$143+ Cheap flights from Portland (PDX) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Massachusetts with Cheapflights
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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 Portland to MassachusettsExplore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
Explore the most affordable flight options available from Portland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
This JetBlue deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Thu 9/39:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/28![JetBlue logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/132:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Mon 8/179:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/29![JetBlue logo]()
$289
This Expedia deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/2211:27 pm
PDX
- BOS
Nonstop5h 21m
Multiple Airlines
Sat 8/299:33 am
BOS
- PDX
Nonstop6h 06m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$292
This Super.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:30 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Mon 9/77:32 pm
BOS
- PDX
Nonstop6h 10m
JetBlue
Deal found 7/26![JetBlue logo]()
$294
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Sun 8/309:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/26![JetBlue logo]()
$295
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/2711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Mon 9/79:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/25![JetBlue logo]()
$297
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Mon 8/319:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/26![JetBlue logo]()
$298
This Expedia deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2711:27 pm
PDX
- BOS
Nonstop5h 21m
Multiple Airlines
Thu 9/39:33 am
BOS
- PDX
Nonstop6h 05m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$299
This Justfly.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Wed 9/29:33 am
BOS
- PDX
Nonstop6h 05m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$300
This FlightHub deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Mon 8/176:03 am
BOS
- PDX
Nonstop6h 16m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$301
This Expedia deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Tue 8/252:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Tue 9/19:33 am
BOS
- PDX
Nonstop6h 05m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:50 pm
PDX
- BOS
1 stop7h 58m
American Airlines
Tue 9/86:30 am
BOS
- PDX
1 stop10h 22m
American Airlines
Deal found 7/28![American Airlines logo]()
$306
Best flights from Portland to MassachusettsDiscover carefully curated flight deals from Portland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
Discover carefully curated flight deals from Portland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/19:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Sat 9/55:42 pm
BOS
- PDX
Nonstop6h 06m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Mon 8/3111:02 pm
PDX
- BOS
1 stop7h 34m
United Airlines
Wed 9/25:01 pm
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 7/26![United Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/1110:35 pm
PDX
- BOS
1 stop9h 40m
Delta
Fri 8/144:05 pm
BOS
- PDX
1 stop10h 51m
Delta
Deal found 7/28![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:30 pm
PDX
- BOS
1 stop7h 25m
Southwest
Tue 9/153:20 pm
BOS
- PDX
2 stops9h 55m
Southwest
Deal found 7/28![Southwest logo]()
$342
This JetBlue deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- ACK
1 stop10h 36m
JetBlue
Fri 8/283:33 pm
ACK
- PDX
1 stop9h 56m
JetBlue
Deal found 7/28![JetBlue logo]()
$370
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:34 pm
PDX
- ACK
2 stops13h 56m
American Airlines
Tue 8/2511:17 am
ACK
- PDX
2 stops15h 42m
American Airlines
Deal found 7/28![American Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/187:00 am
PDX
- BOS
1 stop9h 15m
Delta
Fri 8/215:15 pm
BOS
- PDX
1 stop7h 54m
Delta
Deal found 7/26![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:55 pm
PDX
- BOS
2 stops10h 35m
Southwest
Mon 8/311:10 pm
BOS
- PDX
2 stops11h 05m
Southwest
Deal found 7/27![Southwest logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/319:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Sat 9/1210:03 am
BOS
- PDX
1 stop9h 47m
Alaska Airlines
Deal found 7/24![Alaska Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 9/210:35 am
PDX
- BDL
1 stop8h 03m
United Airlines
Thu 9/104:50 pm
BDL
- PDX
1 stop9h 02m
United Airlines
Deal found 7/25![United Airlines logo]()
$363
This Priceline deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/2911:27 pm
PDX
- PVC
1 stop7h 20m
Multiple Airlines
Sun 9/62:41 pm
PVC
- PDX
1 stop11h 01m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$784
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/2311:02 pm
PDX
- ALB
1 stop8h 52m
United Airlines
Mon 9/285:00 pm
ALB
- PDX
1 stop8h 23m
United Airlines
Deal found 7/29![United Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:30 pm
PDX
- ALB
1 stop9h 50m
Southwest
Sat 8/293:55 pm
ALB
- PDX
1 stop7h 20m
Southwest
Deal found 7/27![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/298:44 pm
PDX
- ALB
2 stops9h 08m
Delta
Mon 11/212:21 pm
ALB
- PDX
1 stop9h 48m
Delta
Deal found 7/29![Delta logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/299:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Sun 9/68:00 am
BOS
- PDX
1 stop17h 55m
Alaska Airlines
Deal found 7/24![Alaska Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:30 pm
PDX
- BDL
1 stop9h 30m
Southwest
Mon 8/311:40 pm
BDL
- PDX
2 stops10h 35m
Southwest
Deal found 7/25![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/1110:56 am
PDX
- BDL
2 stops10h 03m
United Airlines
Wed 9/163:01 pm
BDL
- PDX
1 stop8h 09m
United Airlines
Deal found 7/27![United Airlines logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/19:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Tue 9/88:00 am
BOS
- PDX
1 stop17h 45m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$373
This Priceline deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Thu 8/1311:27 pm
PDX
- ACK
1 stop10h 36m
JetBlue
Mon 8/173:33 pm
ACK
- PDX
1 stop9h 56m
JetBlue
Deal found 7/28![JetBlue logo]()
