Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Portland to Boston from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Boston departing on 8/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Portland to Boston

Cheap round-trip flights

Alaska Airlines Logo
9:37 pm - 6:00 amPDX-BOS
5h 23mnonstop
Alaska Airlines Logo
6:00 am - 9:17 amBOS-PDX
6h 17mnonstop
$195Alaska Airlines
Find Deal
Thu, Aug 7 - Thu, Aug 14
Hawaiian Airlines Logo
9:37 pm - 6:00 amPDX-BOS
5h 23mnonstop
Hawaiian Airlines Logo
6:00 am - 9:17 amBOS-PDX
6h 17mnonstop
$199Hawaiian Airlines
Find Deal
Thu, Aug 7 - Thu, Aug 14
Hawaiian Airlines Logo
9:37 pm - 6:00 amPDX-BOS
5h 23mnonstop
Hawaiian Airlines Logo
6:00 am - 9:17 amBOS-PDX
6h 17mnonstop
$214Hawaiian Airlines
Find Deal
Thu, Aug 7 - Thu, Aug 14
Southwest Logo
6:00 am - 4:25 pmPDX-BOS
7h 25m1 stop
Southwest Logo
5:30 am - 10:15 amBOS-PDX
7h 45m1 stop
$217Southwest
Find Deal
Tue, Aug 12 - Sun, Aug 24
Southwest Logo
6:00 pm - 8:10 amPDX-BOS
11h 10m2 stops
Southwest Logo
12:15 pm - 5:10 pmBOS-PDX
7h 55m1 stop
$222Southwest
Find Deal
Tue, Aug 26 - Thu, Sep 4
Delta Logo
7:05 pm - 6:25 amPDX-BOS
8h 20m1 stop
Delta Logo
5:15 am - 10:40 amBOS-PDX
8h 25m1 stop
$237Delta
Find Deal
Tue, Aug 19 - Tue, Aug 26
United Airlines Logo
5:00 am - 5:15 pmPDX-BOS
9h 15m2 stops
United Airlines Logo
6:00 am - 11:35 amBOS-PDX
8h 35m1 stop
$242United Airlines
Find Deal
Sat, Dec 13 - Sat, Jan 10
JetBlue Logo
12:21 pm - 8:43 pmPDX-BOS
5h 22mnonstop
JetBlue Logo
8:00 am - 11:11 amBOS-PDX
6h 11mnonstop
$262JetBlue
Find Deal
Wed, Aug 20 - Mon, Aug 25
JetBlue Logo
11:40 pm - 8:00 amPDX-BOS
5h 20mnonstop
JetBlue Logo
6:55 pm - 10:15 pmBOS-PDX
6h 20mnonstop
$267JetBlue
Find Deal
Wed, Jul 16 - Sat, Jul 26
United Airlines Logo
6:43 pm - 6:01 amPDX-BOS
8h 18m1 stop
United Airlines Logo
6:07 am - 11:43 amBOS-PDX
8h 36m1 stop
$268United Airlines
Find Deal
Thu, Aug 7 - Sun, Aug 10

Alaska Airlines flights from Portland to Boston

Our best Alaska Airlines deals on Portland to Boston flight tickets
Alaska Airlines
Aug 7
PDX9:37 pmPortland
5h 23m
BOS6:00 amBoston Logan Intl
Aug 14
BOS6:00 amBoston Logan Intl
6h 17m
PDX9:17 amPortland
Alaska Airlines
Aug 12
PDX9:37 pmPortland
5h 23m
BOS6:00 amBoston Logan Intl
Aug 18
BOS8:19 pmBoston Logan Intl
16h 26m
1 stop
PDX9:45 amPortland
Alaska Airlines
Aug 12
PDX5:55 pmPortland
9h 15m
1 stop
BOS6:10 amBoston Logan Intl
Aug 19
BOS7:30 amBoston Logan Intl
12h 20m
1 stop
PDX4:50 pmPortland

