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Find cheap flights from Massachusetts to Portland from $58

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

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In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$58
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Boston to Portland

FAQs for booking flights from Massachusetts to Portland

  • How does KAYAK find such low prices on flights from Massachusetts to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Massachusetts to Portland?

Find which airlines fly direct from Massachusetts to Portland, which days they fly and book direct flights.

Nonstop departures

Massachusetts to Portland

Monday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Tuesday

ANA, Aer Lingus, Aeromexico, +49 more

ANA, Aer Lingus, +50 more

Wednesday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Thursday

ANA, Aer Lingus, Aeromexico, +51 more

ANA, Aer Lingus, +52 more

Friday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Saturday

ANA, Aer Lingus, Aeromexico, +50 more

ANA, Aer Lingus, +51 more

Sunday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

See more direct flights

Nonstop returns

Portland to Massachusetts

Monday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Tuesday

ANA, Aer Lingus, Aeromexico, +49 more

ANA, Aer Lingus, +50 more

Wednesday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Thursday

ANA, Aer Lingus, Aeromexico, +51 more

ANA, Aer Lingus, +52 more

Friday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Saturday

ANA, Aer Lingus, Aeromexico, +50 more

ANA, Aer Lingus, +51 more

Sunday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Portland

Recent round-trip flight deals

5/28Tue
1 stopSpirit Airlines
9h 17mBOS-PDX
5/29Wed
1 stopSpirit Airlines
7h 50mPDX-BOS
$122
6/1Sat
1 stopSpirit Airlines
9h 15mBOS-PDX
6/4Tue
1 stopSpirit Airlines
7h 38mPDX-BOS
$127
5/28Tue
1 stop
9h 17mBOS-PDX
6/1Sat
nonstop
5h 30mPDX-BOS
$207
5/24Fri
nonstop
6h 06mBOS-PDX
5/28Tue
1 stop
17h 33mPDX-BOS
$230
5/29Wed
1 stopDelta
10h 03mBOS-PDX
5/30Thu
1 stopDelta
8h 22mPDX-BOS
$258
5/29Wed
nonstopAlaska Airlines
6h 06mBOS-PDX
6/4Tue
nonstopAlaska Airlines
5h 22mPDX-BOS
$267
5/29Wed
nonstopAlaska Airlines
6h 09mBOS-PDX
6/4Tue
1 stopAlaska Airlines
7h 34mPDX-BOS
$276
5/30Thu
1 stopDelta
11h 05mBOS-PDX
6/10Mon
1 stopDelta
8h 40mPDX-BOS
$283
10/5Sat
1 stopJetBlue
9h 06mHYA-PDX
10/13Sun
1 stopJetBlue
9h 04mPDX-HYA
$735
6/6Thu
1 stopJetBlue
8h 55mHYA-PDX
6/13Thu
1 stopJetBlue
8h 29mPDX-HYA
$750

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/21Tue
1 stopSpirit Airlines
9h 17mBOS-PDX
$58
5/21Tue
1 stopSpirit Airlines
9h 17mBOS-PDX
$61
5/26Sun
1 stopDelta
10h 25mMVY-PDX
$118
5/29Wed
1 stopDelta
7h 59mBOS-PDX
$129
6/11Tue
nonstopAlaska Airlines
6h 06mBOS-PDX
$134
6/11Tue
nonstopAlaska Airlines
6h 06mBOS-PDX
$137
8/31Sat
1 stopAmerican Airlines
8h 37mBOS-PDX
$158
6/13Thu
1 stopSun Country Air
14h 30mBOS-PDX
$179
7/13Sat
1 stopSun Country Air
17h 09mBOS-PDX
$188
8/8Thu
1 stopAmerican Airlines
8h 58mBOS-PDX
$218

Search by stops

Search by airline

Search by price

Last minute flights from Massachusetts to Portland

Last minute flight, train and bus deals

5/13Mon
multi-stopSpirit Airlines
9h 15mBOS-PDX
5/15Wed
multi-stopSpirit Airlines
7h 50mPDX-BOS
$314
5/12Sun
multi-stopSpirit Airlines
19h 26mBOS-PDX
5/15Wed
multi-stopSpirit Airlines
7h 50mPDX-BOS
$346
5/11Sat
nonstop
6h 12mBOS-PDX
5/15Wed
multi-stop
7h 50mPDX-BOS
$408
5/11Sat
multi-stop
32h 12mBOS-PDX
5/15Wed
multi-stop
17h 45mPDX-BOS
$425
5/12Sun
multi-stopDelta
8h 12mBOS-PDX
5/19Sun
multi-stopDelta
8h 23mPDX-BOS
$456
5/11Sat
multi-stopUnited Airlines
11h 08mBOS-PDX
5/17Fri
multi-stopUnited Airlines
11h 29mPDX-BOS
$490
5/9Thu
multi-stopUnited Airlines
9h 15mBOS-PDX
5/11Sat
multi-stopUnited Airlines
7h 39mPDX-BOS
$496
5/9Thu
multi-stopDelta
8h 26mBOS-PDX
5/11Sat
multi-stopDelta
7h 10mPDX-BOS
$506
5/11Sat
nonstopJetBlue
6h 15mBOS-PDX
5/15Wed
nonstopJetBlue
5h 27mPDX-BOS
$522
5/9Thu
nonstopJetBlue
6h 15mBOS-PDX
5/15Wed
nonstopJetBlue
5h 27mPDX-BOS
$562

Search by stops

Search by airline

Search by price

Flights to Portland

Destination:

Portland (PDX)United States

Return flight deals:

Portland - Massachusetts

Cabin classes:

$828
$1,656
$2,489
$188