$119 Find Cheap Flights from Portland to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Massachusetts departing on 5/5. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Portland to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$227
Albany
Albany2 stops$380
Boston
Boston1 stop$227
Albany
Albany2 stops$380

Book Cheap Portland to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Massachusetts 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 Portland to Massachusetts

Tue, Jun 2 - Wed, Jun 3
JetBlue Logo
2:37 pm - 8:10 pm
PWM
-
BOS
5h 33m
1 stop
JetBlue Logo
3:55 pm - 11:58 pm
BOS
-
PWM
8h 03m
1 stop
$227JetBlue
Fri, May 8 - Fri, May 15
JetBlue Logo
7:20 am - 2:28 pm
PWM
-
BOS
7h 08m
1 stop
JetBlue Logo
3:28 pm - 11:03 pm
BOS
-
PWM
7h 35m
1 stop
$261JetBlue
Wed, May 6 - Wed, May 13
Multiple Airlines Logo
5:01 pm - 9:12 am
PWM
-
BOS
16h 11m
2 stops
Multiple Airlines Logo
9:29 am - 4:16 pm
BOS
-
PWM
6h 47m
1 stop
$281Multiple Airlines
Wed, May 20 - Wed, May 27
Multiple Airlines Logo
5:01 pm - 9:42 pm
PWM
-
BOS
28h 41m
2 stops
Multiple Airlines Logo
8:44 am - 4:16 pm
BOS
-
PWM
7h 32m
1 stop
$301Multiple Airlines
Wed, May 20 - Wed, May 27
JetBlue Logo
7:20 am - 2:28 pm
PWM
-
BOS
7h 08m
1 stop
JetBlue Logo
6:40 pm - 11:58 pm
BOS
-
PWM
5h 18m
1 stop
$305JetBlue
Tue, Apr 21 - Sat, Apr 25
American Airlines Logo
3:39 pm - 7:34 pm
PWM
-
BOS
3h 55m
1 stop
American Airlines Logo
7:00 am - 10:54 am
BOS
-
PWM
3h 54m
1 stop
$333American Airlines
Thu, May 7 - Wed, May 13
American Airlines Logo
10:24 am - 4:48 pm
PWM
-
BOS
6h 24m
1 stop
American Airlines Logo
6:00 am - 9:54 am
BOS
-
PWM
3h 54m
1 stop
$335American Airlines
Thu, Jul 9 - Mon, Jul 13
American Airlines Logo
1:25 pm - 10:29 pm
PWM
-
BOS
9h 04m
1 stop
American Airlines Logo
8:00 pm - 12:37 pm
BOS
-
PWM
16h 37m
1 stop
$343American Airlines
Thu, Jun 25 - Sat, Jul 4
JetBlue Logo
6:00 am - 11:26 am
PWM
-
BOS
5h 26m
1 stop
JetBlue Logo
4:43 pm - 12:25 am
BOS
-
PWM
7h 42m
1 stop
$375JetBlue
Sat, May 16 - Mon, May 18
American Airlines Logo
3:40 pm - 9:25 am
PWM
-
BOS
17h 45m
1 stop
American Airlines Logo
6:00 am - 9:54 am
BOS
-
PWM
3h 54m
1 stop
$376American Airlines
Booking Insights

KAYAK's insights & trends for Portland to Massachusetts flights

Get data-powered insights and trends into flights from Portland to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Portland to Massachusetts take?

The duration of a flight to Massachusetts depends on your arrival airport. The shortest route to Massachusetts from Portland is to Boston, which takes 4h 50m.

Find deals

Good to know

Cheapest flight$119
Flight from Portland to Boston

FAQs - booking Massachusetts flights

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

    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 Portland to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to 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 Portland to Massachusetts?

    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 from Portland to Massachusetts with an airline and back with another airline.

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

    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 from Portland to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Portland to Massachusetts

Information on your arrival and departure airports

Portland (PWM)