$160 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 1/30. 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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Flight Deals

Cheap Flights from Portland to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston2 stops$274
Albany
Albany2 stops$310
Boston
Boston2 stops$274
Albany
Albany2 stops$310

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

Sat, Dec 13 - Tue, Jan 13
Multiple Airlines Logo
11:16 am - 11:56 pmPWM-BOS
12h 40m2 stops
Multiple Airlines Logo
3:43 pm - 10:22 amBOS-PWM
18h 39m1 stop
$274Multiple Airlines
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Sat, Dec 13 - Tue, Jan 13
Multiple Airlines Logo
11:16 am - 9:27 amPWM-BOS
22h 11m1 stop
Multiple Airlines Logo
3:43 pm - 10:22 amBOS-PWM
18h 39m1 stop
$283Multiple Airlines
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Mon, Dec 15 - Fri, Dec 19
Multiple Airlines Logo
9:46 am - 10:01 amPWM-BOS
24h 15m1 stop
Multiple Airlines Logo
10:56 am - 10:36 amBOS-PWM
23h 40m1 stop
$344Multiple Airlines
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Mon, Dec 15 - Fri, Dec 19
Multiple Airlines Logo
11:21 am - 10:01 amPWM-BOS
22h 40m2 stops
Multiple Airlines Logo
10:56 am - 10:36 amBOS-PWM
23h 40m1 stop
$363Multiple Airlines
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Mon, Dec 1 - Fri, Dec 5
Multiple Airlines Logo
6:05 pm - 11:53 pmPWM-BOS
29h 48m2 stops
Multiple Airlines Logo
8:11 pm - 10:36 amBOS-PWM
14h 25m1 stop
$386Multiple Airlines
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Wed, Dec 17 - Wed, Dec 24
Multiple Airlines Logo
11:16 am - 9:52 amPWM-BOS
22h 36m1 stop
Multiple Airlines Logo
11:09 am - 11:18 amBOS-PWM
24h 09m2 stops
$402Multiple Airlines
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Mon, Dec 1 - Fri, Dec 5
Multiple Airlines Logo
9:46 am - 4:50 pmPWM-BOS
31h 04m1 stop
Multiple Airlines Logo
8:11 pm - 10:36 amBOS-PWM
14h 25m1 stop
$445Multiple Airlines
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Sun, Dec 14 - Sun, Dec 21
Multiple Airlines Logo
11:58 am - 7:33 amPWM-BOS
19h 35m2 stops
Multiple Airlines Logo
10:56 am - 9:06 amBOS-PWM
22h 10m1 stop
$475Multiple Airlines
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Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
10:49 am - 9:10 amPWM-BOS
46h 21m2 stops
Multiple Airlines Logo
10:47 am - 10:41 amBOS-PWM
23h 54m1 stop
$486Multiple Airlines
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Thu, Dec 18 - Thu, Dec 25
United Airlines Logo
5:30 am - 2:20 pmPWM-BOS
8h 50m1 stop
United Airlines Logo
7:32 pm - 11:22 pmBOS-PWM
3h 50m1 stop
$500United Airlines
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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.

What’s the cheapest day of the week to fly from Portland to Massachusetts?

The average price of all round-trip flights from Portland to Massachusetts clicked on KAYAK for each day over the last 12 months.

When flying from Portland to Massachusetts, you should consider leaving on a Tuesday and avoid Wednesdays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Wednesdays and the most expensive ones on Thursdays.

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Good to know

Cheapest flight$160
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.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the afternoon, when round-trip flights cost $276 on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $747.

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

Information on your arrival and departure airports

Portland (PWM)