$113+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Oct 17 — Oct 241
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 September 17, 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 September 17, 2026.
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:00 pm -
1 stop11h 46m
Sat 11/147:03 am -
1 stop10h 20m
Deal found 9/16![Alaska Airlines logo]()
$225
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/247:20 am -
1 stop20h 01m
Sat 10/316:37 pm -
1 stop17h 30m
Deal found 9/15![Alaska Airlines logo]()
$225
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:25 am -
1 stop9h 55m
Tue 11/35:10 am -
2 stops12h 00m
Deal found 9/14![Southwest logo]()
$231
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/318:28 am -
1 stop6h 56m
Sat 11/78:05 am -
1 stop10h 39m
Deal found 9/15![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:08 pm -
1 stop9h 50m
Wed 10/217:55 am -
1 stop9h 25m
Deal found 9/15![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/2112:26 pm -
1 stop8h 58m
Sat 10/246:00 am -
1 stop7h 28m
Deal found 9/15![United Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/268:22 pm -
1 stop9h 04m
Sat 10/317:03 am -
1 stop10h 20m
Deal found 9/15![Alaska Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/2411:25 am -
1 stop9h 55m
Sat 10/3110:35 am -
2 stops9h 50m
Deal found 9/15![Southwest logo]()
$241
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 11/26:21 pm -
1 stop9h 19m
Wed 11/45:44 pm -
1 stop17h 23m
Deal found 9/16![Alaska Airlines logo]()
$245
This Southwest deal was found by Cheapflights users on 9/14. 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.
Mon 10/264:05 pm -
1 stop7h 10m
Tue 11/35:10 am -
2 stops12h 00m
Deal found 9/14![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:35 am -
2 stops9h 35m
Wed 11/41:20 pm -
2 stops11h 15m
Deal found 9/13![Southwest logo]()
$251
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/164:02 pm -
1 stop11h 10m
Sat 10/247:51 am -
1 stop9h 41m
Deal found 9/16![Alaska Airlines logo]()
$254
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 September 17, 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 September 17, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/164:02 pm -
1 stop11h 10m
Sat 10/247:51 am -
1 stop9h 41m
Deal found 9/16![Alaska Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 9/15. 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 11/54:41 pm -
1 stop10h 44m
Mon 11/93:45 pm -
1 stop11h 09m
Deal found 9/15![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 12/91:24 pm -
1 stop8h 24m
Tue 12/157:09 am -
1 stop7h 33m
Deal found 9/17![American Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 9/15. 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 12/16:00 am -
2 stops10h 45m
Sat 12/57:40 am -
1 stop8h 20m
Deal found 9/15![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/136:50 pm -
1 stop11h 26m
Wed 10/219:51 am -
2 stops13h 44m
Deal found 9/15![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:12 pm -
1 stop6h 46m
Sat 10/246:00 am -
1 stop7h 41m
Deal found 9/16![Delta logo]()
$285
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 11/106:21 pm -
1 stop9h 19m
Wed 11/119:03 am -
1 stop11h 00m
Deal found 9/15![Alaska Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 9/15. 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 11/511:00 pm -
2 stops9h 39m
Wed 11/115:00 pm -
2 stops9h 51m
Deal found 9/15![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:35 am -
2 stops10h 25m
Tue 11/175:40 am -
2 stops11h 30m
Deal found 9/15![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:15 am -
1 stop6h 49m
Tue 12/157:00 am -
1 stop7h 42m
Deal found 9/15![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3012:40 pm -
1 stop8h 08m
Wed 2/36:03 am -
1 stop8h 28m
Deal found 9/16![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 9/17. 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 11/1811:25 am -
2 stops10h 20m
Mon 11/233:30 pm -
2 stops12h 00m
Deal found 9/17![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/17. 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 10/286:50 am -
2 stops13h 37m
Sat 10/316:10 am -
2 stops13h 00m
Deal found 9/17![Delta logo]()
$301
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 2/25:19 am -
1 stop7h 34m
Sat 2/66:28 pm -
1 stop8h 30m
Deal found 9/15![Alaska Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/14. 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 2/21:00 pm -
1 stop7h 55m
Sat 2/69:30 am -
2 stops13h 33m
Deal found 9/14![United Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 9/15. 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 10/2011:35 pm -
1 stop9h 55m
Tue 11/31:20 pm -
2 stops13h 00m
Deal found 9/15![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 9/17. 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.
