PWM - BOS

$102 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 9/16. 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

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
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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

Thu, Oct 16 - Mon, Oct 20
JetBlue Logo
2:17 pm - 9:00 pmPWM-BOS
6h 43m1 stop
JetBlue Logo
7:00 am - 1:22 pmBOS-PWM
6h 22m1 stop
$203JetBlue
Find Deal
Fri, Oct 17 - Tue, Oct 21
JetBlue Logo
7:09 am - 1:50 pmPWM-BOS
6h 41m1 stop
JetBlue Logo
5:15 pm - 11:04 pmBOS-PWM
5h 49m1 stop
$232JetBlue
Find Deal
Thu, Oct 9 - Thu, Oct 16
JetBlue Logo
7:09 am - 11:45 amPWM-BOS
4h 36m1 stop
JetBlue Logo
7:15 am - 1:22 pmBOS-PWM
6h 07m1 stop
$258JetBlue
Find Deal
Wed, Oct 15 - Mon, Oct 20
JetBlue Logo
7:30 am - 11:45 amPWM-BOS
4h 15m1 stop
JetBlue Logo
5:15 pm - 11:04 pmBOS-PWM
5h 49m1 stop
$273JetBlue
Find Deal
Sat, Oct 11 - Sun, Oct 12
JetBlue Logo
7:09 am - 1:49 pmPWM-BOS
6h 40m1 stop
JetBlue Logo
5:15 pm - 11:04 pmBOS-PWM
5h 49m1 stop
$288JetBlue
Find Deal
Tue, Sep 9 - Sat, Sep 13
American Airlines Logo
7:05 am - 3:59 pmPWM-BOS
8h 54m1 stop
American Airlines Logo
8:00 am - 4:50 pmBOS-PWM
8h 50m1 stop
$293American Airlines
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Tue, Sep 9 - Sat, Sep 13
JetBlue Logo
2:17 pm - 7:40 pmPWM-BOS
5h 23m1 stop
JetBlue Logo
7:08 am - 1:22 pmBOS-PWM
6h 14m1 stop
$298JetBlue
Find Deal
Fri, Oct 17 - Sun, Oct 19
Delta Logo
6:50 am - 6:55 pmPWM-BOS
12h 05m1 stop
Delta Logo
1:15 pm - 12:05 amBOS-PWM
10h 50m1 stop
$333Delta
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Tue, Oct 28 - Wed, Oct 29
American Airlines Logo
1:05 pm - 9:48 pmPWM-BOS
8h 43m1 stop
American Airlines Logo
6:00 am - 8:14 pmBOS-PWM
14h 14m1 stop
$338American Airlines
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Wed, Oct 15 - Sun, Oct 19
American Airlines Logo
7:00 am - 3:58 pmPWM-BOS
8h 58m1 stop
American Airlines Logo
12:40 pm - 8:14 pmBOS-PWM
7h 34m1 stop
$413American 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.

Good to know

Cheapest flight$102
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 $102 for a one-way ticket and $203 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.

  • Which airline alliances offer flights from Portland to Boston?

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

Reviews of the top airline flying from Portland to Boston

 
See real verified KAYAK customer reviews for airlines flying from Portland to Boston. 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 Portland to Boston? 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.
7.2
JetBlueOverall score based on 2919 reviews
6.7Food
7.6Comfort
8.0Crew
7.3Entertainment
7.4Boarding
Airline reviews

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

4.0 OkayDarren, Aug 2025LAS - JFK
Read more JetBlue reviews

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

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

Information on your arrival and departure airports

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