$125+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Apr 19 — Apr 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 March 20, 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 March 20, 2026.
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 4/2911:47 pm
PDX
- BOS
1 stop8h 45m
American Airlines
Wed 5/63:18 pm
BOS
- PDX
1 stop9h 20m
American Airlines
Deal found 3/15![American Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Mon 4/611:30 pm
PDX
- BOS
1 stop9h 02m
American Airlines
Tue 4/144:21 pm
BOS
- PDX
1 stop9h 28m
American Airlines
Deal found 3/16![American Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 3/18. 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.
Tue 8/187:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Thu 9/106:00 am
BOS
- PDX
1 stop8h 43m
Delta
Deal found 3/18![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 3/18. 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.
Mon 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Wed 4/297:37 am
BOS
- PDX
1 stop8h 15m
Delta
Deal found 3/18![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 3/15. 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 4/2911:55 pm
PDX
- BOS
1 stop8h 00m
Southwest
Wed 5/62:25 pm
BOS
- PDX
2 stops11h 35m
Southwest
Deal found 3/15![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 3/17. 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.
Sat 5/97:40 pm
PDX
- BOS
2 stops9h 50m
Southwest
Tue 5/122:25 pm
BOS
- PDX
2 stops11h 35m
Southwest
Deal found 3/17![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 3/16. 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 4/611:55 pm
PDX
- BOS
1 stop13h 10m
Southwest
Tue 4/1410:45 am
BOS
- PDX
2 stops13h 00m
Southwest
Deal found 3/16![Southwest logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Sat 6/139:55 am
BOS
- PDX
Nonstop6h 09m
JetBlue
Deal found 3/15![JetBlue logo]()
$257
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 4/910:56 pm
PDX
- BOS
1 stop7h 29m
United Airlines
Thu 4/306:00 am
BOS
- PDX
1 stop9h 35m
United Airlines
Deal found 3/18![United Airlines logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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.
Thu 6/42:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Tue 6/910:05 am
BOS
- PDX
Nonstop6h 02m
JetBlue
Deal found 3/17![JetBlue logo]()
$262
This Southwest deal was found by Cheapflights users on 3/16. 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 6/99:20 pm
PDX
- BOS
1 stop7h 40m
Southwest
Tue 6/165:30 pm
BOS
- PDX
1 stop9h 00m
Southwest
Deal found 3/16![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 3/17. 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.
Thu 4/911:55 pm
PDX
- BOS
1 stop8h 00m
Southwest
Wed 4/152:25 pm
BOS
- PDX
1 stop11h 45m
Southwest
Deal found 3/17![Southwest logo]()
$264
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 March 20, 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 March 20, 2026.
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:39 pm
PDX
- BOS
1 stop9h 07m
Delta
Tue 5/126:00 am
BOS
- PDX
1 stop8h 46m
Delta
Deal found 3/19![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 3/16. 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 5/27:40 pm
PDX
- BOS
2 stops9h 50m
Southwest
Sun 5/106:50 pm
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 3/16![Southwest logo]()
$303
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Thu 5/212:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Wed 5/2710:05 am
BOS
- PDX
Nonstop6h 02m
JetBlue
Deal found 3/15![JetBlue logo]()
$314
This Alaska Airlines deal was found by Cheapflights users on 3/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
RDM
- BOS
1 stop8h 42m
Alaska Airlines
Wed 5/66:42 pm
BOS
- RDM
1 stop8h 16m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Tue 4/2112:57 pm
RDM
- BOS
1 stop8h 02m
United Airlines
Tue 4/2811:00 am
BOS
- RDM
2 stops13h 16m
United Airlines
Deal found 3/15![United Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:11 pm
BOI
- ALB
1 stop7h 00m
American Airlines
Wed 6/36:00 am
ALB
- BOI
1 stop10h 20m
American Airlines
Deal found 3/19![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 3/17. 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 6/97:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Tue 6/166:00 am
BOS
- PDX
1 stop8h 43m
Delta
Deal found 3/17![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 3/18. 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.
