BOS - PWM

$102 Find Cheap Flights from Boston 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 from Boston to Portland departing on 5/28. 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

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

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

Save 22% 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.

Flights Deals
Useful Info
Flights Deals

Cheap Flights from Boston to Portland

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

Recent round-trip flight deals from Boston to Portland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Portland.
Discover the best prices for you by selecting your travel dates on KAYAK.
JetBlue Logo
9:15 am - 2:40 pmBOS-PWM
5h 25m1 stop
JetBlue Logo
7:12 am - 2:14 pmPWM-BOS
7h 02m1 stop
$203JetBlue
Find Deal
Sun, Jun 1 - Mon, Jun 2
JetBlue Logo
8:40 am - 1:23 pmBOS-PWM
4h 43m1 stop
JetBlue Logo
6:10 am - 11:51 amPWM-BOS
5h 41m1 stop
$228JetBlue
Find Deal
Mon, Jul 7 - Fri, Jul 11
JetBlue Logo
7:15 am - 1:16 pmBOS-PWM
6h 01m1 stop
JetBlue Logo
7:30 am - 1:44 pmPWM-BOS
6h 14m1 stop
$253JetBlue
Find Deal
Wed, Sep 24 - Sun, Oct 5
JetBlue Logo
5:30 pm - 10:59 pmBOS-PWM
5h 29m1 stop
JetBlue Logo
3:35 pm - 9:37 pmPWM-BOS
6h 02m1 stop
$254JetBlue
Find Deal
Sat, May 17 - Tue, May 20
American Airlines Logo
6:00 am - 3:36 pmBOS-PWM
9h 36m1 stop
American Airlines Logo
4:33 pm - 1:39 pmPWM-BOS
21h 06m1 stop
$343American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
American Airlines Logo
8:00 am - 3:36 pmBOS-PWM
7h 36m2 stops
American Airlines Logo
11:07 am - 9:20 pmPWM-BOS
10h 13m1 stop
$373American Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
 Logo
2:25 pm - 2:32 pmBOS-PWM
24h 07m2 stops
 Logo
12:38 pm - 10:56 pmPWM-BOS
10h 18m2 stops
Wed, May 28 - Wed, Jun 4
 Logo
6:00 am - 7:27 pmBOS-PWM
37h 27m3 stops
 Logo
12:38 pm - 10:56 pmPWM-BOS
10h 18m2 stops
Wed, May 28 - Wed, Jun 4
United Airlines Logo
12:30 pm - 9:59 pmBOS-PWM
9h 29m1 stop
United Airlines Logo
8:00 am - 6:55 pmPWM-BOS
10h 55m2 stops
$488United Airlines
Find Deal
Tue, Sep 2 - Wed, Sep 10
United Airlines Logo
5:30 am - 11:57 pmBOS-PWM
18h 27m1 stop
United Airlines Logo
12:15 pm - 9:49 amPWM-BOS
21h 34m2 stops
$495United Airlines
Find Deal
Sat, Jun 21 - Wed, Jun 25
Useful Info

KAYAK's insights & trends for Boston to Portland flights

Get data-powered insights and trends into flights from Boston to Portland 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 Boston to Portland?

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

If your flying dates are flexible, you should consider flying to Portland on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Boston to Portland. For your return ticket, we recommend flying on a Tuesday and avoiding Wednesdays for the best deals.

Good to know

Cheapest flight$102
Flight from Boston to Portland

When to book flights from Boston to Portland

Are your dates flexible? Find out the best times to travel from Boston to Portland 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 Boston to Portland

  • What is the cheapest flight from Boston to Portland?

    In the last 3 days, the lowest price for a flight from Boston to Portland was $102 for a one-way ticket and $203 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

  • Which airline alliances offer flights from Boston to Portland?

    Star Alliance, and oneworld are the airline alliances operating flights between Boston and Portland, with oneworld being the most commonly used for this route.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Boston 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 Boston 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 Boston with another airline. Booking your flights between Boston and PWM 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 Boston 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 Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Boston to Portland

 
See real verified KAYAK customer reviews for airlines flying from Boston to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
JetBlueOverall score based on 2922 reviews
7.5Boarding
7.3Entertainment
8.0Crew
7.6Comfort
6.7Food
Airline reviews

Excellent from start to finish. All staff members were amazing!

10.0 ExcellentPeter, Apr 2025BOS - AMS
Read more JetBlue reviews

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

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

Information on your arrival and departure airports

Compare transportation modes for Boston to Portland

Average priceAverage duration
Flights4h 12m
Trains$682h 30m

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.