Sat 11/76:50 am -
2 stops13h 37m
Wed 11/115:00 pm -
2 stops9h 51m
Deal found 9/17![Delta logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/912:40 pm -
1 stop7h 56m
Wed 2/106:00 am -
1 stop8h 31m
Deal found 9/16![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:40 am -
1 stop9h 45m
Sat 11/75:25 am -
2 stops11h 55m
Deal found 9/14![Southwest logo]()
$344
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/277:03 am -
Nonstop5h 40m
Sat 10/317:03 am -
1 stop9h 21m
Deal found 9/15![Alaska Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/306:50 am -
1 stop8h 21m
Sat 11/76:10 am -
2 stops13h 00m
Deal found 9/15![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sun 2/142:30 pm -
1 stop7h 15m
Mon 2/227:15 am -
2 stops11h 10m
Deal found 9/16![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
1 stop10h 44m
Tue 10/136:00 am -
1 stop8h 50m
Deal found 9/16![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 9/15. 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 10/2911:00 pm -
2 stops10h 00m
Mon 11/25:18 pm -
2 stops9h 26m
Deal found 9/15![Delta logo]()
$313
This Expedia deal was found by Cheapflights users on 9/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:02 pm -
1 stop11h 10m
Fri 10/237:51 am -
2 stops17h 36m
Deal found 9/17![Alaska Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 11/1911:20 am -
1 stop7h 05m
Tue 12/16:05 pm -
1 stop8h 20m
Deal found 9/14![Southwest logo]()
$367
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:15 pm -
1 stop7h 39m
Tue 10/66:00 am -
2 stops14h 46m
Deal found 9/16![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 9/15. 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 11/123:00 pm -
1 stop6h 36m
Tue 11/177:00 am -
1 stop8h 39m
Deal found 9/15![Delta logo]()
$320
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 1/265:40 am -
1 stop8h 45m
Sat 1/304:56 pm -
1 stop8h 41m
Deal found 9/14![Alaska Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 9/15. 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 1/52:45 pm -
1 stop7h 03m
Wed 1/69:22 am -
2 stops14h 13m
Deal found 9/15![United Airlines logo]()
$414
Last-minute flights from Oregon to MassachusettsDiscover last-minute flight deals from Oregon to Massachusetts. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Massachusetts. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:08 pm -
1 stop9h 50m
Wed 10/217:55 am -
1 stop9h 25m
Deal found 9/15![Delta logo]()
$235
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/1410:55 pm -
1 stop9h 47m
Wed 10/211:00 pm -
1 stop9h 41m
Deal found 9/16![American Airlines logo]()
$255
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/164:02 pm -
1 stop11h 10m
Sat 10/247:51 am -
1 stop9h 41m
Deal found 9/15![Alaska Airlines logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/2112:26 pm -
1 stop8h 58m
Sat 10/246:00 am -
1 stop7h 28m
Deal found 9/15![United Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/247:20 am -
1 stop20h 01m
Sat 10/316:37 pm -
1 stop17h 30m
Deal found 9/15![Alaska Airlines logo]()
$225
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:25 am -
1 stop9h 55m
Tue 11/35:10 am -
2 stops12h 00m
Deal found 9/14![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/2411:25 am -
1 stop9h 55m
Sat 10/3110:35 am -
2 stops9h 50m
Deal found 9/15![Southwest logo]()
$241
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/245:59 am -
1 stop7h 44m
Fri 10/304:58 pm -
1 stop9h 01m
Deal found 9/14![Alaska Airlines logo]()
$254
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/268:22 pm -
1 stop9h 04m
Sat 10/317:03 am -
1 stop10h 20m
Deal found 9/15![Alaska Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 9/14. 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.
