PWM - BOS

$164 Find Cheap Flights from Portland to Boston

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 Boston departing on 4/5. 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 Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Boston, 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 Boston, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$221
JetBlue
Mon 5/11Wed 5/27
PWM - BOS • 1 stop
Cheapest one-way
$164
Southwest
Sun 4/5
PWM - BOS • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Portland and Boston. You'll need at least 1 connection.
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Top layover airports
New York (JFK)
Cheapest • Avg $279 (round-trip)
New York (JFK)
Shortest trip • 4h 47m (one-way)
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Boston (PWM-BOS)

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

Mon, May 11 - Wed, May 27
JetBlue Logo
6:00 am - 10:38 am
PWM
-
BOS
4h 38m
1 stop
JetBlue Logo
9:30 am - 1:24 pm
BOS
-
PWM
3h 54m
1 stop
$221JetBlue
Wed, Apr 1 - Wed, Apr 8
JetBlue Logo
6:00 am - 11:19 am
PWM
-
BOS
5h 19m
1 stop
JetBlue Logo
6:02 pm - 11:58 pm
BOS
-
PWM
5h 56m
1 stop
$265JetBlue
Sat, Apr 4 - Wed, Apr 8
JetBlue Logo
6:00 am - 10:24 am
PWM
-
BOS
4h 24m
1 stop
JetBlue Logo
6:02 pm - 11:58 pm
BOS
-
PWM
5h 56m
1 stop
$275JetBlue
Wed, Apr 1 - Wed, Apr 8
JetBlue Logo
6:00 am - 11:19 am
PWM
-
BOS
5h 19m
1 stop
JetBlue Logo
6:02 pm - 11:58 pm
BOS
-
PWM
5h 56m
1 stop
$294JetBlue
Sat, Apr 4 - Wed, Apr 8
JetBlue Logo
4:25 pm - 12:19 am
PWM
-
BOS
7h 54m
1 stop
JetBlue Logo
6:02 pm - 11:58 pm
BOS
-
PWM
5h 56m
1 stop
$315JetBlue
Sat, May 16 - Sat, May 23
Southwest Logo
4:35 pm - 9:05 pm
PWM
-
BOS
4h 30m
1 stop
Southwest Logo
4:50 pm - 11:10 pm
BOS
-
PWM
6h 20m
1 stop
$327Southwest
Thu, May 21 - Sun, May 24
JetBlue Logo
6:00 am - 2:49 pm
PWM
-
BOS
8h 49m
1 stop
JetBlue Logo
9:30 am - 1:24 pm
BOS
-
PWM
3h 54m
1 stop
$331JetBlue
Mon, May 11 - Wed, May 27
Multiple Airlines Logo
6:13 pm - 10:21 am
PWM
-
BOS
40h 08m
2 stops
Multiple Airlines Logo
10:12 am - 4:16 pm
BOS
-
PWM
6h 04m
1 stop
$339Multiple Airlines
Fri, Apr 3 - Fri, Apr 10
Southwest Logo
5:30 pm - 12:05 am
PWM
-
BOS
6h 35m
1 stop
Southwest Logo
7:20 am - 2:10 pm
BOS
-
PWM
6h 50m
1 stop
$347Southwest
Sat, May 16 - Sat, May 23
Multiple Airlines Logo
5:01 pm - 9:29 am
PWM
-
BOS
16h 28m
2 stops
Multiple Airlines Logo
10:12 am - 4:16 pm
BOS
-
PWM
6h 04m
1 stop
$392Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to Boston flights

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

Which airlines provide the cheapest flights from Portland to Boston?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to Boston were found on JetBlue ($221) and Southwest ($327).

Find deals

Good to know

Cheapest flight$164
Flight from Portland to Boston

When to book flights from Portland to Boston

Are your dates flexible? Find out the best times to travel from Portland to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to Boston

  • What is the cheapest flight from Portland to Boston?

    In the last 3 days, the lowest price for a flight from Portland to Boston was $164 for a one-way ticket and $221 for a round-trip.

  • Do I need a passport to fly between Portland and Boston?

    A passport is not required to fly from Portland to Boston.

  • Which aircraft models fly most regularly from Portland to Boston?

    We unfortunately don’t have that data for this specific route.

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

    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 Boston.

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

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

    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 Boston with an airline and back to Portland with another airline. Booking your flights between Portland and BOS can sometimes prove cheaper using this method.

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

    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 Boston from Portland 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 Boston

Information on your arrival and departure airports

Portland (PWM)
Boston (BOS)