$469
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:30 pm
PDX
- BDL
2 stops10h 30m
Southwest
Thu 9/101:40 pm
BDL
- PDX
2 stops10h 35m
Southwest
Deal found 7/29![Southwest logo]()
$373
This Alaska Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/299:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Fri 9/118:00 am
BOS
- PDX
1 stop13h 37m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/278:24 pm
PDX
- ALB
2 stops12h 13m
Delta
Sun 8/306:00 am
ALB
- PDX
1 stop7h 26m
Delta
Deal found 7/28![Delta logo]()
$420
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:30 pm
PDX
- BDL
2 stops9h 40m
Southwest
Tue 9/112:45 pm
BDL
- PDX
2 stops12h 10m
Southwest
Deal found 7/28![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:35 am
PDX
- ACK
2 stops11h 06m
Delta
Wed 8/263:24 pm
ACK
- PDX
1 stop8h 49m
Delta
Deal found 7/27![Delta logo]()
$426
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/259:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Tue 9/298:00 am
BOS
- PDX
1 stop28h 30m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:30 pm
PDX
- BDL
2 stops10h 30m
Southwest
Wed 9/163:05 pm
BDL
- PDX
2 stops11h 10m
Southwest
Deal found 7/27![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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.
Mon 12/710:59 pm
PDX
- BDL
1 stop8h 26m
United Airlines
Wed 12/92:48 pm
BDL
- PDX
1 stop8h 37m
United Airlines
Deal found 7/25![United Airlines logo]()
$473
This Expedia deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/2111:27 pm
PDX
- MVY
1 stop7h 41m
JetBlue
Sat 8/2910:58 am
MVY
- PDX
1 stop14h 31m
JetBlue
Deal found 7/26![JetBlue logo]()
$573
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/127:00 am
PDX
- ALB
2 stops12h 00m
Southwest
Thu 1/217:40 am
ALB
- PDX
2 stops11h 45m
Southwest
Deal found 7/28![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/117:55 pm
PDX
- ALB
2 stops11h 50m
Southwest
Mon 9/145:05 pm
ALB
- PDX
2 stops9h 40m
Southwest
Deal found 7/28![Southwest logo]()
$374
Last-minute flights from Portland to MassachusettsDiscover last-minute flight deals from Portland to Massachusetts. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Massachusetts. Data last updated July 29, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/132:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Mon 8/179:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/29![JetBlue logo]()
$289
This FlightHub deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Mon 8/176:03 am
BOS
- PDX
Nonstop6h 16m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:18 am
PDX
- BOS
1 stop11h 24m
American Airlines
Wed 8/196:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 7/28![American Airlines logo]()
$308
This Super.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Tue 8/259:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/25![JetBlue logo]()
$294
This Expedia deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/2211:27 pm
PDX
- BOS
Nonstop5h 21m
Multiple Airlines
Sat 8/299:33 am
BOS
- PDX
Nonstop6h 06m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$292
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Wed 8/269:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/27![JetBlue logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Mon 8/319:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/26![JetBlue logo]()
$298
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Mon 9/79:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/24![JetBlue logo]()
$297
This Expedia deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Tue 8/252:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Tue 9/19:33 am
BOS
- PDX
Nonstop6h 05m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$302
This FlightHub deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Sat 9/55:42 pm
BOS
- PDX
Nonstop6h 06m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$295
This Justfly.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm
PDX
- BOS
Nonstop5h 24m
Multiple Airlines
Wed 9/29:33 am
BOS
- PDX
Nonstop6h 05m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/268:24 pm
PDX
- BOS
1 stop8h 11m
Delta
Tue 9/16:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 7/29![Delta logo]()
$307
One-way flights from Portland to MassachusettsSearch for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
Search for one-way flight options from Portland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Mon 8/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/29![JetBlue logo]()
$143
This JetBlue deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/28![JetBlue logo]()
$144
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/29![JetBlue logo]()
$145
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 7/27![JetBlue logo]()
$149
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2111:02 pm
PDX
- BOS
1 stop7h 34m
United Airlines
Deal found 7/28![United Airlines logo]()
$154
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:27 pm
PDX
- MVY
1 stop7h 41m
JetBlue
Deal found 7/25![JetBlue logo]()
$155
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/212:08 pm
PDX
- BOS
1 stop8h 17m
Delta
Deal found 7/25![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/268:24 pm
PDX
- BOS
1 stop8h 11m
Delta
Deal found 7/28![Delta logo]()
$164
This Booking.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:56 pm
PDX
- BOS
Nonstop5h 24m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$174
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:15 am
PDX
- BOS
1 stop8h 44m
United Airlines
Deal found 7/25![United Airlines logo]()
$177
This Super.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/28![JetBlue logo]()
$181
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2510:55 pm
PDX
- BDL
1 stop8h 30m
Delta
Deal found 7/29![Delta logo]()
$182
Find flight deals from Portland to Massachusetts
Keep the following information in mind while searching for Portland to Massachusetts flight deals. Data was last updated July 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (JetBlue) |
One-way from | $143 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $415 |
Good round-trip deal | $333 or less |
Good one-way deal | $173 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2026.