Mon 10/264:05 pm -
1 stop7h 10m
Tue 11/35:10 am -
2 stops12h 00m
Deal found 9/14![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/318:28 am -
1 stop6h 56m
Sat 11/78:05 am -
1 stop10h 39m
Deal found 9/15![United Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/312:27 pm -
1 stop7h 19m
Mon 11/26:00 am -
1 stop8h 57m
Deal found 9/14![United Airlines logo]()
$255
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 September 17, 2026.
Search for one-way flight options from Oregon to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:16 pm -
1 stop11h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Alaska Airlines logo]()
$113
This Southwest deal was found by Cheapflights users on 9/14. 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 11/36:45 am -
2 stops12h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$118
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:23 pm -
1 stop7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Alaska Airlines logo]()
$118
This Southwest deal was found by Cheapflights users on 9/15. 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 10/275:50 am -
2 stops12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$124
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:00 am -
2 stops8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$124
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:40 am -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$128
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:49 pm -
1 stop10h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$128
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/248:40 am -
2 stops12h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/275:00 am -
2 stops13h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/284:30 pm -
2 stops12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$134
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:30 pm -
1 stop8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$134
This United Airlines deal was found by Cheapflights users on 9/17. 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 11/79:00 am -
2 stops11h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$139
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (Priceline) |
One-way from | $113 (Alaska Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $416 |
Good round-trip deal | $447 or less |
Good one-way deal | $278 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 September 17, 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
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Sat 10/17
3:16 pm-5:21 am
1 stop11h 05m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$113
BoiseBoston
BOI Boise Air Term. Gowen Fld - BOS Boston Logan Intl
BOIBOS
Boise Air Term. Gowen Fld
Wed 10/28
4:00 pm-5:27 am
1 stop11h 27m
Boston Logan Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$118
PortlandHartford
PDX Portland - BDL Hartford Bradley Intl
PDXBDL
Portland
Wed 10/14
11:30 pm-10:49 am
1 stop8h 19m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
PortlandHartford
PDX Portland - BDL Hartford Bradley Intl
PDXBDL
Portland
Sat 10/31
6:40 am-4:45 pm
1 stop7h 05m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
PortlandHartford
PDX Portland - BDL Hartford Bradley Intl
PDXBDL
Portland
Sat 11/14
11:55 am-11:36 pm
1 stop8h 41m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
PortlandHartford
PDX Portland - BDL Hartford Bradley Intl
PDXBDL
Portland
Sat 10/17
8:30 am-9:37 pm
1 stop10h 07m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Mon 11/23
2:27 pm-12:46 am
1 stop7h 19m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
EugeneBoston
EUG Eugene - BOS Boston Logan Intl
EUGBOS
Eugene
Thu 10/22
12:33 pm-11:58 pm
1 stop8h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
PortlandAlbany
PDX Portland - ALB Albany Intl
PDXALB
Portland
Wed 11/11
1:15 pm-11:30 pm
1 stop7h 15m
Albany Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$134
PortlandAlbany
PDX Portland - ALB Albany Intl
PDXALB
Portland
Wed 11/11
11:20 pm-1:25 pm
2 stops11h 05m
Albany Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$139
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
BOI-BOS
PDX-BDL
BOI-BDL
PDX-ALB
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Oregon to Massachusetts
USOR-USMA
EUG-BOS
BOI-BOS
PDX-BDL
BOI-BDL
What is the cheapest month to book a flight from Oregon to Massachusetts?
Currently, May is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $367). 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 September 17, 2026.
It’s typically best to fly out from Oregon to Massachusetts at noon. Doing so could potentially save you 31% 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 $335 and $543 in October.The cheapest round-trip price found within the last 5 days was $291 on American Airlines (Oct 31-Nov 7).
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 September 17, 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
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.0
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Entertainment
7.0
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
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 September 17, 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$459 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$341 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$446 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$227 | Average$364 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$474 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$291 | Average$542 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$337 | Average$427 | FlexibilityNo cancel fee | On-time85% |