$172+ Cheap flights from Oregon to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Dec 4 — Dec 111
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 November 4, 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 November 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:48 am -
1 stop28h 20m
Wed 12/99:00 am -
1 stop9h 00m
Deal found 11/2![Alaska Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:10 am -
1 stop9h 05m
Sat 12/129:15 am -
2 stops13h 59m
Deal found 11/1![United Airlines logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:56 am -
2 stops15h 44m
Wed 12/96:13 pm -
1 stop25h 37m
Deal found 11/1![Alaska Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:40 pm -
1 stop7h 17m
Mon 12/710:40 am -
1 stop9h 23m
Deal found 11/2![Delta logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:59 pm -
1 stop18h 10m
Tue 12/86:13 pm -
1 stop25h 37m
Deal found 11/1![Alaska Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:59 pm -
1 stop7h 51m
Mon 12/711:35 am -
2 stops13h 09m
Deal found 11/2![United Airlines logo]()
$358
This Expedia deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:33 pm -
2 stops16h 35m
Thu 12/106:13 pm -
1 stop22h 25m
Deal found 11/3![Alaska Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/141:40 pm -
1 stop7h 17m
Tue 11/1711:00 am -
1 stop8h 01m
Deal found 10/30![Delta logo]()
$363
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:00 am -
1 stop17h 28m
Wed 1/64:55 pm -
1 stop30h 39m
Deal found 11/3![Alaska Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:27 pm -
1 stop7h 19m
Tue 11/1711:55 am -
2 stops12h 34m
Deal found 11/2![United Airlines logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/510:30 am -
1 stop27h 38m
Sat 12/126:13 pm -
1 stop18h 37m
Deal found 10/30![Alaska Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/1212:35 pm -
1 stop8h 19m
Sun 11/1510:40 am -
1 stop9h 23m
Deal found 11/4![Delta logo]()
$373
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 November 4, 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 November 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:48 am -
1 stop28h 20m
Wed 12/99:00 am -
1 stop9h 00m
Deal found 11/2![Alaska Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/287:45 am -
2 stops10h 55m
Sun 1/3112:50 pm -
2 stops12h 45m
Deal found 11/1![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/141:40 pm -
1 stop7h 17m
Tue 11/1711:00 am -
1 stop8h 01m
Deal found 10/30![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/145:00 am -
1 stop7h 30m
Tue 11/179:00 am -
1 stop12h 12m
Deal found 10/30![United Airlines logo]()
$363
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/149:00 am -
1 stop29h 09m
Tue 1/54:55 pm -
1 stop23h 10m
Deal found 11/3![Alaska Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:00 am -
2 stops9h 24m
Sat 11/216:00 am -
1 stop8h 57m
Deal found 11/1![United Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:00 am -
1 stop7h 20m
Tue 1/53:30 pm -
2 stops10h 55m
Deal found 11/3![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2412:30 am -
1 stop7h 32m
Sun 5/26:00 pm -
1 stop8h 43m
Deal found 11/1![Delta logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:29 am -
Nonstop5h 24m
Thu 12/106:13 pm -
1 stop27h 45m
Deal found 11/1![Alaska Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/137:10 am -
1 stop7h 59m
Sun 1/179:15 am -
1 stop11h 56m
Deal found 11/2![United Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2312:26 pm -
1 stop8h 46m
Thu 12/316:05 am -
1 stop10h 17m
Deal found 10/31![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:45 am -
2 stops13h 00m
Sat 12/1211:35 am -
2 stops12h 50m
Deal found 11/1![Southwest logo]()
$438
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:05 am -
1 stop19h 23m
Mon 1/46:00 am -
Nonstop6h 40m
Deal found 11/3![Alaska Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:30 pm -
1 stop7h 27m
Thu 11/262:59 pm -
1 stop8h 00m
Deal found 11/3![Delta logo]()
$467
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/136:00 am -
1 stop10h 00m
Wed 3/177:30 am -
2 stops11h 45m
Deal found 11/2![Southwest logo]()
$472
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:00 am -
1 stop7h 31m
Wed 12/911:35 am -
2 stops13h 09m
Deal found 11/2![United Airlines logo]()
$478
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/239:22 pm -
1 stop16h 22m
Mon 1/47:40 am -
1 stop16h 10m
Deal found 11/3![Alaska Airlines logo]()
$438
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/316:00 am -
2 stops10h 05m
Thu 1/71:15 pm -
2 stops12h 00m
Deal found 10/30![Southwest logo]()
$472
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/257:00 am -
Nonstop5h 27m
Mon 3/15:45 pm -
1 stop22h 45m
Deal found 11/3![Alaska Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:00 am -
2 stops9h 55m
Sat 12/511:35 am -
2 stops12h 51m
Deal found 11/1![United Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/235:15 am -
1 stop8h 11m
Tue 12/110:40 am -
1 stop11h 20m
Deal found 10/30![Delta logo]()
$527
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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.