Sun 5/105:51 pm
PDX
- BOS
1 stop10h 44m
Delta
Tue 5/126:00 am
BOS
- PDX
1 stop8h 46m
Delta
Deal found 3/18![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:40 pm
PDX
- BOS
1 stop7h 55m
Delta
Mon 9/216:00 am
BOS
- PDX
1 stop8h 43m
Delta
Deal found 3/19![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:35 am
PDX
- BOS
2 stops10h 45m
Southwest
Tue 5/1210:45 am
BOS
- PDX
2 stops13h 00m
Southwest
Deal found 3/19![Southwest logo]()
$339
This Alaska Airlines deal was found by Cheapflights users on 3/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:36 pm
MFR
- BOS
1 stop10h 36m
Alaska Airlines
Sat 5/97:00 am
BOS
- MFR
1 stop8h 52m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 7/306:50 pm
PDX
- BOS
2 stops10h 27m
United Airlines
Sat 8/2212:34 pm
BOS
- PDX
2 stops13h 35m
United Airlines
Deal found 3/17![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 3/16. 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.
Sun 5/3111:03 pm
PDX
- BOS
1 stop9h 07m
Delta
Mon 6/86:00 am
BOS
- PDX
1 stop8h 43m
Delta
Deal found 3/16![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 3/17. 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.
Sat 5/25:15 pm
EUG
- BOS
2 stops12h 15m
Southwest
Sat 5/94:30 pm
BOS
- EUG
1 stop8h 10m
Southwest
Deal found 3/17![Southwest logo]()
$362
This Alaska Airlines deal was found by Cheapflights users on 3/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:59 am
PDX
- BOS
1 stop9h 00m
Alaska Airlines
Wed 5/67:00 am
BOS
- PDX
1 stop8h 52m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 5/2711:40 pm
PDX
- BDL
1 stop7h 16m
United Airlines
Tue 6/26:09 am
BDL
- PDX
1 stop8h 29m
United Airlines
Deal found 3/17![United Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 3/18. 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 4/132:50 pm
EUG
- BOS
1 stop7h 00m
Southwest
Tue 4/145:35 am
BOS
- EUG
1 stop8h 10m
Southwest
Deal found 3/18![Southwest logo]()
$363
This Alaska Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:38 pm
EUG
- BOS
1 stop7h 34m
Alaska Airlines
Tue 5/126:42 pm
BOS
- EUG
1 stop8h 17m
Alaska Airlines
Deal found 3/19![Alaska Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 6/911:19 am
BOI
- BDL
1 stop10h 07m
American Airlines
Tue 6/307:35 am
BDL
- BOI
2 stops11h 52m
American Airlines
Deal found 3/17![American Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 3/17. 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.
Thu 5/711:20 am
PDX
- BOS
1 stop10h 20m
Delta
Tue 5/195:51 am
BOS
- PDX
1 stop9h 39m
Delta
Deal found 3/17![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 3/16. 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 5/611:55 pm
PDX
- BDL
1 stop7h 45m
Southwest
Tue 5/126:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Deal found 3/16![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 3/15. 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 4/225:30 am
RDM
- BOS
1 stop8h 43m
United Airlines
Tue 4/2811:00 am
BOS
- RDM
2 stops13h 16m
United Airlines
Deal found 3/15![United Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 6/243:11 pm
BOI
- ALB
1 stop7h 00m
American Airlines
Sun 6/286:00 am
ALB
- BOI
1 stop10h 20m
American Airlines
Deal found 3/15![American Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 4/159:26 am
BOI
- BOS
2 stops12h 33m
United Airlines
Sat 4/255:45 am
BOS
- BOI
2 stops13h 03m
United Airlines
Deal found 3/18![United Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 3/17. 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 5/277:25 pm
PDX
- BDL
2 stops9h 45m
Southwest
Tue 6/24:05 pm
BDL
- PDX
2 stops10h 05m
Southwest
Deal found 3/17![Southwest logo]()
$385
This Alaska Airlines deal was found by Cheapflights users on 3/16. 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.
