PWM

$114 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 5/23. 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

Wed, May 27 - Wed, Jun 3
JetBlue Logo
6:40 pm - 11:58 pm
BOS
-
PWM
5h 18m
1 stop
JetBlue Logo
6:00 am - 11:02 am
PWM
-
BOS
5h 02m
1 stop
$227JetBlue
Fri, Jun 12 - Sun, Jun 14
JetBlue Logo
7:03 pm - 12:25 am
BOS
-
PWM
5h 22m
1 stop
JetBlue Logo
6:00 am - 11:35 am
PWM
-
BOS
5h 35m
1 stop
$261JetBlue
Tue, May 26 - Thu, May 28
JetBlue Logo
7:15 am - 1:35 pm
BDL
-
PWM
6h 20m
1 stop
JetBlue Logo
2:36 pm - 11:55 pm
PWM
-
BDL
9h 19m
1 stop
$268JetBlue
Tue, Jun 16 - Tue, Jun 23
American Airlines Logo
6:00 am - 1:04 pm
BOS
-
PWM
7h 04m
1 stop
American Airlines Logo
9:59 am - 7:23 pm
PWM
-
BOS
9h 24m
1 stop
$303American Airlines
Sun, May 24 - Sun, May 31
Breeze Airways Logo
7:15 am - 7:16 pm
BDL
-
PWM
12h 01m
1 stop
Breeze Airways Logo
7:56 pm - 9:35 pm
PWM
-
BDL
25h 39m
1 stop
$305Breeze Airways
Fri, May 15 - Tue, May 19
American Airlines Logo
6:00 am - 4:40 pm
BOS
-
PWM
10h 40m
1 stop
American Airlines Logo
10:24 am - 4:48 pm
PWM
-
BOS
6h 24m
1 stop
$313American Airlines
Wed, Sep 16 - Wed, Sep 23
Breeze Airways Logo
6:08 pm - 9:21 am
ALB
-
PWM
15h 13m
1 stop
Breeze Airways Logo
5:09 pm - 3:52 pm
PWM
-
ALB
22h 43m
1 stop
$326Breeze Airways
Sun, May 24 - Sun, May 31
Multiple Airlines Logo
7:15 am - 7:16 pm
BDL
-
PWM
12h 01m
1 stop
Multiple Airlines Logo
7:56 pm - 12:41 am
PWM
-
BDL
52h 45m
2 stops
$327Multiple Airlines
Fri, Aug 28 - Tue, Sep 1
Southwest Logo
10:15 am - 3:00 pm
BDL
-
PWM
4h 45m
1 stop
Southwest Logo
5:45 am - 12:10 pm
PWM
-
BDL
6h 25m
1 stop
$347Southwest
Tue, Jun 16 - Sat, Jun 20
Southwest Logo
4:00 pm - 10:55 pm
BDL
-
PWM
6h 55m
1 stop
Southwest Logo
5:35 am - 12:05 pm
PWM
-
BDL
6h 30m
1 stop
$357Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$114
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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)