Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

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

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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($116 One Way, $237 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 12
PDX
Portland
BOS
Boston
$116
Bargain Flight
Tue, Aug 31
PDX
Portland
BOS
Boston
$118
Spirit Airlines
Thu, May 13
PDX
Portland
BOS
Boston
$128
Alaska Airlines
Thu, May 13
PDX
Portland
BOS
Boston
$129
JetBlue Airways
Sun, Jul 4
PDX
Portland
BOS
Boston
$157
Bargain Flight
Fri, May 14 - Sun, May 16
PDX
Portland
BOS
Boston
$237
JetBlue Airways
Thu, May 13 - Thu, May 20
PDX
Portland
BOS
Boston
$246
Alaska Airlines
Mon, May 24 - Tue, Jun 8
PDX
Portland
BOS
Boston
$274
Bargain Flight
Tue, May 18 - Sun, May 30
PDX
Portland
BOS
Boston
$285
American Airlines
Wed, Oct 6 - Thu, Oct 14
PDX
Portland
BOS
Boston
$313
United

Great Deals On Cheap Hotels in Boston

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
The price is $68 per night from May 16 to May 16
Situated on a lake, this hotel is within 9 mi (15 km) of Woburn Mall, Burlington Mall, and Saugus Town Hall. Salem Witch Museum and Tufts University are also ...
3.6/5Good! (13 reviews)
"Old Hotel but clean. small room. Breakfast was good. No clock radio in room but they did give us one. Phone not working properly.Nick the night clerk was very friendly and helpful.All in all it was a pretty good stay. Just wish the room was bigger so they could add a small refrigerator."

Reviewed on Oct 19, 2019

Lakeside Inn
The Constitution Inn

The Constitution Inn

2 out of 5
150 3rd Ave, Boston, MA
Get Rates
Located in Charlestown, this hotel is within a 10-minute walk of The Freedom Trail and USS Constitution Museum. TD Garden and Bunker Hill Monument are also within ...
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
The price is $93 per night from May 12 to May 12
Located in Theatre District, this eco-friendly hostel is within a 5-minute walk of Cutler Majestic Theatre and Boston Opera House. Boston Common and Boston Public ...
4.7/5Exceptional! (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
Earliest Flight Departure Date
Latest Flight Departure Date
Popular 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.