$90+ Cheap flights from Massachusetts to Portland (PDX)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Massachusetts to Portland 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 Massachusetts to PortlandExplore the most affordable flight options available from Massachusetts to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Massachusetts to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:13 pm
BOS
- PDX
1 stop11h 40m
American Airlines
Mon 4/1311:47 pm
PDX
- BOS
1 stop8h 45m
American Airlines
Deal found 2/2![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 2/1. 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.
Tue 4/76:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Wed 4/156:15 am
PDX
- BOS
1 stop7h 49m
Delta
Deal found 2/1![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Sun 3/87:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Deal found 2/1![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- PDX
1 stop8h 32m
American Airlines
Mon 2/2311:35 pm
PDX
- BOS
1 stop7h 19m
American Airlines
Deal found 2/2![American Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
BOS
- PDX
Nonstop6h 23m
Hawaiian Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$225
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 4/76:00 am
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Tue 4/141:35 pm
PDX
- BOS
1 stop7h 24m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$227
This Aunt Betty deal was found by Cheapflights users on 2/1. 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 Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:15 am
BOS
- PDX
1 stop8h 20m
Hawaiian Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Deal found 2/1![Hawaiian Airlines logo]()
$233
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
BOS
- PDX
Nonstop6h 23m
Multiple Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$236
This Delta deal was found by Cheapflights users on 2/2. 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.
Wed 4/158:05 am
BOS
- PDX
1 stop7h 44m
Delta
Mon 4/2712:30 am
PDX
- BOS
1 stop7h 16m
Delta
Deal found 2/2![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 9/33:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Mon 9/77:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Deal found 2/2![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 10/56:35 pm
BOS
- PDX
1 stop8h 18m
Delta
Mon 10/121:38 pm
PDX
- BOS
1 stop7h 42m
Delta
Deal found 2/2![Delta logo]()
$239
This United Airlines deal was found by Cheapflights users on 2/2. 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 5/58:05 am
ALB
- PDX
1 stop8h 10m
United Airlines
Tue 5/1212:46 pm
PDX
- ALB
1 stop7h 44m
United Airlines
Deal found 2/2![United Airlines logo]()
$359
Best flights from Massachusetts to PortlandDiscover carefully curated flight deals from Massachusetts to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Massachusetts to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 1/31. 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 3/184:54 pm
BOS
- PDX
1 stop7h 59m
Delta
Mon 5/1811:24 am
PDX
- BOS
1 stop10h 13m
Delta
Deal found 1/31![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/125:45 am
BOS
- PDX
1 stop9h 48m
United Airlines
Mon 3/1611:59 pm
PDX
- BOS
1 stop7h 51m
United Airlines
Deal found 2/1![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 2/1. 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.
Wed 2/259:35 am
BOS
- PDX
2 stops11h 25m
Southwest
Tue 3/311:05 am
PDX
- BOS
1 stop8h 25m
Southwest
Deal found 2/1![Southwest logo]()
$283
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 4/85:40 pm
BOS
- PDX
1 stop19h 09m
Alaska Airlines
Sun 4/129:30 pm
PDX
- BOS
Nonstop5h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:59 pm
BDL
- PDX
1 stop9h 16m
American Airlines
Tue 4/711:40 pm
PDX
- BDL
2 stops11h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:20 am
BDL
- PDX
2 stops30h 49m
Multiple Airlines
Mon 3/309:43 am
PDX
- BDL
1 stop31h 12m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 2/1912:45 pm
BOS
- PDX
1 stop12h 39m
Delta
Mon 2/237:35 pm
PDX
- BOS
1 stop8h 15m
Delta
Deal found 2/2![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/2010:40 am
BOS
- PDX
1 stop9h 53m
Delta
Thu 2/2612:40 am
PDX
- BOS
1 stop7h 11m
Delta
Deal found 2/2![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 2/1. 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.
Sat 4/251:50 pm
BOS
- PDX
2 stops11h 10m
Southwest
Wed 4/295:40 am
PDX
- BOS
1 stop9h 55m
Southwest
Deal found 2/1![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/207:15 am
BOS
- PDX
1 stop8h 27m
Delta
Wed 2/259:45 pm
PDX
- BOS
1 stop9h 17m
Delta
Deal found 2/2![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 1/31. 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.
Tue 2/176:57 pm
BOS
- PDX
1 stop8h 18m
Delta
Tue 2/247:35 pm
PDX
- BOS
1 stop8h 15m
Delta
Deal found 1/31![Delta logo]()
$242
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Wed 5/612:40 pm
BDL
- PDX
1 stop9h 05m
United Airlines
Mon 5/1111:55 pm
PDX
- BDL
1 stop7h 59m
United Airlines
Deal found 1/31![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 2/2. 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.
Sat 2/215:50 am
BOS
- PDX
1 stop9h 54m
Delta
Thu 2/267:35 pm
PDX
- BOS
1 stop8h 15m
Delta
Deal found 2/2![Delta logo]()
$268
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:05 pm
ALB
- PDX
2 stops13h 22m
American Airlines
Sat 3/711:35 pm
PDX
- ALB
1 stop8h 32m
American Airlines
Deal found 2/2![American Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 2/2. 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.