Tue 4/146:00 am
EUG
- BOS
1 stop8h 10m
Alaska Airlines
Wed 4/154:27 pm
BOS
- EUG
1 stop9h 20m
Alaska Airlines
Deal found 3/16![Alaska Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:40 pm
PDX
- BOS
1 stop7h 55m
Delta
Sun 6/146:00 am
BOS
- PDX
1 stop8h 43m
Delta
Deal found 3/19![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:25 pm
PDX
- BDL
2 stops9h 45m
Southwest
Tue 5/512:25 pm
BDL
- PDX
2 stops11h 20m
Southwest
Deal found 3/19![Southwest logo]()
$385
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 5/26:00 am
EUG
- BOS
1 stop10h 07m
United Airlines
Sat 5/910:00 am
BOS
- EUG
2 stops14h 05m
United Airlines
Deal found 3/17![United Airlines logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 3/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/311:45 pm
EUG
- BOS
1 stop14h 56m
Alaska Airlines
Sat 6/68:05 am
BOS
- EUG
1 stop16h 34m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$463
Last-minute flights from Oregon to MassachusettsDiscover last-minute flight deals from Oregon to Massachusetts. Data last updated March 20, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Massachusetts. Data last updated March 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:02 pm
PDX
- BOS
1 stop10h 08m
Delta
Tue 4/146:15 am
BOS
- PDX
1 stop9h 02m
Delta
Deal found 3/19![Delta logo]()
$263
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Mon 4/611:30 pm
PDX
- BOS
1 stop9h 02m
American Airlines
Tue 4/144:21 pm
BOS
- PDX
1 stop9h 28m
American Airlines
Deal found 3/16![American Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 3/16. 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 4/611:55 pm
PDX
- BOS
1 stop13h 10m
Southwest
Tue 4/1410:45 am
BOS
- PDX
2 stops13h 00m
Southwest
Deal found 3/16![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/611:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Tue 4/146:15 am
BOS
- PDX
1 stop9h 02m
Delta
Deal found 3/19![Delta logo]()
$278
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:59 pm
PDX
- BOS
1 stop9h 47m
United Airlines
Mon 4/136:48 pm
BOS
- PDX
1 stop8h 11m
United Airlines
Deal found 3/19![United Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 4/910:56 pm
PDX
- BOS
1 stop9h 05m
United Airlines
Mon 4/136:48 pm
BOS
- PDX
1 stop8h 11m
United Airlines
Deal found 3/18![United Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 3/17. 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.
Thu 4/911:55 pm
PDX
- BOS
1 stop8h 00m
Southwest
Wed 4/152:25 pm
BOS
- PDX
1 stop11h 45m
Southwest
Deal found 3/17![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 3/18. 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
- BOS
2 stops11h 15m
Southwest
Tue 4/282:25 pm
BOS
- PDX
2 stops11h 35m
Southwest
Deal found 3/18![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 3/18. 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.
Mon 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Wed 4/297:37 am
BOS
- PDX
1 stop8h 15m
Delta
Deal found 3/18![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 3/18. 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 4/2811:55 pm
PDX
- BOS
1 stop8h 05m
Southwest
Mon 5/46:55 pm
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 3/18![Southwest logo]()
$239
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 4/2911:47 pm
PDX
- BOS
1 stop8h 45m
American Airlines
Wed 5/63:18 pm
BOS
- PDX
1 stop9h 20m
American Airlines
Deal found 3/15![American Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 3/15. 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 4/2911:55 pm
PDX
- BOS
1 stop8h 00m
Southwest
Wed 5/62:25 pm
BOS
- PDX
2 stops11h 35m
Southwest
Deal found 3/15![Southwest logo]()
$244
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 March 20, 2026.
Search for one-way flight options from Oregon to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 20, 2026.
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:55 pm
PDX
- BOS
1 stop11h 50m
Southwest
Deal found 3/19![Southwest logo]()
$125
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 4/1610:56 pm
PDX
- BOS
1 stop7h 29m
United Airlines
Deal found 3/18![United Airlines logo]()
$130
This JetBlue deal was found by Cheapflights users on 3/16. 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 5/222:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Deal found 3/16![JetBlue logo]()
$134
This Southwest deal was found by Cheapflights users on 3/17. 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 4/77:25 pm
PDX
- BOS
2 stops9h 50m
Southwest
Deal found 3/17![Southwest logo]()
$135
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 5/207:45 pm
PDX
- BOS
1 stop9h 38m
United Airlines
Deal found 3/17![United Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/711:59 pm
PDX
- BOS
1 stop8h 02m
United Airlines
Deal found 3/18![United Airlines logo]()
$144
This Delta deal was found by Cheapflights users on 3/16. 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 4/812:30 am
PDX
- BOS
1 stop7h 25m
Delta
Deal found 3/16![Delta logo]()
$145
This Expedia deal was found by Cheapflights users on 3/15. 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.
