$118+ Cheap flights from Massachusetts to Portland, ME (PWM)
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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Mar 17 — Mar 241
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 15, 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 15, 2026.
This JetBlue deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:09 pm
BOS
- PWM
1 stop3h 29m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/15![JetBlue logo]()
$167
This JetBlue deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/309:25 am
BOS
- PWM
1 stop3h 58m
JetBlue
Wed 6/36:00 am
PWM
- BOS
1 stop4h 20m
JetBlue
Deal found 2/12![JetBlue logo]()
$201
This Priceline deal was found by Cheapflights users on 2/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 pm
BOS
- PWM
1 stop5h 38m
JetBlue
Fri 4/36:00 am
PWM
- BOS
1 stop4h 48m
JetBlue
Deal found 2/15![JetBlue logo]()
$268
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/316:00 am
ALB
- PWM
1 stop6h 09m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/315:50 am
ALB
- PWM
1 stop5h 14m
Delta
Fri 4/34:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 2/15. 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 4/212:45 pm
BOS
- PWM
1 stop4h 00m
Southwest
Sun 4/55:30 pm
PWM
- BOS
1 stop6h 35m
Southwest
Deal found 2/15![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:35 pm
BDL
- PWM
1 stop6h 30m
Southwest
Tue 4/71:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/12![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:35 pm
ALB
- PWM
1 stop6h 30m
Southwest
Tue 3/315:30 am
PWM
- ALB
1 stop6h 15m
Southwest
Deal found 2/12![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/162:05 pm
BDL
- PWM
1 stop9h 20m
Southwest
Mon 4/204:50 pm
PWM
- BDL
1 stop6h 20m
Southwest
Deal found 2/11![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 2/15. 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 8/2512:50 pm
ALB
- PWM
2 stops8h 20m
Southwest
Fri 8/285:55 am
PWM
- ALB
1 stop3h 35m
Southwest
Deal found 2/15![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 2/13. 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.
Thu 9/175:50 am
BOS
- PWM
1 stop6h 35m
Southwest
Fri 9/185:55 am
PWM
- BOS
1 stop3h 55m
Southwest
Deal found 2/13![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:50 am
ALB
- PWM
1 stop5h 14m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$341
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 15, 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 15, 2026.
This JetBlue deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:09 pm
BOS
- PWM
1 stop3h 29m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/15![JetBlue logo]()
$167
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/15:50 am
ALB
- PWM
1 stop5h 14m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 2/15. 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 4/212:45 pm
BOS
- PWM
1 stop4h 00m
Southwest
Sun 4/55:30 pm
PWM
- BOS
1 stop6h 35m
Southwest
Deal found 2/15![Southwest logo]()
$327
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 8/102:08 pm
BOS
- PWM
1 stop7h 11m
American Airlines
Fri 8/141:14 pm
PWM
- BOS
1 stop8h 36m
American Airlines
Deal found 2/12![American Airlines logo]()
$343
This JetBlue deal was found by Cheapflights users on 2/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:04 pm
BOS
- PWM
1 stop4h 52m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/14![JetBlue logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:15 am
BDL
- PWM
2 stops7h 16m
Breeze Airways
Sun 7/127:56 pm
PWM
- BDL
1 stop25h 39m
Breeze Airways
Deal found 2/13![Breeze Airways logo]()
$436
This JetBlue deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/309:25 am
BOS
- PWM
1 stop3h 58m
JetBlue
Wed 6/36:00 am
PWM
- BOS
1 stop4h 20m
JetBlue
Deal found 2/12![JetBlue logo]()
$201
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/316:00 am
ALB
- PWM
1 stop6h 09m
Delta
Tue 3/315:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$315
This Expedia deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mon 4/66:35 pm
BOS
- PWM
1 stop5h 12m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/12![JetBlue logo]()
$268
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:35 pm
BDL
- PWM
1 stop6h 30m
Southwest
Tue 4/71:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/12![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/15:50 am
ALB
- PWM
1 stop5h 14m
Delta
Thu 4/24:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$321
This Priceline deal was found by Cheapflights users on 2/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 pm
BOS
- PWM
1 stop5h 38m
JetBlue
Fri 4/36:00 am
PWM
- BOS
1 stop4h 48m
JetBlue
Deal found 2/15![JetBlue logo]()
$268
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/125:18 pm
BOS
- PWM
1 stop16h 36m
American Airlines
Sat 5/163:40 pm
PWM
- BOS
1 stop17h 45m
American Airlines
Deal found 2/12![American Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/162:05 pm
BDL
- PWM
1 stop9h 20m
Southwest
Mon 4/202:50 pm
PWM
- BDL
1 stop5h 25m
Southwest
Deal found 2/11![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/315:50 am
ALB
- PWM
1 stop5h 14m
Delta
Thu 4/24:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/182:35 pm
BDL
- PWM
1 stop8h 30m
Southwest
Wed 4/81:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/11![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/255:50 am
ALB
- PWM
1 stop5h 14m
Delta
Mon 3/305:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 8/142:52 pm
BDL
- PWM
1 stop8h 55m
American Airlines
Mon 8/176:00 am
PWM
- BDL
1 stop8h 17m
American Airlines
Deal found 2/11![American Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 2/15. 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.
