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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($73 One Way, $189 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jun 21 - Tue, Jun 25
PDX
Portland
BOS
Boston
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jun 21 from Portland to Boston, returning Tue, Jun 25, priced at $189 found 1 day ago
Wed, Oct 2 - Fri, Oct 18
PDX
Portland
BOS
Boston
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Oct 2 from Portland to Boston, returning Fri, Oct 18, priced at $197 found 4 days ago
Mon, Jun 24 - Wed, Jul 10
PDX
Portland
BOS
Boston
$204 Roundtrip, found 4 days ago
$204
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Jun 24 from Portland to Boston, returning Wed, Jul 10, priced at $204 found 4 days ago
Mon, Oct 7 - Tue, Oct 22
PDX
Portland
BOS
Boston
$206 Roundtrip, found 6 days ago
$206
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Oct 7 from Portland to Boston, returning Tue, Oct 22, priced at $206 found 6 days ago
Mon, Nov 4 - Sat, Nov 9
PDX
Portland
BOS
Boston
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select United flight, departing Mon, Nov 4 from Portland to Boston, returning Sat, Nov 9, priced at $248 found 2 days ago

Great Deals On Cheap Hotels in Boston

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
The price is $89 per night from May 26 to May 27
$89
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,594 reviews)
Better than expected
"Clean, new mattress, quiet room. Great location for family visit."

Reviewed on May 20, 2024

Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
6.6/10 (1,000 reviews)
Comfortable but bad parking situation
"Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast."

Reviewed on Oct 25, 2020

Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
The price is $179 per night from May 26 to May 27
$179
per night
May 26 - May 27
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,000 reviews)
"This was my first hostel experience and now the bar is set pretty high. The staff were great and it was cool meeting new people. Room was clean and the location was convenient."

Reviewed on May 17, 2024

HI Boston - Hostel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Portland to Boston

Origin
Portland
Destination
Boston
Number of Daily Flights
7
Earliest Flight Departure Date
May 31
Latest Flight Departure Date
Jun 1
Popular Airlines
Alaska Airlines

Cheap flights from Portland to Boston

Whether you explore colonial history along the Freedom Trail or browse French Impressionist paintings at the Museum of Fine Arts, there's plenty to discover in New England's cultural hub. After landing at General Edward Lawrence Logan International Airport (BOS), visit the Old State House and learn about a massacre that ignited the American Revolution. Walk the cobblestone streets at Quincy Marketplace to shop for some souvenirs or feast on American lobster and blue crab.

Key Facts

The Ted Williams Tunnel and Sumner Tunnel offer a quick drive between General Edward Lawrence Logan International Airport and downtown Boston. Find a parking garage near Fenway Park and watch the Red Sox compete against MLB opponents. Cross the Charles River and head to the MIT Museum to discover the history of computer technology on the campus of a prominent research university.

From the Arbor Arboretum to the Boston Common, there are hundreds of acres in Boston that offer tranquility amid busy streets. Enjoy the tunes of classical music at Symphony Hall or watch some drama unfold at the Cutler Majestic Theatre.

Hints and Tips

A flight from Portland International Airport (PDX) to Boston takes 6 hours. If you're interested in doing some bird watching and fishing near BOS, get in your rental car and drive to Deer Island Park along the Massachusetts Bay.

Flights from Cities near Portland

Other Flights to Boston

Other Flights from Portland

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.