Sat 5/95:36 pm
MFR
- BOS
1 stop10h 36m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$149
This Delta deal was found by Cheapflights users on 3/16. 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 4/1611:20 am
PDX
- BOS
1 stop9h 39m
Delta
Deal found 3/16![Delta logo]()
$154
This American Airlines deal was found by Cheapflights users on 3/15. 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 5/95:20 am
MFR
- BOS
2 stops12h 41m
American Airlines
Deal found 3/15![American Airlines logo]()
$154
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sun 6/1410:40 pm
PDX
- BOS
1 stop7h 59m
United Airlines
Deal found 3/18![United Airlines logo]()
$155
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:26 am
BOI
- BOS
1 stop10h 02m
United Airlines
Deal found 3/19![United Airlines logo]()
$157
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 March 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (American Airlines) |
One-way from | $125 (Southwest) |
Popular in | December |
Cheapest in | May |
Average price | $404 |
Good round-trip deal | $330 or less |
Good one-way deal | $213 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 March 20, 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
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 5/8
9:39 pm-9:46 am
1 stop9h 07m
Boston Logan Intl
Tue 5/12
6:00 am-11:46 am
1 stop8h 46m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 6/9
7:14 pm-6:09 am
1 stop7h 55m
Boston Logan Intl
Tue 6/16
6:00 am-11:43 am
1 stop8h 43m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 5/10
5:51 pm-7:35 am
1 stop10h 44m
Boston Logan Intl
Tue 5/12
6:00 am-11:46 am
1 stop8h 46m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 9/14
7:40 pm-6:35 am
1 stop7h 55m
Boston Logan Intl
Mon 9/21
6:00 am-11:43 am
1 stop8h 43m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 5/31
11:03 pm-11:10 am
1 stop9h 07m
Boston Logan Intl
Mon 6/8
6:00 am-11:43 am
1 stop8h 43m
$298
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 5/2
7:40 pm-8:30 am
2 stops9h 50m
Boston Logan Intl
Sun 5/10
6:50 pm-12:05 am
1 stop8h 15m
$303
Quickest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 5/21
2:30 pm-10:56 pm
Nonstop5h 26m
Boston Logan Intl
Wed 5/27
10:05 am-1:07 pm
Nonstop6h 02m
$314
RedmondBoston
RDM - BOS
RDMBOS
Bend/Redmond
Tue 5/5
6:00 am-5:42 pm
1 stop8h 42m
Boston Logan Intl
Wed 5/6
6:42 pm-11:58 pm
1 stop8h 16m
$328
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 5/7
11:20 am-12:40 am
1 stop10h 20m
Boston Logan Intl
Tue 5/19
5:51 am-12:30 pm
1 stop9h 39m
$332
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 5/8
8:35 am-10:20 pm
2 stops10h 45m
Boston Logan Intl
Tue 5/12
10:45 am-8:45 pm
2 stops13h 00m
$339
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-BOS
MFR-BOS
BOI-BOS
RDM-BOS
BOI-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 Oregon to Massachusetts
USOR-USMA
PDX-BOS
MFR-BOS
BOI-BOS
RDM-BOS
What is the cheapest month to book a flight from Oregon to Massachusetts?
Currently, June is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $108). Flying from Oregon 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 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 March 20, 2026.
It’s typically best to fly out from Oregon to Massachusetts at noon. Doing so could potentially save you 46% 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 March 20, 2026.
The most flights from USOR to USMA are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
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 March 20, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andHawaiian 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.
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
7.8
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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 March 20, 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 March 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$413 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$410 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$293 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$511 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$433 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$504 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$506 | FlexibilityNo cancel fee | On-time75% |