Use the filters below to find and compare flights from Portland to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 9/1
9:36 pm-6:09 am
Nonstop5h 33m
Boston Logan Intl
Sat 9/5
5:42 pm-8:48 pm
Nonstop6h 06m
$287
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 8/31
11:02 pm-9:36 am
1 stop7h 34m
Boston Logan Intl
Wed 9/2
5:01 pm-10:52 pm
1 stop8h 51m
$307
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 8/11
10:35 pm-11:15 am
1 stop9h 40m
Boston Logan Intl
Fri 8/14
4:05 pm-11:56 pm
1 stop10h 51m
$307
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 8/18
7:00 am-7:15 pm
1 stop9h 15m
Boston Logan Intl
Fri 8/21
5:15 pm-10:09 pm
1 stop7h 54m
$307
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 9/8
11:30 pm-9:55 am
1 stop7h 25m
Boston Logan Intl
Tue 9/15
3:20 pm-10:15 pm
2 stops9h 55m
$342
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 8/24
7:55 pm-9:30 am
2 stops10h 35m
Boston Logan Intl
Mon 8/31
1:10 pm-9:15 pm
2 stops11h 05m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 8/31
9:36 pm-6:09 am
Nonstop5h 33m
Boston Logan Intl
Sat 9/12
10:03 am-4:50 pm
1 stop9h 47m
$352
PortlandHartford
PDX - BDL
PDXBDL
Portland
Wed 9/2
10:35 am-9:38 pm
1 stop8h 03m
Hartford Bradley Intl
Thu 9/10
4:50 pm-10:52 pm
1 stop9h 02m
$363
PortlandAlbany
PDX - ALB
PDXALB
Portland
Wed 9/23
11:02 pm-10:54 am
1 stop8h 52m
Albany Intl
Mon 9/28
5:00 pm-10:23 pm
1 stop8h 23m
$363
PortlandAlbany
PDX - ALB
PDXALB
Portland
Sat 8/22
11:30 pm-12:20 pm
1 stop9h 50m
Albany Intl
Sat 8/29
3:55 pm-8:15 pm
1 stop7h 20m
$363
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Portland to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Portland with our price prediction graph.
PDX-BOS
PDX-MVY
PDX-BDL
PDX-ALB
PDX-PVC
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Massachusetts
PDX-USMA
PDX-BOS
PDX-MVY
PDX-BDL
PDX-ALB
What is the cheapest month to book a flight from Portland to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Portland to Massachusetts (average of $327). Flying from Portland to Massachusetts in December is currently the most expensive (average of $509). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PDX to MA?
Find hourly flight availability from Portland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2026.
It’s typically best to fly out from Portland to Massachusetts at noon. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Portland to Massachusetts
Explore weekly flight availability from Portland to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 29, 2026.
The most flights from PDX to USMA are scheduled on a Monday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Portland to Massachusetts?
Airfare is typical for this route at the moment.
Portland to Massachusetts flights typically cost between $281 and $449 in August.The cheapest round-trip price found within the last 5 days was $287 on JetBlue (Aug 24-Aug 26).
How far ahead should I book a flight from Portland to Massachusetts?
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 July 29, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Portland to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Related info for your journey
Find useful and relevant information for your journey from Portland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to Massachusetts
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Complete your trip
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Search flights from Portland to Massachusetts by cabin class
Find flights from Portland to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Massachusetts flights
Browse other Portland and Massachusetts flight options. Last updated on July 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Massachusetts flights
Consider these flights traveling from Portland to Massachusetts.
Top 7 airlines flying from Portland to Massachusetts
Discover the top 7 airlines that operate flights from Portland to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$427 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$118 | Average$280 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$301 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$402 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$213 | Average$368 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$375 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$286 | Average$498 | FlexibilityNo cancel fee | On-time75% |