Mon 12/2111:48 am -
1 stop14h 40m
Fri 1/16:00 am -
1 stop12h 21m
Deal found 10/30![Alaska Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/135:00 am -
2 stops10h 09m
Mon 1/189:15 am -
1 stop12h 08m
Deal found 11/1![United Airlines logo]()
$526
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/265:15 am -
1 stop7h 38m
Sat 1/306:28 pm -
1 stop8h 25m
Deal found 10/30![Alaska Airlines logo]()
$475
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/145:00 am -
2 stops10h 09m
Tue 1/196:00 am -
2 stops10h 02m
Deal found 10/30![United Airlines logo]()
$531
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:38 pm -
1 stop11h 02m
Tue 12/86:13 pm -
2 stops20h 30m
Deal found 11/3![Alaska Airlines logo]()
$505
This Alaska Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:31 pm -
2 stops20h 37m
Sat 12/59:00 am -
1 stop10h 51m
Deal found 10/31![Alaska Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 4/152:03 pm -
1 stop8h 02m
Tue 4/209:50 am -
2 stops16h 19m
Deal found 10/30![United Airlines logo]()
$643
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:31 pm -
1 stop31h 57m
Fri 12/256:00 am -
1 stop8h 30m
Deal found 11/1![Alaska Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/166:34 pm -
1 stop10h 49m
Tue 4/206:00 am -
2 stops14h 50m
Deal found 10/31![United Airlines logo]()
$643
Last-minute flights from Oregon to MassachusettsDiscover last-minute flight deals from Oregon to Massachusetts. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Massachusetts. Data last updated November 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:40 pm -
1 stop7h 17m
Mon 12/710:40 am -
1 stop9h 23m
Deal found 11/2![Delta logo]()
$353
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:59 pm -
1 stop7h 51m
Mon 12/711:35 am -
2 stops13h 09m
Deal found 11/2![United Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/1212:35 pm -
1 stop8h 19m
Sun 11/1510:40 am -
1 stop9h 23m
Deal found 11/4![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/141:40 pm -
1 stop7h 17m
Tue 11/1711:00 am -
1 stop8h 01m
Deal found 10/30![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:27 pm -
1 stop7h 19m
Tue 11/1711:55 am -
2 stops12h 34m
Deal found 11/2![United Airlines logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:59 pm -
1 stop18h 10m
Tue 12/86:13 pm -
1 stop25h 37m
Deal found 11/1![Alaska Airlines logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:56 am -
2 stops15h 44m
Wed 12/96:13 pm -
1 stop25h 37m
Deal found 11/1![Alaska Airlines logo]()
$348
This Expedia deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:33 pm -
2 stops16h 35m
Thu 12/106:13 pm -
1 stop22h 25m
Deal found 11/3![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:48 am -
1 stop28h 20m
Wed 12/99:00 am -
1 stop9h 00m
Deal found 11/2![Alaska Airlines logo]()
$343
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/510:30 am -
1 stop27h 38m
Sat 12/126:13 pm -
1 stop18h 37m
Deal found 10/30![Alaska Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:10 am -
1 stop9h 05m
Sat 12/129:15 am -
2 stops13h 59m
Deal found 11/1![United Airlines logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:00 am -
1 stop17h 28m
Wed 1/64:55 pm -
1 stop30h 39m
Deal found 11/3![Alaska Airlines logo]()
$363
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 November 4, 2026.
Search for one-way flight options from Oregon to Massachusetts. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:10 am -
1 stop11h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$172
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:17 am -
1 stop30h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$177
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:30 pm -
1 stop10h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![United Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:40 pm -
2 stops11h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$187
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:17 am -
1 stop30h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$202
This Travelocity deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/212:52 pm -
1 stop11h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Alaska Airlines logo]()
$202
This Travelocity deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:15 am -
2 stops19h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Alaska Airlines logo]()
$206
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/202:52 pm -
1 stop11h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Alaska Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/2610:00 pm -
1 stop8h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/157:45 am -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Southwest logo]()
$209
This Alaska Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:03 am -
1 stop19h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$212
This Alaska Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/62:51 pm -
1 stop23h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Alaska Airlines logo]()
$212
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 November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $343 (Alaska Airlines) |
One-way from | $172 (United Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $522 |
Good round-trip deal | $537 or less |
Good one-way deal | $243 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 7,457,451 searches. Data last updated November 4, 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
Quickest round-trip
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Thu 12/24
1:35 pm-11:45 pm
1 stop7h 10m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$172
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Thu 12/10
7:10 am-9:24 pm
1 stop11h 14m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$172
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Thu 12/24
7:17 am-4:44 pm
1 stop30h 27m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$177
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Wed 11/11
1:32 pm-11:58 pm
1 stop7h 26m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$182
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Fri 11/13
5:00 am-7:14 pm
2 stops11h 14m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$187
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Thu 11/12
5:40 pm-8:05 am
2 stops11h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$187
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Wed 11/11
5:00 am-9:30 pm
2 stops13h 30m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$187
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Tue 11/10
7:00 am-11:59 pm
2 stops13h 59m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$187
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Wed 12/23
7:17 am-4:44 pm
1 stop30h 27m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$202
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Mon 2/15
11:30 pm-10:49 am
1 stop8h 19m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$209
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.
EUG-BOS
PDX-BOS
MFR-BOS
RDM-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
EUG-BOS
PDX-BOS
MFR-BOS
RDM-BOS
What is the cheapest month to book a flight from Oregon to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $364). Flying from Oregon to Massachusetts in December is currently the most expensive (average of $565). 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 November 4, 2026.
It’s typically best to fly out from Oregon to Massachusetts at noon. Doing so could potentially save you 33% on the flight price compared to flying in the morning, which is usually more expensive.
How much does it cost to fly round-trip from Oregon to Massachusetts?
Airfare is below average for this route at the moment.
Oregon to Massachusetts flights typically cost between $403 and $656 in December.The cheapest round-trip price found within the last 5 days was $348 on Alaska Airlines (Dec 3-Dec 9).
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 November 4, 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.
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
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
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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 November 4, 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 6 airlines flying from Oregon to Massachusetts
Discover the top 6 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 7,457,451 searches. Data last updated November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$460 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$366 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$224 | Average$542 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$227 | Average$365 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$446 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$478 | FlexibilityNo cancel fee | On-time69% |