When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 54 days in advance, which can save you up to 94% on flights from Portland to Massachusetts compared to booking the week you need them. Waiting 54 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $414. For sooner than that we have options available in the next 3 days from $521.
January is one of the best times of the year to fly to Massachusetts from Portland. Prices for January average $392 per person but you can even find prices for as low as $188. The most expensive prices can be found in the month of April. Opting for a January flight can save you 18% on your journey compared to booking in April
When flying from Portland to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$164 - $305
Route
Depart
Return
Price
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Tue 8/20
1 stop11h 06m
Boston Logan Intl
Tue 8/27
1 stop18h 31m
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Mon 8/19
2 stops19h 43m
Boston Logan Intl
Tue 8/27
1 stop18h 31m
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Sat 10/26
1 stop31h 30m
Boston Logan Intl
Tue 10/29
1 stop10h 48m
PortlandHartford Bradley Intl
PDX - BDL
PDXBDL
Portland
Sat 9/7
2 stops11h 44m
Hartford Bradley Intl
Wed 10/2
2 stops13h 14m
PortlandHartford Bradley Intl
PDX - BDL
PDXBDL
Portland
Wed 8/7
1 stop6h 55m
Hartford Bradley Intl
Mon 8/19
1 stop9h 43m
PortlandHartford Bradley Intl
PDX - BDL
PDXBDL
Portland
Tue 7/16
2 stops12h 16m
Hartford Bradley Intl
Tue 7/30
1 stop24h 51m
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Tue 8/27
Nonstop5h 14m
Boston Logan Intl
Wed 9/4
Nonstop6h 06m
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Tue 10/29
1 stop9h 10m
Boston Logan Intl
Wed 11/13
Nonstop6h 14m
PortlandBoston Logan Intl
PDX - BOS
PDXBOS
Portland
Thu 7/11
1 stop20h 57m
Boston Logan Intl
Fri 7/19
1 stop19h 10m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$111 | Average$257 | FlexibilityNo cancel fee | On-time65% |
American Airlines | Cheapest$119 | Average$367 | FlexibilityNo cancel fee | On-time71% |
Delta | Cheapest$128 | Average$337 | FlexibilityNo cancel fee | On-timeN/A |
JetBlue | Cheapest$148 | Average$475 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$174 | Average$416 | FlexibilityNo cancel fee | On-time69% |
Alaska Airlines | Cheapest$179 | Average$466 | FlexibilityNo cancel fee | On-time75% |
Sun Country Air | Cheapest$219 | Average$526 | FlexibilityNo cancel fee | On-time83% |
1%of flight departures | Early morningMidnight to 6 am |
---|---|
27%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
72%of flight departures | Evening6 pm to midnight |