Thu 4/97:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Wed 4/1511:55 pm
PDX
- BDL
1 stop7h 45m
Southwest
Deal found 2/2![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 2/2. 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.
Sat 2/215:50 am
BOS
- PDX
1 stop9h 54m
Delta
Fri 2/271:53 pm
PDX
- BOS
1 stop6h 57m
Delta
Deal found 2/2![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 2/2. 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.
Wed 5/66:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Mon 5/1111:55 pm
PDX
- BDL
1 stop7h 45m
Southwest
Deal found 2/2![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 5/46:34 pm
ALB
- PDX
1 stop8h 16m
United Airlines
Fri 5/82:24 pm
PDX
- ALB
1 stop7h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:20 pm
ALB
- PDX
1 stop9h 24m
American Airlines
Mon 3/211:35 pm
PDX
- ALB
1 stop14h 57m
American Airlines
Deal found 2/1![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 4/253:30 pm
BDL
- PDX
1 stop8h 44m
United Airlines
Fri 5/110:55 pm
PDX
- BDL
1 stop8h 59m
United Airlines
Deal found 2/1![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 1/31. 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.
Tue 2/176:57 pm
BOS
- PDX
1 stop8h 18m
Delta
Wed 2/186:00 am
PDX
- BOS
1 stop10h 15m
Delta
Deal found 1/31![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 2/3. 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.
Sat 5/212:30 pm
BDL
- PDX
2 stops12h 30m
Southwest
Sat 5/1611:55 pm
PDX
- BDL
1 stop7h 40m
Southwest
Deal found 2/3![Southwest logo]()
$390
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/2211:30 am
ALB
- PDX
2 stops12h 44m
United Airlines
Sun 4/2610:55 pm
PDX
- ALB
1 stop8h 30m
United Airlines
Deal found 2/1![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 2/1. 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 4/167:20 pm
BDL
- PDX
1 stop7h 50m
Southwest
Wed 4/226:30 am
PDX
- BDL
2 stops12h 40m
Southwest
Deal found 2/1![Southwest logo]()
$390
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 4/274:38 pm
ALB
- PDX
1 stop10h 20m
United Airlines
Fri 5/17:05 pm
PDX
- ALB
2 stops12h 08m
United Airlines
Deal found 2/2![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 2/2. 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.
Wed 3/49:00 am
ALB
- PDX
2 stops12h 00m
Southwest
Wed 3/1111:55 pm
PDX
- ALB
2 stops9h 35m
Southwest
Deal found 2/2![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 2/1. 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.
Mon 5/42:55 pm
ALB
- PDX
2 stops13h 00m
Southwest
Fri 5/811:55 pm
PDX
- ALB
2 stops11h 55m
Southwest
Deal found 2/1![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 2/3. 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 5/25:15 pm
ALB
- PDX
1 stop7h 27m
Delta
Sat 5/910:55 pm
PDX
- ALB
1 stop7h 08m
Delta
Deal found 2/3![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 2/2. 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 3/105:50 am
ALB
- PDX
2 stops17h 35m
Delta
Tue 3/1711:15 pm
PDX
- ALB
2 stops14h 52m
Delta
Deal found 2/2![Delta logo]()
$431
Last-minute flights from Massachusetts to PortlandDiscover last-minute flight deals from Massachusetts to Portland. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Portland. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- PDX
1 stop8h 32m
American Airlines
Mon 2/2311:35 pm
PDX
- BOS
1 stop7h 19m
American Airlines
Deal found 2/2![American Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:59 pm
BDL
- PDX
1 stop9h 18m
American Airlines
Sat 2/289:44 pm
PDX
- BDL
1 stop8h 24m
American Airlines
Deal found 1/31![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:31 pm
BOS
- PDX
1 stop9h 46m
American Airlines
Mon 3/911:59 pm
PDX
- BOS
1 stop8h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Sun 3/87:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Deal found 2/1![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Fri 3/65:30 am
PDX
- BOS
1 stop7h 29m
Delta
Deal found 2/1![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 3/56:57 pm
BOS
- PDX
1 stop8h 18m
Delta
Wed 3/117:43 pm
PDX
- BOS
1 stop8h 06m
Delta
Deal found 2/1![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 1/31. 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 3/184:54 pm
BOS
- PDX
1 stop7h 59m
Delta
Mon 5/1811:24 am
PDX
- BOS
1 stop10h 13m
Delta
Deal found 1/31![Delta logo]()
$217
This Aunt Betty deal was found by Cheapflights users on 2/1. 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 Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:15 am
BOS
- PDX
1 stop8h 20m
Hawaiian Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Deal found 2/1![Hawaiian Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
BOS
- PDX
Nonstop6h 23m
Hawaiian Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$225
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
BOS
- PDX
Nonstop6h 23m
Multiple Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$236
This Kissandfly.com deal was found by Cheapflights users on 2/1. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:15 am
BOS
- PDX
1 stop8h 20m
Alaska Airlines
Wed 3/259:30 pm
PDX
- BOS
Nonstop5h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 2/2. 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.