Mon 3/165:25 pm
BOS
- PWM
1 stop6h 40m
Southwest
Mon 3/235:30 am
PWM
- BOS
1 stop4h 20m
Southwest
Deal found 2/15![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:50 am
ALB
- PWM
1 stop5h 14m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$341
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/197:15 pm
BDL
- PWM
1 stop4h 50m
Southwest
Wed 4/221:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/12![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:50 am
ALB
- PWM
1 stop5h 14m
Delta
Sun 4/125:48 pm
PWM
- ALB
1 stop5h 24m
Delta
Deal found 2/13![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 2/14. 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 6/117:50 pm
BOS
- PWM
1 stop4h 15m
Southwest
Thu 6/185:35 am
PWM
- BOS
1 stop4h 15m
Southwest
Deal found 2/14![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:50 am
ALB
- PWM
1 stop5h 14m
Delta
Mon 3/305:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/149:20 am
BDL
- PWM
1 stop6h 00m
Southwest
Wed 4/151:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/12![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/272:12 pm
ALB
- PWM
1 stop9h 00m
Delta
Sat 3/284:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/272:12 pm
ALB
- PWM
1 stop9h 00m
Delta
Fri 4/34:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 2/13. 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.
Tue 7/75:55 am
BDL
- PWM
1 stop4h 00m
Southwest
Sun 7/125:30 am
PWM
- BDL
1 stop11h 00m
Southwest
Deal found 2/13![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/272:12 pm
ALB
- PWM
1 stop9h 00m
Delta
Thu 4/25:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 2/15. 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.
Mon 3/28:35 am
BDL
- PWM
1 stop6h 40m
Southwest
Fri 3/65:30 pm
PWM
- BDL
1 stop6h 20m
Southwest
Deal found 2/15![Southwest logo]()
$431
Last-minute flights from Massachusetts to PortlandDiscover last-minute flight deals from Massachusetts to Portland. Data last updated February 15, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Portland. Data last updated February 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/15. 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.
Mon 3/165:25 pm
BOS
- PWM
1 stop6h 40m
Southwest
Mon 3/235:30 am
PWM
- BOS
1 stop4h 20m
Southwest
Deal found 2/15![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/182:35 pm
BDL
- PWM
1 stop8h 30m
Southwest
Wed 4/81:00 pm
PWM
- BDL
1 stop6h 00m
Southwest
Deal found 2/11![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/272:12 pm
ALB
- PWM
1 stop9h 00m
Delta
Tue 3/315:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/272:12 pm
ALB
- PWM
1 stop9h 00m
Delta
Thu 4/25:48 pm
PWM
- ALB
1 stop5h 12m
Delta
Deal found 2/12![Delta logo]()
$362
This JetBlue deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:09 pm
BOS
- PWM
1 stop3h 29m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/15![JetBlue logo]()
$167
This Priceline deal was found by Cheapflights users on 2/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 pm
BOS
- PWM
1 stop5h 38m
JetBlue
Fri 4/36:00 am
PWM
- BOS
1 stop4h 48m
JetBlue
Deal found 2/15![JetBlue logo]()
$268
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:35 pm
ALB
- PWM
1 stop6h 30m
Southwest
Tue 3/315:30 am
PWM
- ALB
1 stop6h 15m
Southwest
Deal found 2/12![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:50 am
ALB
- PWM
1 stop5h 14m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/305:50 am
ALB
- PWM
1 stop5h 14m
Delta
Fri 4/34:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 2/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:04 pm
BOS
- PWM
1 stop4h 52m
JetBlue
Tue 4/76:00 am
PWM
- BOS
1 stop4h 43m
JetBlue
Deal found 2/14![JetBlue logo]()
$201
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/316:00 am
ALB
- PWM
1 stop6h 09m
Delta
Wed 4/14:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/315:50 am
ALB
- PWM
1 stop5h 14m
Delta
Thu 4/24:48 pm
PWM
- ALB
1 stop6h 22m
Delta
Deal found 2/12![Delta logo]()
$321
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 15, 2026.
