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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($70 One Way, $144 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jun 4 - Wed, Jun 5
PDX
Portland
BOS
Boston
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Portland to Boston, returning Wed, Jun 5, priced at $144 found 3 days ago
Tue, Jun 4 - Tue, Jun 11
PDX
Portland
BOS
Boston
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Portland to Boston, returning Tue, Jun 11, priced at $155 found 3 days ago
Tue, Jun 4 - Wed, Jun 12
PDX
Portland
BOS
Boston
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Portland to Boston, returning Wed, Jun 12, priced at $162 found 3 days ago
Wed, Jun 5 - Tue, Jun 11
PDX
Portland
BOS
Boston
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Jun 5 from Portland to Boston, returning Tue, Jun 11, priced at $267 found 3 days ago
Mon, Aug 5 - Tue, Aug 20
PDX
Portland
BOS
Boston
$298 Roundtrip, found 4 days ago
$298
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Aug 5 from Portland to Boston, returning Tue, Aug 20, priced at $298 found 4 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 19 to May 20
$89
per night
May 19 - May 20
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! (1,567 reviews)
Return guest
"We stayed here before and loved it. We came back for a two-night stay. Lisa and Abraham are so warm and welcoming. They go above and beyond to make the guests comfortable. The room has every you need plus a great view."

Reviewed on May 9, 2024

Lakeside Inn
The Constitution Inn

The Constitution Inn

3.5 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 $159 per night from May 12 to May 13
$159
per night
May 12 - May 13
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)
"Amazing staff, they speak clearly and communicate well. Fun time getting to know others. Close to real good food and shops. Would visit again"

Reviewed on May 6, 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 17
Latest Flight Departure Date
May 18
Popular Airlines
JetBlue

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.