Wed 3/2511:15 am
BOS
- PDX
1 stop10h 50m
Delta
Sat 3/285:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Deal found 2/2![Delta logo]()
$237
One-way flights from Massachusetts to PortlandSearch for one-way flight options from Massachusetts to Portland. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Massachusetts to Portland. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/253:13 pm
BOS
- PDX
1 stop11h 40m
American Airlines
Deal found 2/3![American Airlines logo]()
$90
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/276:57 pm
BOS
- PDX
1 stop8h 18m
Delta
Deal found 2/2![Delta logo]()
$99
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:00 am
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:36 pm
BOS
- PDX
2 stops24h 33m
Frontier
Deal found 2/2![Frontier logo]()
$115
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 3/317:30 am
BOS
- PDX
1 stop10h 00m
United Airlines
Deal found 2/3![United Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 3/26:37 pm
BOS
- PDX
1 stop8h 16m
Delta
Deal found 2/2![Delta logo]()
$120
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/1812:07 pm
BOS
- PDX
2 stops13h 38m
United Airlines
Deal found 2/2![United Airlines logo]()
$124
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:57 pm
BOS
- PDX
1 stop12h 00m
American Airlines
Deal found 2/1![American Airlines logo]()
$127
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
BOS
- PDX
Nonstop6h 23m
Hawaiian Airlines
Deal found 2/2![Hawaiian Airlines logo]()
$128
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 4/26:00 am
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$129
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/186:00 am
BOS
- PDX
1 stop11h 48m
United Airlines
Deal found 2/2![United Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:52 am
BOS
- PDX
2 stops29h 11m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$132
Find flight deals from Massachusetts to Portland
Keep the following information in mind while searching for Massachusetts to Portland flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $208 (American Airlines) |
One-way from | $90 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $357 |
Good round-trip deal | $308 or less |
Good one-way deal | $174 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Portland 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 February 3, 2026.
Use the filters below to find and compare flights from Massachusetts to Portland that are best for you.
Fly from
Massachusetts
Fly to
Portland
Route
Depart
Return
Price
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Wed 3/18
4:54 pm-9:53 pm
1 stop7h 59m
Portland
Mon 5/18
11:24 am-12:37 am
1 stop10h 13m
$217
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Thu 3/12
5:45 am-12:33 pm
1 stop9h 48m
Portland
Mon 3/16
11:59 pm-10:50 am
1 stop7h 51m
$237
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Thu 2/19
12:45 pm-10:24 pm
1 stop12h 39m
Portland
Mon 2/23
7:35 pm-6:50 am
1 stop8h 15m
$242
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Fri 2/20
10:40 am-5:33 pm
1 stop9h 53m
Portland
Thu 2/26
12:40 am-10:51 am
1 stop7h 11m
$242
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Fri 2/20
7:15 am-12:42 pm
1 stop8h 27m
Portland
Wed 2/25
9:45 pm-10:02 am
1 stop9h 17m
$242
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Tue 2/17
6:57 pm-12:15 am
1 stop8h 18m
Portland
Tue 2/24
7:35 pm-6:50 am
1 stop8h 15m
$242
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Sat 2/21
5:50 am-12:44 pm
1 stop9h 54m
Portland
Thu 2/26
7:35 pm-6:50 am
1 stop8h 15m
$268
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Sat 2/21
5:50 am-12:44 pm
1 stop9h 54m
Portland
Fri 2/27
1:53 pm-11:50 pm
1 stop6h 57m
$268
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Wed 2/25
9:35 am-6:00 pm
2 stops11h 25m
Portland
Tue 3/3
11:05 am-10:30 pm
1 stop8h 25m
$283
BostonPortland
BOS - PDX
BOSPDX
Boston Logan Intl
Sat 4/25
1:50 pm-10:00 pm
2 stops11h 10m
Portland
Wed 4/29
5:40 am-6:35 pm
1 stop9h 55m
$287
Showing 1-10 of 57 results
Best time to book a flight from Massachusetts to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Massachusetts with our price prediction graph.
BOS-PDX
BDL-PDX
ALB-PDX
MVY-PDX
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 Massachusetts to Portland
USMA-PDX
BOS-PDX
BDL-PDX
ALB-PDX
MVY-PDX
What is the cheapest month to book a flight from Massachusetts to Portland?
Currently, May is the cheapest month in which you can book a flight from Massachusetts to Portland (average of $108). Flying from Massachusetts to Portland in October is currently the most expensive (average of $208). 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 MA to PDX?
Find hourly flight availability from Massachusetts to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
When flying from Massachusetts to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Massachusetts to Portland?
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsVancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Gresham
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Massachusetts to Portland
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Massachusetts to Portland
Discover the top 8 airlines that operate flights from Massachusetts to Portland. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$323 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$110 | Average$309 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$129 | Average$192 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$178 | Average$301 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$408 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$227 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$449 | FlexibilityNo cancel fee | On-time75% |