delta
Deal found 6/16![Delta logo]()
$143
This Southwest deal was found by Cheapflights users on 6/16. 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 9/28:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Deal found 6/16![Southwest logo]()
$144
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Sat 7/2511:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 6/18![JetBlue logo]()
$146
This Delta deal was found by Cheapflights users on 6/17. 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 7/812:32 pm
EUG
- BOS
1 stop8h 42m
Delta
Deal found 6/17![Delta logo]()
$147
This Delta deal was found by Cheapflights users on 6/17. 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.
Sun 7/57:53 pm
BOI
- BOS
1 stop9h 42m
Delta
Deal found 6/17![Delta logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Fri 7/3111:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 6/18![JetBlue logo]()
$149
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 7/45:25 am
EUG
- BOS
2 stops11h 55m
Southwest
Deal found 6/16![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 6/18. 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 8/158:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Deal found 6/18![Southwest logo]()
$152
This JetBlue deal was found by Cheapflights users on 6/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1311:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 6/17![JetBlue logo]()
$154
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 6/16![JetBlue logo]()
$159
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Fri 7/1011:40 pm
PDX
- BOS
1 stop8h 22m
United Airlines
Deal found 6/14![United Airlines logo]()
$162
Find flight deals from Oregon to Massachusetts
Keep the following information in mind while searching for Oregon to Massachusetts flight deals. Data was last updated June 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (JetBlue) |
One-way from | $139 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $413 |
Good round-trip deal | $392 or less |
Good one-way deal | $171 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Oregon 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 June 19, 2026.
Use the filters below to find and compare flights from Oregon to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandNantucket
PDX - ACK
PDXACK
Portland
Mon 8/24
11:27 pm-10:22 am
1 stop7h 55m
Nantucket Memorial
Thu 8/27
3:43 pm-10:32 pm
1 stop9h 49m
$280
BoiseBoston
BOI - BOS
BOIBOS
Boise Air Term. Gowen Fld
Wed 9/9
6:46 pm-6:30 am
1 stop9h 44m
Boston Logan Intl
Mon 9/14
7:05 am-1:38 pm
1 stop8h 33m
$285
BoiseBoston
BOI - BOS
BOIBOS
Boise Air Term. Gowen Fld
Tue 9/29
12:14 pm-12:22 am
1 stop10h 08m
Boston Logan Intl
Tue 10/20
5:40 am-12:42 pm
1 stop9h 02m
$285
EugeneBoston
EUG - BOS
EUGBOS
Eugene
Thu 9/24
2:15 pm-12:59 am
1 stop7h 44m
Boston Logan Intl
Sat 9/26
9:20 am-5:46 pm
1 stop11h 26m
$293
EugeneBoston
EUG - BOS
EUGBOS
Eugene
Thu 10/29
5:30 pm-6:33 am
1 stop10h 03m
Boston Logan Intl
Wed 11/4
6:30 pm-11:47 pm
1 stop8h 17m
$293
EugeneBoston
EUG - BOS
EUGBOS
Eugene
Fri 9/25
12:31 pm-12:22 am
1 stop8h 51m
Boston Logan Intl
Sat 9/26
6:05 am-11:51 am
1 stop8h 46m
$293
EugeneBoston
EUG - BOS
EUGBOS
Eugene
Tue 8/11
2:19 pm-1:14 am
1 stop7h 55m
Boston Logan Intl
Tue 8/25
5:45 am-3:34 pm
2 stops12h 49m
$308
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 8/11
8:00 am-12:25 am
1 stop13h 25m
Boston Logan Intl
Wed 8/19
2:10 pm-10:15 pm
2 stops11h 05m
$313
EugeneBoston
EUG - BOS
EUGBOS
Eugene
Thu 9/24
12:31 pm-12:22 am
1 stop8h 51m
Boston Logan Intl
Sun 9/27
6:05 am-11:51 am
1 stop8h 46m
$314
BoiseBoston
BOI - BOS
BOIBOS
Boise Air Term. Gowen Fld
Mon 8/10
2:55 pm-12:30 am
1 stop7h 35m
Boston Logan Intl
Tue 8/18
9:05 am-7:45 pm
1 stop12h 40m
$320
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oregon to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Oregon with our price prediction graph.
PDX-ACK
BOI-BOS
EUG-BOS
PDX-BOS
MFR-BOS
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 Oregon to Massachusetts
USOR-USMA
PDX-ACK
BOI-BOS
EUG-BOS
PDX-BOS
What is the cheapest month to book a flight from Oregon to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $60). Flying from Oregon 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 OR to MA?
Find hourly flight availability from Oregon 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 June 19, 2026.
It’s typically best to fly out from Oregon to Massachusetts at noon. Doing so could potentially save you 25% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Oregon to Massachusetts
Explore weekly flight availability from Oregon 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 June 19, 2026.
The most flights from USOR to USMA are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Oregon to Massachusetts?
How far ahead should I book a flight from Oregon to Massachusetts?
To ensure you get the cheapest price possible for a flight from Oregon to Massachusetts, you should look to book at least 90 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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 June 19, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Oregon to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.0
Comfort
7.8
Food
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Related info for your journey
Find useful and relevant information for your journey from Oregon 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 Oregon to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oregon to Massachusetts by cabin class
Find flights from Oregon to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oregon and Massachusetts flights
Browse other Oregon and Massachusetts flight options. Last updated on June 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Oregon after your stay in Massachusetts
Oregon to Massachusetts flights
Consider these flights traveling from Oregon to Massachusetts.
Top 7 airlines flying from Oregon to Massachusetts
Discover the top 7 airlines that operate flights from Oregon 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 June 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$404 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$115 | Average$430 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$363 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$475 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$437 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$277 | Average$521 | FlexibilityNo cancel fee | On-time75% |