PWM - BOS

$155 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 12/6. 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

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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
$325
Delta
Wed 1/7Sat 1/10
PWM - BOS • 2 stops
Cheapest one-way
$155
Multiple Airlines
Sat 12/6
PWM - BOS • 2 stops
Start a new search
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

Wed, Jan 7 - Sat, Jan 10
Delta Logo
6:00 am - 4:15 pmPWM-BOS
10h 15m2 stops
Delta Logo
6:00 am - 1:45 pmBOS-PWM
7h 45m1 stop
$325Delta
Find Deal
Wed, Jan 7 - Sat, Jan 10
Delta Logo
6:00 am - 6:43 pmPWM-BOS
12h 43m2 stops
Delta Logo
7:35 am - 7:38 pmBOS-PWM
12h 03m2 stops
$331Delta
Find Deal
Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
11:16 am - 10:03 amPWM-BOS
22h 47m1 stop
Multiple Airlines Logo
8:11 pm - 10:41 amBOS-PWM
38h 30m2 stops
$444Multiple Airlines
Find Deal
Tue, Dec 23 - Tue, Jan 6
Multiple Airlines Logo
10:49 am - 11:55 amPWM-BOS
49h 06m2 stops
Multiple Airlines Logo
12:29 pm - 10:22 amBOS-PWM
21h 53m1 stop
$471Multiple Airlines
Find Deal
Tue, Dec 23 - Tue, Jan 6
American Airlines Logo
5:39 am - 11:01 pmPWM-BOS
17h 22m1 stop
American Airlines Logo
5:45 pm - 12:05 pmBOS-PWM
18h 20m1 stop
$485American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
United Airlines Logo
10:02 am - 6:48 pmPWM-BOS
8h 46m1 stop
United Airlines Logo
5:30 am - 2:19 pmBOS-PWM
8h 49m1 stop
$495United Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
Multiple Airlines Logo
11:16 am - 9:27 amPWM-BOS
22h 11m1 stop
Multiple Airlines Logo
8:11 pm - 10:41 amBOS-PWM
38h 30m2 stops
$520Multiple Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
10:02 am - 6:48 pmPWM-BOS
8h 46m1 stop
United Airlines Logo
5:30 am - 2:19 pmBOS-PWM
8h 49m1 stop
$525United Airlines
Find Deal
Tue, Dec 23 - Sun, Dec 28
American Airlines Logo
6:41 pm - 12:08 pmPWM-BOS
41h 27m1 stop
American Airlines Logo
7:56 am - 6:16 pmBOS-PWM
10h 20m1 stop
$548American Airlines
Find Deal
Mon, Feb 16 - Mon, Feb 23
American Airlines Logo
7:00 am - 3:12 pmPWM-BOS
8h 12m1 stop
American Airlines Logo
12:57 pm - 12:12 pmBOS-PWM
23h 15m1 stop
$573American Airlines
Find Deal
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.

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

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

When flying from Portland to Boston, 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.

Find deals

Good to know

Cheapest flight$155
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 $155 for a one-way ticket and $325 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)

Compare transportation modes for Portland to Boston

Transportation modeAverage priceAverage duration
Flights4h 19m
Buses$631h 55m