Search for one-way flight options from Massachusetts to Portland. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
This JetBlue deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Sun 5/319:25 am
BOS
- PWM
1 stop3h 58m
JetBlue
Deal found 2/12![JetBlue logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:01 am
BOS
- PWM
1 stop24h 48m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 2/15. 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 6/166:00 am
ALB
- PWM
1 stop3h 55m
Southwest
Deal found 2/15![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:01 pm
ALB
- PWM
1 stop22h 48m
Breeze Airways
Deal found 2/13![Breeze Airways logo]()
$173
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 8/1411:50 am
ALB
- PWM
1 stop9h 40m
Southwest
Deal found 2/12![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:50 am
ALB
- PWM
1 stop5h 14m
Delta
Deal found 2/13![Delta logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:27 pm
BOS
- PWM
2 stops38h 45m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$185
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:52 pm
BOS
- PWM
1 stop21h 02m
American Airlines
Deal found 2/14![American Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 2/14. 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 7/185:10 pm
BDL
- PWM
1 stop3h 50m
Southwest
Deal found 2/14![Southwest logo]()
$194
This American Airlines deal was found by Cheapflights users on 2/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BOS
- PWM
1 stop8h 07m
American Airlines
Deal found 2/13![American Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 2/15. 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.
Sun 6/145:30 am
BOS
- PWM
1 stop5h 25m
Southwest
Deal found 2/15![Southwest logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:10 pm
BOS
- PWM
2 stops40h 07m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$240
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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $167 (JetBlue) |
One-way from | $149 (Kiwi.com) |
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 15, 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 - PWM
BOSPWM
Boston Logan Intl
Mon 3/30
8:09 pm-11:38 pm
1 stop3h 29m
Portland
Tue 4/7
6:00 am-10:43 am
1 stop4h 43m
$167
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Tue 3/31
7:04 pm-11:56 pm
1 stop4h 52m
Portland
Tue 4/7
6:00 am-10:43 am
1 stop4h 43m
$201
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Sat 5/30
9:25 am-1:23 pm
1 stop3h 58m
Portland
Wed 6/3
6:00 am-10:20 am
1 stop4h 20m
$201
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Mon 4/6
6:35 pm-11:47 pm
1 stop5h 12m
Portland
Tue 4/7
6:00 am-10:43 am
1 stop4h 43m
$268
BostonPortland
BOS - PWM
BOSPWM
Boston Logan Intl
Mon 3/30
6:00 pm-11:38 pm
1 stop5h 38m
Portland
Fri 4/3
6:00 am-10:48 am
1 stop4h 48m
$268
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Wed 4/1
5:50 am-11:04 am
1 stop5h 14m
Portland
Wed 4/1
4:48 pm-11:10 pm
1 stop6h 22m
$315
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Tue 3/31
6:00 am-12:09 pm
1 stop6h 09m
Portland
Tue 3/31
5:48 pm-11:00 pm
1 stop5h 12m
$315
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Wed 4/1
5:50 am-11:04 am
1 stop5h 14m
Portland
Thu 4/2
4:48 pm-11:10 pm
1 stop6h 22m
$321
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Tue 3/31
5:50 am-11:04 am
1 stop5h 14m
Portland
Thu 4/2
4:48 pm-11:10 pm
1 stop6h 22m
$321
AlbanyPortland
ALB - PWM
ALBPWM
Albany Intl
Wed 3/25
5:50 am-11:04 am
1 stop5h 14m
Portland
Mon 3/30
5:48 pm-11:00 pm
1 stop5h 12m
$321
Showing 1-10 of 52 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-PWM
ALB-PWM
BDL-PWM
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-PWM
BOS-PWM
ALB-PWM
BDL-PWM
No data available for this route at this time. Please check back soon.
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 locationsNorth Conway
Brunswick
Auburn
Conway
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