Hawaiian Airlines flights from Portland to Boston

Our best Hawaiian Airlines deals on Portland to Boston flight tickets
Hawaiian Airlines
Aug 7
PDX9:37 pmPortland
5h 23m
BOS6:00 amBoston Logan Intl
Aug 14
BOS6:00 amBoston Logan Intl
6h 17m
PDX9:17 amPortland
Hawaiian Airlines
Aug 7
PDX9:37 pmPortland
5h 23m
BOS6:00 amBoston Logan Intl
Aug 14
BOS6:00 amBoston Logan Intl
6h 17m
PDX9:17 amPortland
Hawaiian Airlines
Aug 18
PDX5:55 pmPortland
9h 15m
1 stop
BOS6:10 amBoston Logan Intl
Aug 25
BOS6:00 amBoston Logan Intl
6h 09m
PDX9:09 amPortland

See travel insights to Boston from

How to get the cheapest flight ticket from Portland to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Boston?

In general, September is the cheapest month to fly from Portland to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $307. If you aren’t able to travel during the month of September, then book flights to Boston from Portland during February instead. Flights to Boston in February, while not as cheap as those in September, still average around $309.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Portland to Boston is on a Wednesday when prices can be found for as low as $346. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $447.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is at noon. momondo users have found flights departing from Portland to Boston at noon for as low as $262. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $522 per ticket.

What is the cheapest Portland to Boston Logan Intl flight route?

Fly from Portland to Boston Logan Intl for the best Portland - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $392 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Portland for as low as $283 on momondo.

What cabin class options are available on Portland to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Portland to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Portland to Boston flight prices changed over time?

As of July 2025, prices for Portland to Boston flights are approximately 28% cheaper when compared to flights at the same time last year.

When to book flights from Portland to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Boston (PDX to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Boston

Best Price Found

$55

Fastest flight time

5h 20m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Portland in the past 72 hours is $55. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $195.
The fastest flight from Portland to Boston takes 5h 20m
Direct flights go from Portland to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • How far is Portland to Boston Logan Intl by plane?

    A flight from Portland to Boston Logan Intl will travel around 2531.0 mi. In terms of flight time, this usually takes a little over 5h 20m.

  • When did momondo last update prices for flights from Portland Airport to Boston Logan Intl Airport?

    Prices for flights from Portland Airport to Boston Logan Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Portland Airport to Boston Logan Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Portland to Boston?

  • What is the most popular airline from Portland to Boston?


Best airlines flying from Portland to Boston

Compare and see reviews for airlines that fly from Portland to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $77Free CancellationRating
6.3
8,086 reviews
Search Spirit Airlines flights
Hawaiian AirlinesPriceFrom $125Free CancellationRating
7.8
2,545 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $131Free CancellationRating
8.0
7,982 reviews
Search Delta flights
JetBluePriceFrom $153Free CancellationRating
7.3
2,916 reviews
Search JetBlue flights
Sun Country AirPriceFrom $180Free CancellationRating
6.9
339 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $206Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $222Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $255Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
  • Alaska Airlines Flights From Portland to Boston

    Alaska Airlines flies from Portland to Boston around 11 times per week, with 10,000 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $255 (round-trip), much lower than the average airfare cost of $486 for Alaska Airlines flights on this route.

  • Hawaiian Airlines Flights From Portland to Boston

    Another popular option for Portland to Boston flights is Hawaiian Airlines (7.8/10, 2,545 ratings). Hawaiian Airlines flies from Portland to Boston around 12 times per week, with deals starting from $125 round-trip and rising to an average price of around $348.


Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Nashua
Cambridge
Laconia
Kennebunkport
Narragansett
Brockton
Concord
Everett
Gloucester
South Yarmouth
Wells
Warwick
Revere

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Boston?

Finding the right flight to Boston from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Boston quick and easy, saving you time and money.

Can I find flights from Portland to Boston with flexible booking policies on momondo?

Yes. All flights to Boston from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Boston?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Boston from Portland.

I’m not ready to book a flight from Portland to Boston right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 7/8
Tue 7/15

Find better results for your trip to the United States