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

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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($122 One Way, $281 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 $105 per night from Jun 11 to Jun 12
$105
per night
Jun 11 - Jun 12
Stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the restaurant and the helpful staff ...
6.8/10 (1,051 reviews)
"The young man at the desk was so polite and kind. He shared places to us that we were interested in. Couple things pool wasn't opened and had to go to restaurant to get ice. I would recommend this hotel because the rooms were nice and clean and staff was great!!"

Reviewed on Jun 2, 2023

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 a free area shuttle. Our guests praise the helpful staff in our reviews. ...
6.6/10 (1,009 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

HI Boston

2 out of 5
19 Stuart Street, Boston, MA, 02116
The price is $151 per night from Jul 2 to Jul 3
$151
per night
Jul 2 - Jul 3
Stay at this eco-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 ...
8.6/10 Excellent! (1,001 reviews)
Hard bed, couldn't sleep
"Bunk bed was hard. I never got more than 3 or 4 hours of sleep."

Reviewed on May 27, 2023

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
7
Earliest Flight Departure Date
Jun 11
Latest Flight Departure Date
Jun 12
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.