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$94 Find Cheap Flights from Massachusetts to Portland

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 3/31. 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
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Massachusetts to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Portland

Mon, May 4 - Thu, May 7
JetBlue Logo
5:00 pm - 11:36 pm
BOS
-
PWM
6h 36m
1 stop
JetBlue Logo
6:00 am - 10:38 am
PWM
-
BOS
4h 38m
1 stop
$187JetBlue
Thu, Apr 2 - Wed, Apr 8
JetBlue Logo
7:39 pm - 11:56 pm
BOS
-
PWM
4h 17m
1 stop
JetBlue Logo
6:00 am - 10:48 am
PWM
-
BOS
4h 48m
1 stop
$196JetBlue
Thu, Apr 2 - Fri, Apr 10
JetBlue Logo
7:39 pm - 11:56 pm
BOS
-
PWM
4h 17m
1 stop
JetBlue Logo
6:00 am - 10:58 am
PWM
-
BOS
4h 58m
1 stop
$206JetBlue
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
4:20 pm - 9:54 am
BOS
-
PWM
17h 34m
1 stop
American Airlines Logo
3:39 pm - 9:21 am
PWM
-
BOS
17h 42m
1 stop
$273American Airlines
Thu, Jun 4 - Mon, Jun 8
Multiple Airlines Logo
8:00 am - 7:16 pm
BDL
-
PWM
11h 16m
1 stop
Multiple Airlines Logo
9:52 am - 8:07 pm
PWM
-
BDL
10h 15m
1 stop
$276Multiple Airlines
Thu, Apr 2 - Sun, Apr 12
Delta Logo
9:05 am - 11:59 pm
BOS
-
PWM
14h 54m
1 stop
Delta Logo
2:30 pm - 7:29 am
PWM
-
BOS
16h 59m
1 stop
$293Delta
Fri, Apr 10 - Sun, Apr 12
Delta Logo
5:50 am - 11:04 am
ALB
-
PWM
5h 14m
1 stop
Delta Logo
5:48 pm - 11:12 pm
PWM
-
ALB
5h 24m
1 stop
$327Delta
Mon, May 4 - Thu, May 7
Southwest Logo
4:45 pm - 11:25 pm
BOS
-
PWM
6h 40m
1 stop
Southwest Logo
4:50 pm - 9:50 pm
PWM
-
BOS
5h 00m
1 stop
$327Southwest
Mon, May 4 - Thu, May 7
Southwest Logo
4:40 pm - 11:25 pm
BDL
-
PWM
6h 45m
1 stop
Southwest Logo
2:50 pm - 8:30 pm
PWM
-
BDL
5h 40m
1 stop
$327Southwest
Thu, Jun 4 - Mon, Jun 8
Multiple Airlines Logo
6:20 am - 9:12 am
BDL
-
PWM
26h 52m
2 stops
Multiple Airlines Logo
9:52 am - 8:07 pm
PWM
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BDL
10h 15m
1 stop
$344Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$94
Best time to beat the crowds with an average 14% drop 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.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Jackson
Freeport
Bartlett
Oxford
Windham
Intervale
Tamworth
Falmouth
Durham
Waterford

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PWM)