Cheap flights from Portland (PDX) to Boston (BOS)

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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($115 One Way, $297 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Boston

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
The price is $78 per night from Mar 24 to Mar 25
$78
per night
Mar 24 - Mar 25
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 rooms ...
7/10 Good! (1,511 reviews)
"As above"

Reviewed on Mar 15, 2024

Lakeside Inn
The Constitution Inn

The Constitution Inn

3.5 out of 5
150 3rd Ave, Boston, MA
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Fenway Park ...
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

The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
The price is $150 per night from Apr 7 to Apr 8
$150
per night
Apr 7 - Apr 8
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a library. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Great experience on a two day stay"

Reviewed on Mar 9, 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
2
Earliest Flight Departure Date
Mar 26
Latest Flight Departure Date
Mar 26
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.

*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.