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

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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($138 One Way, $276 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, 01880
The price is $105 per night from Jul 1 to Jul 2
Stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
3.6/5 Good! (7 reviews)
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Reviewed on Dec 6, 2021

Lakeside Inn
The Constitution Inn

The Constitution Inn

3.5 out of 5
150 3rd Ave, Boston, MA, 02129
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free WiFi, free parking, and an indoor pool. Our guests praise the helpful staff in our reviews. ...
3.3/5 (8 reviews)
"It is a very good place to go to DT,and a lot of traveler place.And is very quiet and safety."

Reviewed on Mar 3, 2020

The Constitution Inn
HI Boston

HI Boston

2 out of 5
19 Stuart Street, Boston, MA, 2116
The price is $206 per night from Jul 7 to Jul 8
Stay at this business-friendly hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a library. Our guests praise the helpful staff in our reviews. Popular ...
4.7/5 Exceptional! (3 reviews)
"I liked that the hostel was close to downtown Boston and public transportation. It was a cheap place to stay and a great place to meet people. I am not used to bunk beds, but it wasn't too bad. You have to be considerate of other people in the room and not have the big light on when other people ..."

Reviewed on Jul 29, 2018

HI Boston
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 4
Earliest Flight Departure Date Jul 7
Latest Flight Departure Date Jul 8
Popular Airlines JetBlue Airways

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.